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Cheshire Connecticut 06410
Events & Activities

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Community Festivals & Fairs

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  • 38th Annual Cheshire Fall Festival

    • Dates & Times: Friday, September 18 (Food Truck Friday evening) & Saturday, September 19, 2026 (All-day festival)

    • Venue: Great Lawn at Bartlem Park, 520 S. Main St., Cheshire, CT

    • Description: A massive town celebration featuring local business booths, crafters, non-profits, a variety of food trucks, live musical performances, and the Kiwanis carnival.

    • Cost: Admission to the field is free. [1, 2]

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  • Cheshire Grange Community Fair

    • Dates & Times: Saturday, August 22, 2026 (9:30 AM - 5:00 PM)

    • Venue: Cheshire Grange Hall, 44 Wallingford Road, Cheshire, CT

    • Description: A classic agricultural community fair highlighting local crafts, baking, and farming exhibits.

    • Cost: Free admission. [1, 2]

 

Performing Arts & Concerts

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  • Bee Gees Gold: The Tribute

    • Date & Time: Thursday, October 22, 2026 at 7:30 PM

    • Venue: Nelson Hall Performing Arts at Elim Park, 150 Cook Hill Road, Cheshire, CT

    • Description: A kid-friendly, indoor concert saluting the iconic disco era and three-part harmonies of the Bee Gees.

    • Cost: Ticket required; purchase via the Nelson Hall Box Office. [1, 2]

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  • The Rat Pack – One More Time!

    • Date & Time: Thursday, November 5, 2026 at 2:00 PM

    • Venue: Nelson Hall Performing Arts at Elim Park, 150 Cook Hill Road, Cheshire, CT

    • Description: A glamorous, Las Vegas-style production honoring the legendary music and energy of Frank Sinatra, Dean Martin, and Sammy Davis Jr.

    • Cost: Ticket required (Note: Some dates for this production have already sold out). [1, 2]

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  • Christmas with Elvis Tribute Concert

    • Date & Time: Friday, December 4, 2026 at 1:00 PM

    • Venue: Nelson Hall Performing Arts at Elim Park, 150 Cook Hill Road, Cheshire, CT

    • Description: A festive holiday-themed tribute concert starring award-winning Elvis Presley tribute artist Travis Ledoyt.

    • Cost: Ticket required. [1, 2]

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  • Katie Boyle Live Stand-Up Comedy

    • Date & Time: Saturday, October 17, 2026 at 8:00 PM

    • Venue: Counter Weight Brewing Co., 7 Diana Court, Cheshire, CT

    • Description: An evening of live stand-up comedy and sharp crowd work inside the brewery’s taproom.

    • Cost: Tickets start at $52. [1]

 

Family & Weekly Events

  • Farm Open Play and Market Day

    • Dates & Times: Mondays from July 27 through August 31, 2026 starting at 9:00 AM

    • Venue: Guided by Goats, 917 Bethany Mountain Road, Cheshire, CT

    • Description: Hands-on outdoor sensory play for kids, including mud kitchens, water tables, painting, and guided interactions with live farm goats.

    • Cost: Registration information available through the Guided by Goats Corsizio Page. 

Several local churches in Cheshire, Connecticut feature active community events and structured youth programs running through the summer of 2026.

 

Summer Youth & Multi-Week Programs

  • Kingdom Quest Vacation Bible School

    • Dates & Times: Monday, August 3 – Friday, August 7, 2026, from 6:00 PM to 8:00 PM

    • Venue: Calvary Life Family Worship Center, 174 East Johnson Ave., Cheshire, CT

    • Description: An evening faith program for kids featuring interactive Bible stories, crafts, music, games, and team activities.

    • Participant Ages: Children ages 4 to 12.

    • Registration: Open online through the Calvary Life Family Worship Center VBS Portal. [1, 2]

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  • St. Bridget School Summer Enrichment Programs

    • Dates & Times: Weekly themed morning or full-day sessions running through mid-summer (9:00 AM – 12:00 PM or 9:00 AM – 3:00 PM).

    • Venue: Saint Bridget of Sweden Parish School, 171 Main St., Cheshire, CT

    • Description: Weekly camps covering sports clinics (like softball), a Broadway bootcamp, Italian club, culinary classes, LEGO engineering, and specific Bible study units focusing on themes like Jonah and the Whale.

    • Participant Ages: Distinct tracks for Pre-K3 through 3rd grade, and 4th grade through 8th grade.

    • Cost: Half-day sessions are $225/week; full-day sessions are $375/week. [1, 2]

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  • 1st Church Preschool Summer Program

    • Dates & Times: Bi-weekly summer blocks through August. Sessions include Under the Big Top (July 27–August 7) and Fantasy and Fairy Tales (August 10–14).

    • Venue: First Congregational Church of Cheshire Preschool, 111 Church Dr., Cheshire, CT

    • Description: Multi-day themed socialization and discovery sessions for early learners. [1]

 

Ongoing Youth Fellowships & Year-Round Ministries

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  • Saint Bridget of Sweden Youth Ministry Groups

    • Schedule: Middle School groups meet on the 2nd and 4th Monday of each month (4:30 PM – 5:30 PM). High School groups gather on the final Wednesday evening of each month.

    • Venue: Saint Bridget of Sweden Parish, 171 Main St., Cheshire, CT

    • Description: Active community faith building, the middle school "Adventure Club," and local volunteer opportunities. Youth projects regularly partner with the Connecticut FoodShare mobile pantry out of Wallingford. [1]

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  • St. Peter's Episcopal Children's Worship

    • Schedule: Every Sunday morning during the summer, nursery care is operational from 9:00 AM to 11:00 AM.

    • Venue: St. Peter's Episcopal Church, 59 Main St., Cheshire, CT

    • Description: Interactive, kid-friendly hands-on worship focusing on scripture lessons, community stewardship, and nature appreciation. [1]

The Cheshire-Prospect Chamber of Commerce

is a voluntary business organization that works on behalf of the business community and the community as a whole. The Chamber promotes the town of Cheshire & Prospect by providing information about the town, its services and businesses through advertising and promotion, referrals, seminars, networking opportunities and related business topics as well as being the voice of business on legislative issues.        Calendar of Events

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