Festivals in Cromwell, CT.
Family & Kids Festivals, Vendor Events

Fairfield Farmers Market Vendors, Fairfield Rotary Beer Garden Guess the Weight of the Giant Pumpkin, Apples, Cider, Food Trucks, Jewelry, Apparel, Food Items, Home Décor, Crafts, Furniture, Pet Products, DJ Scott providing music. Rain Date - October 24, 2026

Holiday Craft Fair

November 14, 2026

(860) 508-0735

Cromwell High School - Cromwell, CT

The CCCWC Annual Holiday Craft Fair is a successful event that has been supported for over 50 years. The Annual Holiday Craft Fair provides a great opportunity for crafters and artists to showcase their original handcrafted work. We take a special interest in ensuring a profitable and worthwhile day for our crafters. Come and join in the fun!

Frosty's Christmas Festival

November 22, 2026

(203) 233-3167

Aqua Turf Club - Southington, CT

Frosty's Christmas Craft Festival is currently sold out but still accepting applications from crafters and vendors who make and sell their own products for our waiting list. Each Booth will be 8 x 7 and vendors may purchase more than one space. Festivals at this venue normally attract over 3000 shoppers. This event will be heavily advertised in area newspapers, radio and tv ads, street signs and on social media.

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Events in Cromwell, CT — upcoming

November 14, 2026

Holiday Craft Fair

Cromwell High School, Cromwell, CT

Status: Updated 4/19/2026

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A Craft Show organized by Central CT Community Womens' Club.
This Connecticut Craft Show will have crafts and homegrown products exhibitors, and no food booths. Admission tickets are $3.

(860) 508-0735

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December 2026 (dates not updated)

Cromwell Mayor's Tree Lighting

Cromwell Town Green, Cromwell, CT

Status: Updated 11/6/2025

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A Family & Kids Festival organized by Town of Cromwell Recreation Department.
This Connecticut Family & Kids Festival will have no exhibit booths and 4 food booths. This event will also include: caroling, hot chocolate, cookies, petting zoo, photo booth, food trucks.

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December 2026 (dates not updated)

Town of Cromwell Farmers Market Craft Fair

Cromwell Town Hall, Cromwell, CT

Status: Updated 10/10/2025

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A Craft Show organized by Town of Cromwell Recreation Department.
This Connecticut Craft Show will have crafts, fine art and fine craft exhibitors, and 2 food booths. This event will also include santa claus from 10 a.m. to 12 noon.

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June 2027 (dates not updated)

Summer Concert - June

Riverport Park, Cromwell, CT

Status: Updated 6/10/2026

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A Music Festival organized by Town of Cromwell Recreation Department.
This Connecticut Music Festival will have no exhibit booths and no food booths. There will be 1 stage with Local talent and the hours will be Wed 6:30pm-8:30pm.

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July 2027 (dates not updated)

Town of Cromwell Farmers Market - July

Riverport Park at Frisbee Landing, Cromwell, CT

Status: Updated 7/7/2026

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A Farmers Market organized by Town of Cromwell Recreation Department.
This Connecticut Farmers Market will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 2 food booths. There will be 1 stage with Local talent and the hours will be . This event will also include: games, contests.

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