Highwood Library & Community Center

Highwood IL

English Foundations and Conversation In Partnership with Dist 113 • Fundamentos de Inglés y Conversación en Colaboración con el Distrito 113

The Great Highwood Pumpkin Fest

Celebrate Highwood will host its 17th annual Great Highwood Pumpkin Festival throughout downtown Highwood on Oct. 2-4, 2026. The free, family-friendly festival will feature pumpkin carving, live music, carnival rides and games, trick-or-treating, children’s and pet costume contests, pumpkin pie eating contests, food and artisan vendors, seasonal installations and more.
The festival will begin with Community Pumpkin Carving on Oct. 1 from 4-9 p.m., followed by a full weekend of fall festivities. Highlights include the Great Pumpkin Wall Lighting at 7 p.m. Saturday, along with the Pet Costume Contest, Kids Costume Contest and Pumpkin Pie Eating Contest on Sunday.
Festival activities will take place throughout Highwood, including Highwood City Hall, Green Bay Avenue, Everts Park and the Highwood Metra Station Parking Lot, which will host a full carnival. Attendees can also enjoy two large pumpkin walls, community carving stations, Culver’s “Curdtoberfest” and Micro NASCAR Racing sponsored by Field’s Auto Group.
The 2026 festival will benefit SaLT (Service and Learning Together), a nonprofit supporting food-insecure families, academic tutoring, communities in crisis and service-learning initiatives.&nbsp;
Come celebrate the season, enjoy some fall fun and experience one of Highwood’s favorite annual traditions!&nbsp;

Local Event: Celebrate Highwood’s 17th Annual Great Highwood Pumpkin Festival

Lake County

Highwood

Illinois

Celebrate Highwood’s 17th Annual Great Highwood...

Celebrate Highwood will host its 17th annual Great Highwood Pumpkin Festival throughout downtown Highwood on Oct. 2-4, 2026....

Celebrate Highwood’s 17th Annual Great Highwood Pumpkin Festival

Highwood Pumpkinfest

Mr. Blotto at Highwood Pumpkinfest

Highwood Public Library & Community Center

HWDPL Reading Night

North Shore Country Day

Discover how North Shore Country Day’s JK–12 program gives students the personal attention, academic challenge and opportunities to discover who they are — and prepares them for wherever they go next. Join us for our annual Open House at 1 p.m. on Sunday, October 18. Tour our campus, meet our community and see what it means to be known here and ready anywhere.&nbsp;

Applicants to grades 6–12 are welcome to join their parents/guardians for the program; however, the program for grades JK–5 is intended for adults only.

<a href="https://www.nscds.org/openhouse" target="_blank" rel="nofollow noopener">REGISTER NOW</a>

Local Event: Admissions Open House for Junior Kindergarten - 12th Grade

Cook County

Winnetka-Glencoe

Admissions Open House for Junior Kindergarten -...

Discover how North Shore Country Day’s JK–12 program gives students the personal attention, academic challenge and...

Admissions Open House for Junior Kindergarten - 12th Grade

Highland Park Presbyterian Church

Concert I: A Halloween Haunting, October 24, 2026, 2pm
In this theatrical and musically compelling program, pianist Susan Merdinger and members of the Sheridan Solisti present Halloween Haunting, an imaginative concert of “ghost-themed” classical works for piano, organ, and chamber ensemble by Bach, Beethoven, Bolcom, Liszt and Levinson. The program features author and narrator Karen Kaplan presenting excerpts from her novel “Conjoined”, interwoven with music reflecting themes of memory, spirit, and the supernatural. A centerpiece of the program is the Chicago live premiere of Dybbuk Piano Trio by Grammy-nominated composer Ilya Levinson. Musicians include Steven Greene, organ, Alex Koffman, violin, Martine Benmann, cello. The Sanctuary Sounds Concert Series is Free and Open to the Public, but donations are gratefully accepted on the Highland Park Presbyterian Church website. www.hppcil.org

Local Event: Sanctuary Sounds: Masterworks for the Spirit Inaugural Concert

Highland Park

Sanctuary Sounds: Masterworks for the Spirit...

Concert I: A Halloween Haunting, October 24, 2026, 2pm
In this theatrical and musically compelling program, pianist Susan...

Sanctuary Sounds: Masterworks for the Spirit Inaugural Concert

Rachel Barnes

Chicago Metropolitan Area

Eric DeGrechie

Deerfield

Lake Forest-Lake Bluff

Northbrook

Vernon Hills

Buffalo Grove

Glenview

Amie Schaenzer

Libertyville

Wilmette-Kenilworth

Lake

Your New Favorite Yoga Studio,  Modern Yoga for Every Body

YogaSix Highland Park

At YogaSix Highland Park, we believe yoga should be accessible, empowering, and energizing for everybody. Our modern, welcoming studio offers a variety of heated and non-heated classes designed to meet you where you are—whether you’re brand new to yoga or looking to deepen your practice. From strength-building Power and Sculpt + Flow classes to restorative Slow Flow and Restore experiences, every class is designed to help you move, sweat, reset, and reconnect. More than just a workout, YogaSix Highland Park is a community-focused space where members can show up exactly as they are. Our experienced instructors create an inclusive environment that feels supportive, motivating, and approachable—without intimidation or pressure. We focus on movement that feels good, music that keeps the energy high, and experiences that leave you feeling stronger both physically and mentally. Located in the heart of Highland Park, our studio is proud to offer a consistent schedule of classes seven days a week, special workshops, wellness events, and opportunities to connect with others in the community. Whether you’re looking to build strength, reduce stress, improve flexibility, or simply carve out time for yourself, YogaSix Highland Park is here to support your goals. We’re more than a yoga studio—we’re a place to sweat, grow, breathe, and belong.

At YogaSix Highland Park, we believe yoga should be accessible, empowering, and energizing for everybody. Our modern, welcoming studio offers a...

Welcoming Spaces for your next meeting, celebration or event

Trinity Episcopal

Trinity Episcopal is a welcoming church community located at 425 Laurel Avenue in the heart of Highland Park, Illinois. As a historic spiritual home, the church serves the local area by providing regular worship services, Bible study, and active community ministry programs. Beyond its religious services, Trinity Episcopal functions as a versatile community center and event venue. The church offers flexible, historic spaces suitable for a variety of needs, including wedding ceremonies, funeral services, concerts, performances, and private gatherings. Their facilities are designed to accommodate groups of all sizes, making them a popular choice for local events and community-focused activities. Visitors and event organizers can expect a warm, inclusive environment that balances historic charm with modern functionality. Whether you are seeking a place for spiritual growth or a unique venue for your next celebration, Trinity Episcopal provides a dedicated space to bring people together.

Trinity Episcopal is a welcoming church community located at 425 Laurel Avenue in the heart of Highland Park, Illinois. As a historic spiritual...

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Wednesday, September 30

Thursday, October 1

Friday, October 2

Sunday, October 4

Tuesday, October 6

Sunday, October 18

Saturday, October 24

YogaSix Highland Park

Trinity Episcopal