Festivals near South Windsor, CT.

Connecticut Food Truck & Wine Festival

• Oct. 19 - Oct 19, 2025
• Priam Vineyards a Winiarski Family Vineyard - Colchester, CT USA

Welcome to the Connecticut Food & Wine Festival taking place on the beautiful grounds of Priam Vineyards October 18 & 19 from 11-6. This Free admissio ....

Connecticut Food Truck & Wine Festival

• Oct. 18 - Oct 18, 2025
• Priam Vineyards a Winiarski Family Vineyard - Colchester, CT USA

Welcome to the Connecticut Food & Wine Festival taking place on the beautiful grounds of Priam Vineyards October 18 & 19 from 11-6. This Free admissio ....

14th Worcester Food Truck & Craft Beer Festival

• Oct. 11 - Oct 11, 2025
• Worcester Common - Worcester, MA USA

• Food / Wine / Beer
• Outdoor / Recreation

• $1 - $10
• $10 - $25
• $25 - $50

Worcester, MA, are you ready to indulge? Get set for an epic culinary adventure on Saturday, October 11th, from 12 PM to 5 PM at the Worcester Food Tr ....

14th Worcester \u2028Food Truck & Craft Beer Festival

• Oct. 11 - Oct 11, 2025
• Worcester Common - Worcester, MA USA

• Food / Wine / Beer

• $1 - $10

Worcester, MA, are you ready to indulge? Get set for an epic culinary adventure on Saturday, October 11th, from 12 PM to 5 PM at the Worcester Food Tr ....

Eversource Hartford Marathon and Half Marathon, Charity 5K and Team 26.2 Relay

• Oct. 11 - Oct 11, 2025
• Bushnell Park - Hartford, CT USA

• Sports / Fitness

• $10 - $25

Be inspired in Hartford with a glorious start in front of the majestic Capitol. Marathon and half marathon courses venture into the welcoming neighbor ....

5th Annual Woodbridge Like Me Day

• Oct. 4 - Oct 4, 2025
• Woodbridge Town Green - Woodbridge, CT USA

Join us for the 5th Annual Woodbridge Like Me Day! Join us on Saturday, October 4 from 11 AM to 2 PM on the Woodbridge Town Green (Rain location: Am ....

South Windsor Apple Fest

• Oct. 4 - Oct 4, 2025
• 75 Brookfield St - South Windsor, CT USA

• Arts (Arts & Crafts)
• Food / Wine / Beer
• Seasonal (Fall)

• FREE!!

More than 100 crafters, international food trucks, signature apple pie and ice cream, apple donuts, wings, adult beverages, live music with New Englan ....

South Windsor Apple Fest

• Oct. 4 - Oct 4, 2025
• 75 Brookfield St - South Windsor, CT USA

Enjoy 100+ vendors and international food trucks, signature apple pie and ice cream, apple donuts, wings, adult beverages, live music including the Sa ....

Harvest Bounty German Fest

• Oct. 3 - Oct 3, 2025
• Litchfield Community Center - Litchfield, CT USA

• $1 - $10

Menu: German Food & Beer Band: Keith's Polkaparty Band * Pre-registration REQUIRED BY Wednesday Oct. 1st ....

Pour & Sip on National Coffee Day with Cafely

• Sep. 29 - Sep 29, 2025
• Cafely - Worcester, MA USA

• Food / Wine / Beer

• FREE!!

Hey there, coffee lover! Get ready to raise your mug because National Coffee Day on September 29 is just around the corner, and it’s the perfect time ....

Sip Strong, Live Bold: Cafely on National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Worcester, MA USA

• FREE!!

Hey there, coffee lover! As National Coffee Day rolls around on September 29, let’s raise a cup to the brew that brings us together, warms our morning ....

Brew Moments with Cafely This National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Norwich, CT USA

• Food / Wine / Beer

• FREE!!

Hey there, coffee lover! Let’s raise a mug to National Coffee Day on September 29, a day to celebrate the rich, aromatic brew that fuels our mornings, ....

Middle Eastern Festival Sunday September 28, 2025

• Sep. 28 - Sep 28, 2025
• 341 June St - Worcester, MA USA

• Food / Wine / Beer

You don’t want to miss out on our first Middle Eastern festival scheduled for Sunday September 28. It will be a great day where the community will gat ....

2025 Chowder Challenge and Artisan Marketplace

• Sep. 28 - Sep 28, 2025
• Guilford Town Green - Guilford, CT USA

• $1 - $10

Join us on the Guilford Green on September 28th for the Chowder Challenge and Artisan Marketplace! From 10:00 AM to 4:00 PM, enjoy a vibrant marketpl ....

Oxford Deaf Festival

• Sep. 26 - Sep 27, 2025
• Oxford Town Hall - Oxford, CT USA

Action Deafness presents Oxford Deaf Festival! Connect, Explore, and Celebrate! Join us for the Oxford Deaf Festival, an exciting event bringing tog ....