City Winery Boston

Featuring CT, CARA MARIA, MARK, PAULIE, EMILEE AND MORE!
City Winery Boston presents CHALLENGE MANIA LIVE: BOSTON on Friday, May 22nd at 7:00pm.
Stars from MTV’s hit reality competition series The Challenge take the stage for a one-of-a-kind, interactive variety show hosted by Derrick Kosinski and Scott Yager of the wildly popular Challenge Mania podcast.
Join Cara Maria Sorbello, CT Tamburello, Mark Long, Paulie Calafiore and Emilee Fitzpatrick. Expect an evening filled with laughter, behind-the-scenes stories, and fan-favorite moments from across The Challenge universe in a live panel.
Following the show, VIP ticket holders are invited to an exclusive post-show Meet &amp; Greet experience. This intimate event allows fans to mingle with Derrick, Scott, Cara, CT, Paulie, Emilee and additional cast members, take photos, ask questions, and enjoy exclusive giveaways — including a limited-edition Challenge Mania Boston poster for autographs.
Two VIP ticket options include access to the post-show Meet &amp; Greet. A very limited number of Stage Premier VIP tickets offer premium front-row seating during the show, early Wave 1 Meet &amp; Greet access, and additional exclusive Challenge Mania collectibles. Regular Premier VIP ticket holders will follow shortly after in Wave 2. These VIP tickets are extremely limited and expected to sell out quickly.
***PLEASE NOTE: There will be no roast at this event, only at the event on Saturday.
CHALLENGE MANIA
The #1 Challenge Podcast
Available on Apple Podcasts, Spotify &amp; Spreaker
Follow Derrick Kosinski on X/Twitter @DerrickMTV
Follow Scott Yager on X/Twitter @SHOTOFYAGER
For information on ALL of our upcoming Live Shows and Events, please head to CHALLENGE MANIA.LIVE to get all of the ticket pages, On Sale dates &amp; more!
Challenge Mania Shop - NOW OPEN!
Our Patreon site is up and running! JOIN THE TEAM aka THE POD SQUAD by going to ChallengeManiacs.com!
Dine At Your Show
🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.
Wine At Your Table
Reserve your preferred wine by filling out this form and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.
2 Item Per Person Minimum
🎶 Kindly note there is a 2 item per person food &amp; beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
Become a Vinofile Member
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.'<a href="https://eventvesta.com/events/142893/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: Challenge Mania Live Boston

Middlesex County

Cambridge

Massachusetts

Challenge Mania Live Boston

Featuring CT, CARA MARIA, MARK, PAULIE, EMILEE AND MORE!
City Winery Boston presents CHALLENGE MANIA LIVE: BOSTON on Friday,...

The Historic Windsor Inn, 85 Windsor Street, Cambridge, MA 02139

Ages: Ages 8+ Duration: 2.5 Hours Capacity: Up to 16 People Meeting Point: <a href="https://maps.app.goo.gl/QYFxcCgZBSUo59z1A" target="_blank" rel="nofollow noopener">The Historic Windsor Inn, 85 Windsor Street, Cambridge, MA 02139</a>
Enjoy Traditional Cooking and Party with Us in Cambridge, MA!
Here at the Dumpling School we like to consider ourselves not as a traditional cooking class but more of a dumpling PARTY! When you sign up for one of our dumpling parties, we want you to have as much fun as possible while learning a new skill.
• How to roll and fold dumplings • How to properly stuff dumplings with different fillings. • How to make different dumpling shapes. • How to cook dumplings.
You don’t have to be a cooking expert to enjoy one of our events. We welcome people of all skill levels and interests to take part in our dumpling parties. Since we are focusing on fun and not precision and accuracy, this is the perfect, relaxed environment for friends, family, and loved ones.
For Children’s Groups • 1 adult for every 5 Child is required to stay for the duration of the class and will be ticketed.
What’s Included • Dumpling Ingredients
This is a Weekly Recurring EventRuns from May 2, 2026 to Jun 27, 2026 and happens every:
<table><tbody><tr><td>Saturdays:</td><td>11:00am - 1:30pm Timezone: Eastern Time (US &amp; Canada)</td></tr><tr><td>Saturdays:</td><td>5:00pm - 7:30pm Timezone: Eastern Time (US &amp; Canada)</td></tr></tbody></table>
<a href="https://eventvesta.com/events/135560/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: Dumpling Making Party In Massachusetts (Saturdays)

Dumpling Making Party In Massachusetts (Saturdays)

 Ages: Ages 8+ Duration: 2.5 Hours Capacity: Up to 16 People Meeting Point: The Historic Windsor Inn, 85 Windsor Street,...

Where poetic Americana meets joyful, full-spectrum sound
The Boy Band Project, transports you back to a time when the boy band phenomenon dominated pop culture and TRL was appointment television. Delivered with their own special mix of handsomeness, tongue-in-cheek humor, and Broadway talent, these boys have been seen all over the world spreading their boy band love. Even if you’ve never demolished a Trapper Keeper notebook with pictures of your favorite boy bander, this show will make you party like it’s 1999 before you can say Bye, Bye, Bye.
The boys re-imagine the sound, movement, and energy of NSYNC, Backstreet Boys, Hanson, One Direction, 98 Degrees, O-town, BoyzIIMen, Jonas Brothers and more. This musical thrill-fest features a group of boys direct from Broadway’s Wicked, Hairspray, Mamma Mia, The Book of Mormon, Altar Boyz, and Rock of Ages.
They were seen in 2019 opening for US Pop star Todrick Hall on his “Haus Party Tour”, and featured on the US Television show ”Good Morning America,” They’ve headlined residencies in Provincetown, Puerto Vallarta, The Green Room 42 (NYC), Chelsea Table and Stage (NYC), and City Winery in New York City. Other notable performances include: Celebrity Cruises, Norwegian Cruises, Holland America Cruise line, Princess Cruises, Atlantis Cruises, Washington DC Pride, Rehoboth Beach, The Playstation Theatre, Palm Springs, Iridium, The O2 Academy (London, UK), The Bourbon Room (Hollywood, CA), Wheeler Opera House (Aspen), The Crest Theatre (Delray Beach, FL), and Parker Arts Center (Denver).
The Boy Band Project started a popular weekly event in New York City called ‘Boy Band Brunch’ that garnered them the 2019 Broadway World Award for “Best Group”.
They received an astounding 8 nominations for the 2020 Broadway World Awards and won Best Original Song for their Holiday Hit Jingle My Bells and Best Ensemble Soloist, Chris Messina.
View Our Concert Dining Menu.
filling out this form and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.
2 Item Per Person Minimum 🎶 Kindly note there is a 2 item per person food &amp; beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
Become a Vinofile Member and enjoy the benefits today.<a href="https://eventvesta.com/events/143588/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: Boy Band Brunch

Boy Band Brunch

Where poetic Americana meets joyful, full-spectrum sound
The Boy Band Project, transports you back to a time when the boy band...

Ages: Ages 8+ Duration: 2.5 Hours Capacity: Up to 16 People Meeting Point: <a href="https://maps.app.goo.gl/QYFxcCgZBSUo59z1A" target="_blank" rel="nofollow noopener">The Historic Windsor Inn, 85 Windsor Street, Cambridge, MA 02139</a>
Enjoy Traditional Cooking and Party with Us in Cambridge, MA!
Here at the Dumpling School we like to consider ourselves not as a traditional cooking class but more of a dumpling PARTY! When you sign up for one of our dumpling parties, we want you to have as much fun as possible while learning a new skill.
• How to roll and fold dumplings • How to properly stuff dumplings with different fillings. • How to make different dumpling shapes. • How to cook dumplings.
You don’t have to be a cooking expert to enjoy one of our events. We welcome people of all skill levels and interests to take part in our dumpling parties. Since we are focusing on fun and not precision and accuracy, this is the perfect, relaxed environment for friends, family, and loved ones.
For Children’s Groups • 1 adult for every 5 Child is required to stay for the duration of the class and will be ticketed.
What’s Included • Dumpling Ingredients
This is a Weekly Recurring EventRuns from May 3, 2026 to Jun 28, 2026 and happens every:
<table><tbody><tr><td>Sundays:</td><td>3:00pm - 5:30pm Timezone: Eastern Time (US &amp; Canada)</td></tr></tbody></table>
<a href="https://eventvesta.com/events/135561/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: Dumpling Making Party In Massachusetts (Sundays)

Dumpling Making Party In Massachusetts (Sundays)

City Winery Boston presents: Tacarra Williams live on Sunday, May 24th at 7:30pm.
Known throughout the comedy industry as the “The Beautiful Beast,” Tacarra Williams is setting stages ablaze nationwide. From the moment she emerges with her bright, endearing smile audiences erupt with excitement and are held captive by her every word, doubling over in side-splitting laughter. Using her hard-won wisdom learned from the streets of NYC, her experience as a young mother, and her most recent endeavor as a Life Skills coach to inmates in the largest jail system in America, Tacarra dares to be the voice for every woman — fearlessly sharing her thoughts and experiences, refusing to bow down to prejudiced opinions. Her attitude towards female empowerment has earned her respect and love from men and women alike.
Tacarra’s talent and wit are undeniable. She’s opened for renowned comedians like Tony Rock, Deray Davis, and Bill Bellamy. Recently featured on NBC’s Bring the Funny, she’s been described as “fearless” and “unapologetically honest.” Tacarra has graced major stages in New York and Hollywood, including Carolines, Broadway Comedy Club, Apollo Theatre, Hollywood Improv, The Comedy Store, The Laugh Factory, and Russell Simmons’ All Def Digital. Her 30-minute comedy special, produced by Kevin Hart, has been featured on Comedy Central and last year, she made her hosting debut on the CW’s Totally Funny Kids.
<a href="https://citywinery.com/pages/boston-concert-dining" target="_blank" rel="nofollow noopener">Dine At Your Show</a>
🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. <a href="https://citywinery.com/pages/boston-concert-dining" target="_blank" rel="nofollow noopener">View Our Concert Dining Menu.</a>
<a href="https://city-winery.hive-pages.com/wine-at-your-table" target="_blank" rel="nofollow noopener">Wine At Your Table</a>
Reserve your preferred wine by <a href="https://city_winery.hive-pages.com/boston-wine-at-your-table" target="_blank" rel="nofollow noopener">filling out this form</a> and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.
2 Item Per Person Minimum
🎶 Kindly note there is a 2 item per person food &amp; beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
<a href="https://citywinery.com/pages/boston-vinofile-membership" target="_blank" rel="nofollow noopener">Become a Vinofile Member</a>
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. <a href="https://citywinery.com/pages/boston-vinofile-membership" target="_blank" rel="nofollow noopener">Become a Vinofile Member and enjoy the benefits today.</a>
<a href="https://eventvesta.com/events/142899/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: Tacarra Williams

Tacarra Williams

City Winery Boston presents: Tacarra Williams live on Sunday, May 24th at 7:30pm.
Known throughout the comedy industry as the...

City Winery Boston 80 Beverly Street Boston, MA 02114

City Winery Boston presents Breaking Bad Trivia live on Monday, May 25th at 7pm.
Say my name… and prove you know it. Step into the world of Albuquerque’s most infamous chemistry teacher and test your knowledge at Breaking Bad Trivia Night!
From Walter White’s transformation to Saul Goodman’s slick one-liners, this night will challenge even the most dedicated fans. Expect questions on iconic episodes, unforgettable quotes, characters, and all the twists that made the series legendary.
🧪 What to expect:
Multiple trivia rounds (quotes, plot twists, characters &amp; more)
Prizes for the top teams
Bonus points for themed outfits (Heisenberg hats encouraged 👒)
A high-stakes, no-half-measures kind of competition
Bring your crew, grab a drink, and see if you’ve got what it takes to rule the empire—or if you’ll crack under pressure.
No more half measures… it’s trivia time.
Dine At Your Show
🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.
Wine At Your Table
Reserve your preferred wine by filling out this form and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.
2 Item Per Person Minimum
🎶 Kindly note there is a 2 item per person food &amp; beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
Become a Vinofile Member
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.<a href="https://eventvesta.com/events/142900/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: Breaking Bad Trivia

Breaking Bad Trivia

City Winery Boston presents Breaking Bad Trivia live on Monday, May 25th at 7pm.
Say my name… and prove you know it. Step into...

City Winery Boston presents Creep &amp; Hallelujah: Alternative Anthems on Piano live on May 26th at 7:30pm.
Jonathan Daddis is a pianist who turns iconic songs into cinematic piano experiences. With a style that fuses jazz improvisation, classical technique, and raw emotional storytelling, Daddis transforms familiar anthems into something entirely new—music that feels both intimate and monumental.
In “Creep &amp; Hallelujah: Alternative Anthems Reimagined on Piano,” Daddis strips legendary songs down to their emotional core and rebuilds them at the piano. The music of artists like Radiohead, Led Zeppelin, and Leonard Cohen emerges in breathtaking new forms—haunting, dramatic, and deeply expressive. Without the band, the distortion, or the production, the songs reveal a different kind of power: melody, harmony, and pure feeling.
Equal parts virtuoso pianist and imaginative producer, Jonathan Daddis doesn’t simply perform songs—he recomposes them in real time, turning familiar classics into unforgettable piano journeys.
Dine At Your Show
🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.
Wine At Your Table
Reserve your preferred wine by filling out this form and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.
2 Item Per Person Minimum
🎶 Kindly note there is a 2 item per person food &amp; beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
Become a Vinofile Member
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.<a href="https://eventvesta.com/events/142902/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: Creep & Hallelujah: Alternative Anthems on Piano

Creep & Hallelujah: Alternative Anthems on Piano

City Winery Boston presents Creep & Hallelujah: Alternative Anthems on Piano live on May 26th at 7:30pm.
Jonathan Daddis is a...

City Winery Boston presents CROWNED28: The Ultimate Tribute to Legendary Women in Music live on May 27th at 7:30pm.
CROWNED28 is a high-energy theatrical concert experience featuring powerhouse live vocals, striking costume transformations, choreography, and a full live band. Created and led by vocalist Jordan Quinn and joined by Aysa Carnucci and Mariah Delage, the production brings legendary women in music to life on stage. From Aretha Franklin and Dolly Parton to Carole King, Lady Gaga, Whitney Houston, Adele, and more, the trio delivers dynamic performances and rich three-part harmonies. Immersive theatrical moments transform the stage throughout the night, celebrating 28 of the most influential female voices in music in one unforgettable show.
<a href="https://citywinery.com/pages/boston-concert-dining" target="_blank" rel="nofollow noopener">Dine At Your Show</a>
🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. <a href="https://citywinery.com/pages/boston-concert-dining" target="_blank" rel="nofollow noopener">View Our Concert Dining Menu.</a>
<a href="https://city-winery.hive-pages.com/wine-at-your-table" target="_blank" rel="nofollow noopener">Wine At Your Table</a>
Reserve your preferred wine by <a href="https://city_winery.hive-pages.com/boston-wine-at-your-table" target="_blank" rel="nofollow noopener">filling out this form</a> and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.
2 Item Per Person Minimum
🎶 Kindly note there is a 2 item per person food &amp; beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
<a href="https://citywinery.com/pages/boston-vinofile-membership" target="_blank" rel="nofollow noopener">Become a Vinofile Member</a>
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. <a href="https://citywinery.com/pages/boston-vinofile-membership" target="_blank" rel="nofollow noopener">Become a Vinofile Member and enjoy the benefits today.</a><a href="https://eventvesta.com/events/142903/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: CROWNED28: The Ultimate Tribute to Legendary Women in Music

CROWNED28: The Ultimate Tribute to Legendary...

City Winery Boston presents CROWNED28: The Ultimate Tribute to Legendary Women in Music live on May 27th at 7:30pm.
CROWNED28...

CROWNED28: The Ultimate Tribute to Legendary Women in Music

Ages: Ages 8+ Duration: 2.5 Hours Capacity: Up to 16 People Meeting Point: <a href="https://maps.app.goo.gl/QYFxcCgZBSUo59z1A" target="_blank" rel="nofollow noopener">The Historic Windsor Inn, 85 Windsor Street, Cambridge, MA 02139</a>
Enjoy Traditional Cooking and Party with Us in Cambridge, MA! Here at the Dumpling School we like to consider ourselves not as a traditional cooking class but more of a dumpling PARTY! When you sign up for one of our dumpling parties, we want you to have as much fun as possible while learning a new skill.
How to roll and fold dumplings How to properly stuff dumplings with different fillings. How to make different dumpling shapes. How to cook dumplings.
You don’t have to be a cooking expert to enjoy one of our events. We welcome people of all skill levels and interests to take part in our dumpling parties. Since we are focusing on fun and not precision and accuracy, this is the perfect, relaxed environment for friends, family, and loved ones.
For Children’s Groups 1 adult for every 5 Child is required to stay for the duration of the class and will be ticketed.
What’s Included Dumpling Ingredients
This is a Weekly Recurring EventRuns from May 7, 2026 to Jun 25, 2026 and happens every:
<table><tbody><tr><td>Thursdays:</td><td>6:00pm - 8:30pm Timezone: Eastern Time (US &amp; Canada)</td></tr></tbody></table>
<a href="https://eventvesta.com/events/135558/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: Dumpling Making Party In Massachusetts (Thursdays)

Dumpling Making Party In Massachusetts (Thursdays)

Old Burial Ground

Join Barbara Mangum of the Somerville Museum to learn about Civil War monuments, burials, and restoration efforts at Milk Row Cemetery.
Milk Row Cemetery is a quiet oasis along bustling Somerville Avenue, nestled between Market Basket and other industrial brick buildings. It is the oldest cemetery in Somerville, rich in history, but long neglected. Over the past decade, the cemetery underwent a series of preservation measures, including gravestone and tombstone rehabilitation, landscaping, and conservation of the Civil War monument at the center of the cemetery.* Join Barbara Mangum, objects conservator and President of the Board of Trustees at the Somerville Museum, as she shares more about these projects.A Guided Tour of Milk Row Cemetery with Art Conservator Barbara Mangum<a href="https://eventvesta.com/events/146091/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: Monuments, Burials & Restoration

Monuments, Burials & Restoration

Join Barbara Mangum of the Somerville Museum to learn about Civil War monuments, burials, and restoration efforts at Milk Row...

City Winery Boston presents The Klezmatics live on May 28th at 7:30pm.
Grammy-winning pioneers of modern klezmer, The Klezmatics return with a powerful new album and live program.
Celebrating 40 years at the forefront of global roots music, the band brings We Were Made For These Times to the stage — a bold, cross-cultural project shaped by songs of protest, resilience, and radical joy.
Blending Yiddish song with Black gospel, Latin rhythms, and avant-jazz, The Klezmatics transform tradition into a living, evolving musical language — urgent, joyful, and deeply relevant today. The new album features an extraordinary lineup of collaborators including Sofía Rei, Joshua Nelson, Lavender Light Gospel Choir, Enver İzmaylov, William Parker, James Brandon Lewis, Janis Siegel, and La Manga.
Dine At Your Show
🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.
Wine At Your Table
Reserve your preferred wine by filling out this form and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.
2 Item Per Person Minimum
🎶 Kindly note there is a 2 item per person food &amp; beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
Become a Vinofile Member
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.<a href="https://eventvesta.com/events/142904/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: The Klezmatics

The Klezmatics

City Winery Boston presents The Klezmatics live on May 28th at 7:30pm.
Grammy-winning pioneers of modern klezmer, The...

Ages: Ages 8+ Duration: 2.5 Hours Capacity: Up to 16 People Meeting Point: <a href="https://maps.app.goo.gl/QYFxcCgZBSUo59z1A" target="_blank" rel="nofollow noopener">The Historic Windsor Inn, 85 Windsor Street, Cambridge, MA 02139</a>
Enjoy Traditional Cooking and Party with Us in Cambridge, MA! Here at the Dumpling School we like to consider ourselves not as a traditional cooking class but more of a dumpling PARTY! When you sign up for one of our dumpling parties, we want you to have as much fun as possible while learning a new skill.
How to roll and fold dumplings How to properly stuff dumplings with different fillings. How to make different dumpling shapes. How to cook dumplings.
You don’t have to be a cooking expert to enjoy one of our events. We welcome people of all skill levels and interests to take part in our dumpling parties. Since we are focusing on fun and not precision and accuracy, this is the perfect, relaxed environment for friends, family, and loved ones.
For Children’s Groups 1 adult for every 5 Child is required to stay for the duration of the class and will be ticketed.
What’s Included Dumpling Ingredients
This is a Weekly Recurring EventRuns from May 1, 2026 to Jun 26, 2026 and happens every:
<table><tbody><tr><td>Fridays:</td><td>6:00pm - 8:30pm Timezone: Eastern Time (US &amp; Canada)</td></tr></tbody></table>
<a href="https://eventvesta.com/events/135559/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: Dumpling Making Party In Massachusetts (Fridays)

Dumpling Making Party In Massachusetts (Fridays)

City Winery Boston presents The Happy Couples Game Show live on Friday, May 29th at 7:30pm
Get Ready for The Happy Couples Game Show!
It’s hilarious, it’s heartfelt, and you might’ve seen something like this on a cruise ship — now it’s LIVE at our event!
Think you know your partner? Let’s put that to the test! Join us for The Newlyweds Game Show, where four couples per round go head-to-head in the ultimate battle of relationship knowledge. Through a series of wacky, fun, and revealing questions, spouses will try to guess what their partner really thinks — and the audience gets to laugh, cheer, and enjoy every surprise answer!
Multiple rounds
Multiple questions
Tons of laughs
Big game-show energy
Winners go home with prizes!
Whether they’re newly married, newly engaged, or longtime lovebirds, these couples will be in the spotlight as they prove — or hilariously disprove — how well they really know each other. Expect classic game-show vibes, unexpected answers, and unforgettable moments!
Want to Be a Contestant?
Think you and your partner have what it takes? We’re looking for couples to compete LIVE on stage! Each round features four couples, answering fun and playful questions for a chance to win prizes and bragging rights.
Couples who want to participate must purchase a Couple Participation Ticket using the special ticket link designated for contestants. Space is limited, so don’t wait — spots will fill quickly!
Not competing? No problem — audience tickets are available and guaranteed to deliver non stop laughs and entertainment.
*Must purchase one contestant upgrade per person (not per couple)*
Dine At Your Show
🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.
2 Item Per Person Minimum
🎶 Kindly note there is a 2 item per person food &amp; beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
Become a Vinofile Member
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.<a href="https://eventvesta.com/events/142906/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: Happy Couples Game Show

Happy Couples Game Show

City Winery Boston presents The Happy Couples Game Show live on Friday, May 29th at 7:30pm
Get Ready for The Happy Couples Game...

City Winery Boston presents: Marc E. Bassy live on Friday, May 29th at 7:30pm.
Marc E. Bassy brings his genre bending sound to City Winery Boston for an intimate night of live music.
The San Francisco native rose to prominence with Groovy People and Gossip Columns, transforming heartbreak into chart topping records including the platinum single “You &amp; Me.” Now leading his independent imprint New Gold Medal Records, Bassy channels confidence and clarity into his latest music, including tracks from his upcoming album PMD.
With a catalog that spans emotional ballads and bold pop statements, his live show is both personal and high energy. Join us in the West End for a dynamic weeknight escape filled with music, wine, and unforgettable moments. Tickets are on sale now.
Dine At Your Show
🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.
Wine At Your Table
Reserve your preferred wine by filling out this form and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.
2 Item Per Person Minimum
🎶 Kindly note there is a 2 item per person food &amp; beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
Become a Vinofile Member
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.<a href="https://eventvesta.com/events/142905/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: Marc E. Bassy

Marc E. Bassy

City Winery Boston presents: Marc E. Bassy live on Friday, May 29th at 7:30pm.
Marc E. Bassy brings his genre bending sound to...

The Huntington at The Huntington Theatre

BOSTON, READY FOR A NIGHT OF SOULFUL FUN &amp; VINTAGE GLAMOUR?
Step into a candlelit world where the Harlem Renaissance meets today’s vibe with the sensational Music &amp; Comedy of Acute Inflections!
As seen on HBO and Amazon, this NYC-based Jazzy R&amp;B duo delivers a sound fans of Erykah Badu and Billie Holiday will adore, with a fresh twist of timeless soul and modern charm.
Whether you’re in Gatsby glam or your own stylish flair, get ready for a Roaring 20s revival with a modern unplugged edge. Expect dynamic duets, clever comedy, and captivating freestyles with the chemistry of Lucy and Ricky.
And as a cute gesture, there will be complimentary snacks to enjoy throughout the show!
Over 50,000 fans have attended their sold-out shows across the U.S. and abroad, and with 1000+ five-star reviews, it’s clear this experience is striking a chord with audiences everywhere.
Tickets are selling quickly for this playful couple’s performance on Saturday, May 30th at The Huntington Theatre.
Located along Huntington Avenue in Boston’s Back Bay near Symphony Hall, this grand and historic theater provides a breathtaking backdrop for a Harlem Nights inspired evening where soulful music, elegant storytelling, and timeless artistry meet in true classic fashion.
* Your purchase helps support the Renaissance Youth Center, a South Bronx-based charity that empowers inner-city youth through music education, after-school programs, and tutoring. *<a href="https://eventvesta.com/events/132036/t/tickets" rel="nofollow noopener" target="_blank">View&nbsp;Tickets &amp; More&nbsp;Info</a>

Local Event: Soulful Sounds in Boston

Soulful Sounds in Boston

BOSTON, READY FOR A NIGHT OF SOULFUL FUN & VINTAGE GLAMOUR?
Step into a candlelit world where the Harlem Renaissance meets...

Somerville Museum 1 Westwood Road Somerville, MA 02143

Join us for a creative and meaningful gathering where participants will paint small stones with messages of kindness while listening to stories shared by a local Indigenous storyteller. Together, we’ll enjoy stories, creativity, and conversation while exploring how small acts of kindness can brighten someone’s day. Painted stones can be taken home or left in public spaces for others to discover, a simple way to share art, encouragement, and community spirit.<a href="https://eventvesta.com/events/145781/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: Kindness Rocks! Indigenous Stories & Painting Stones

Kindness Rocks! Indigenous Stories & Painting...

Join us for a creative and meaningful gathering where participants will paint small stones with messages of kindness while...

Kindness Rocks! Indigenous Stories & Painting Stones

Ages: Ages 8+ Duration: 2.5 Hours Capacity: Up to 16 People Meeting Point: <a href="https://maps.app.goo.gl/QYFxcCgZBSUo59z1A" target="_blank" rel="nofollow noopener">The Historic Windsor Inn, 85 Windsor Street, Cambridge, MA 02139</a>
Enjoy Traditional Cooking and Party with Us in Cambridge, MA!
Here at the Dumpling School we like to consider ourselves not as a traditional cooking class but more of a dumpling PARTY! When you sign up for one of our dumpling parties, we want you to have as much fun as possible while learning a new skill.
• How to roll and fold dumplings • How to properly stuff dumplings with different fillings. • How to make different dumpling shapes. • How to cook dumplings.
You don’t have to be a cooking expert to enjoy one of our events. We welcome people of all skill levels and interests to take part in our dumpling parties. Since we are focusing on fun and not precision and accuracy, this is the perfect, relaxed environment for friends, family, and loved ones.
For Children’s Groups • 1 adult for every 5 Child is required to stay for the duration of the class and will be ticketed.
What’s Included • Dumpling IngredientsThis is a Weekly Recurring EventRuns from May 2, 2026 to Jun 27, 2026 and happens every:
<table><tbody><tr><td>Saturdays:</td><td>11:00am - 1:30pm Timezone: Eastern Time (US &amp; Canada)</td></tr><tr><td>Saturdays:</td><td>5:00pm - 7:30pm Timezone: Eastern Time (US &amp; Canada)</td></tr></tbody></table><a href="https://eventvesta.com/events/135560/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Ages: Ages 8+ Duration: 2.5 Hours Capacity: Up to 16 People Meeting Point: The Historic Windsor Inn, 85 Windsor Street,...

City Winery Boston presents: An Evening with Chelsea Berry With guest cellist Kristen Miller live on May 30th at 7:30pm
Great, talented, beautiful … her future is so bright you’re gonna have to wear shades.” – Chris Smither
Chelsea Berry is a Maine-based Indie Singer/Songwriter known for her powerhouse vocals and commanding stage presence. Acclaimed artist Susan Werner once dubbed her “the Pink of folk music”—a nod to Berry’s genre-blending style, emotional depth, and vibrant live energy.
Over a 25-year career that includes twelve original albums, Berry has built a loyal following through heartfelt songwriting and magnetic performances.
She has appeared on the cover of regional publications such as The Noise and Northshore Magazine, and is featured regularly on Sirius XM’s The Loft as well as independent radio stations across the country. Known for drawing audiences in “like moths to a flame,” Berry continues to be a favorite among listening rooms nationwide.
A veteran of the road, she has toured coast to coast and recorded albums in Boston, New York, Nashville, and Denver. She’s shared the stage with legendary artists including Livingston Taylor, Chris Smither, Mavis Staples, Chris Isaak, and Shawn Colvin.
Originally from Alaska, Chelsea now makes her home just north of Acadia National Park in coastal Maine.
<a href="https://www.chelseaberry.com" rel="nofollow noopener" target="_blank">chelseaberry.com</a>
<a href="https://www.instagram.com/chelseaberrymusic/" rel="nofollow noopener" target="_blank">instagram.com/chelseaberrymusic/</a>
<a href="https://www.facebook.com/ChelseaBerryMusicOfficial#" rel="nofollow noopener" target="_blank">facebook.com/ChelseaBerryMusicOfficial#</a>
Dine At Your Show
🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.
2 Item Per Person Minimum
🎶 Kindly note there is a 2 item per person food &amp; beverage minimum in the concert venue. Food and beverages ordered in the restaurant also count towards the minimum.
Become a Vinofile Member
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.<a href="https://eventvesta.com/events/142908/t/tickets" target="_blank" rel="nofollow noopener">View Tickets &amp; More Info</a>

Local Event: An Evening with Chelsea Berry

An Evening with Chelsea Berry

City Winery Boston presents: An Evening with Chelsea Berry With guest cellist Kristen Miller live on May 30th at 7:30pm
Great,...

Brighton Music Hall

Welcome to Emo Night Brooklyn, a late-night, DJ-driven dance party blasting the best emo and pop punk jams that raised us, ruined us, and somehow still define us. We’re taking over Brighton Music Hall in Boston on 30 May 2026 for a night of screaming every word, moshing with strangers, and feeling absolutely everything.
This is not a quiet night out. Expect wall-to-wall emo and pop punk anthems, deep cuts, and songs you still know by heart even if you pretend you’ve “moved on.” From the tracks that got you through your worst years to the ones that still hit a little too hard, Emo Night Brooklyn is all about losing your voice, finding your people, and reliving the music that made us who we are. And yeah sometimes special guests and your favorite artists even jump in to join the chaos.
Come ready to scream, mosh, dance, cry in the corner (no judgment), and throw yourself into the pit with all your favorite people. Tell the DJs what you want to hear and we promise we listen better than your ex. It’s loud, it’s emotional, and it’s the kind of night that reminds you it was never just a phase.
So get ready, Boston. Lace up your boots, warm up your vocal cords, and meet us in the pit at Brighton Music Hall on 30 May 2026. Emo Night Brooklyn is calling — and yes, we need every soul.<a href="https://eventvesta.com/events/145241/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: Emo Night Brooklyn

Emo Night Brooklyn

 Welcome to Emo Night Brooklyn, a late-night, DJ-driven dance party blasting the best emo and pop punk jams that raised us,...

 330 Canal Street, Somerville, MA 02145

Join the Somerville Museum for a Jane’s Walk through Assembly Square, exploring how this waterfront neighborhood has changed over time. Beginning at 330 Canal Street, the tour traces the area’s evolution from early transportation routes and industrial sites to today’s vibrant mixed-use district, with stops highlighting the Ford Assembly Plant, the Mystic River, and the public spaces of Assembly Row.
<a href="https://eventvesta.com/events/146093/t/tickets" rel="nofollow noopener" target="_blank">View Tickets</a> &amp; More Info

Local Event: Jane's Walk: Assembly Row - A Historical Perspective

Jane's Walk: Assembly Row - A Historical...

 Join the Somerville Museum for a Jane’s Walk through Assembly Square, exploring how this waterfront neighborhood has changed...

Jane's Walk: Assembly Row - A Historical Perspective

Liena L

Boston Metropolitan Area

Benjamin Pierce

Somerville

Boston

Suffolk County

Fenway

Back Bay

Charlestown

Beacon Hill

North End

South End

Watertown

Medford

Cambridge Common

Experience Tai Chi in the great outdoors with friends you haven't met yet. Let nature and gentle movement work its magic. No experience necessary. A seated option is a available. Free.&nbsp;

Local Event: Tai Chi Under the Tree

Tai Chi Under the Tree

Experience Tai Chi in the great outdoors with friends you haven't met yet. Let nature and gentle movement work its magic. No...

Virtual

Academically adventurous students flourish at Commonwealth School, challenged by rigorous classes and supported by faculty at the top of their fields. Are you interested in applying next year? Here’s your chance to discover what makes our school so uncommon!
Join us Wednesday, May 27, from 6:30–8:00 p.m., for a <a href="https://www.commschool.org/admissions-aid/admissions-events/info-session" rel="nofollow noopener" target="_blank">Virtual Information Session for Fall 2027 Admission</a>.
During this event, prospective students will have the chance to:
<ul class="rx-format-list-to-text"><li>Participate in a sample class</li><li>Preview the admissions and financial aid processes</li><li>Hear from current students and parents. </li></ul>
Parents of prospective students will also be able to connect with Commonwealth parents.
Please note that pre-registration is required for this event.
<a href="https://www.commschool.org/admissions-aid/admissions-events/info-session" target="_blank" rel="nofollow noopener">Sign up now to reserve your spot.</a>
We look forward to seeing you there!

Local Event: Commonwealth School Virtual Information Session for Fall 2027 Admission

Commonwealth School Virtual Information Session...

Academically adventurous students flourish at Commonwealth School, challenged by rigorous classes and supported by faculty at...

Commonwealth School Virtual Information Session for Fall 2027 Admission

The First Parish in Cambridge, Unitarian Universalist

Join the 18+ community choir that ONLY sings rock music! No auditions! Summer season starts Thursday, May 28, 7pm, at the First Parish in Cambridge, MA. This summer our theme is “Music From the Movies”, including Footloose, Grease, Mamma Mia, Dirty Dancing, James Bond, Hair, and many more.&nbsp;Come try it out risk-free! Find your voice. Feed your spirit. Make new friends. For more information, visit our website RockVoices.com

Local Event: Join Rock Voices, the community choir that ONLY sings rock music!

Join Rock Voices, the community choir that ONLY...

Join the 18+ community choir that ONLY sings rock music! No auditions! Summer season starts Thursday, May 28, 7pm, at the First...

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