Festivals near Windsor, CT.

Hartford Skelly Run

• Oct. 25 - Oct 25, 2025
• Hartford - Hartford, CT USA

• Holiday (Halloween)
• Holiday (Other)
• Outdoor / Recreation
• Seasonal (Fall)
• Sports / Fitness

• $50 - $100
• $100 - $250

Get ready to lace up your running shoes for the most spine-tingling fun run of the year "Skelly Run"!Inspired by the beloved 12ft Halloween decoration ....

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 ....

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 ....

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 ....

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, ....

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 ....

1969 BEYOND THE MUSIC

• Sep. 19 - Sep 19, 2025
• Little Theatre of Manchester at Cheney Hall - Manchester, CT USA

• $25 - $50

BEYOND 1969 highlights the best bands of 1969, including The Rolling Stones, Jimi Hendrix, and The Beatles. You'll groove to iconic hits like "Proud M ....

Music Mountain Summer Festival: 96th Season FINAL CONCERT BENEFIT - Juilliard String Quartet

• Sep. 14 - Sep 14, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Ludwig van BEETHOVEN String Quartet in A Minor, Opus 132 Antonín DVORÁK String Quintet in E Flat Major, Opus 97, "American" Tickets: $40-85, Under 19 ....

Connecticut Potato & Corn Festival

• Sep. 14 - Sep 14, 2025
• Peckham park - Middlefield, CT USA

FREE ADMISSION!! Join us in celebrating two of the tastiest foods in the world - potatoes and corn!!! Saturday September 13 from 11-7 & Sunday Septemb ....

Music Mountain Summer Festival: NEW YORK GILBERT & SULLIVAN PLAYERS

• Sep. 13 - Sep 13, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Tickets: $35-50, Under 19 Free musicmountain.org or 860-824-7126 for tickets and more information Location: Gordon Hall, Music Mountain 225 Music Mou ....

Connecticut Potato & Corn Festival

• Sep. 13 - Sep 13, 2025
• Peckham park - Middlefield, CT USA

FREE ADMISSION!! Join us in celebrating two of the tastiest foods in the world - potatoes and corn!!! Saturday September 13 from 11-7 & Sunday Septemb ....

Sebastian Maniscalco brings Stand-up to Mohegan Sun Arena

• Sep. 12 - Sep 13, 2025
• Mohegan Sun Arena - Montville, CT USA

• Arts (Performing Arts)
• Comedy Show
• Music
• Sports / Fitness

• $100 - $250

Renowned comedian, actor, and podcast host Sebastian Maniscalco announced an additional date on his record-breaking 2025 It Ain't Right tour, with bac ....

Legendary Singer Falguni Pathak Dandiya Dhoom 2025 in Hartford

• Sep. 12 - Sep 12, 2025
• Connecticut Convention Center - Hartford, CT USA

• $25 - $50

Get ready for the Biggest Navratri Celebration in Connecticut & New England with two legendary singers, Garba King Atul Purohit and the Garba Queen Fa ....

Legendary Singer Atul Purohit Live Garba in Hartford 2025

• Sep. 7 - Sep 7, 2025
• Connecticut Convention Center - Hartford, CT USA

• $25 - $50

Get ready for the Biggest Navratri Celebration in Connecticut & New England with two legendary singers, Garba King Atul Purohit and the Garba Queen Fa ....

Music Mountain Summer Festival: Cassatt String Quartet & Magdalena Baczewska, Piano

• Sep. 7 - Sep 7, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Wolfgang Amadeus MOZART String Quartet in E Flat Major, K. 428, "Haydn" Dmitri SHOSTAKOVICH String Quartet in F Sharp Major, Opus 142 Robert SCHUMANN ....

Music Mountain Summer Festival: DONALD SOSIN & JOANNA SEATON SILENT FILM & LIVE MUSIC

• Sep. 6 - Sep 6, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

F.W. Murnau’s Sunrise (1927), a silent film masterpiece of love, betrayal, and redemption. Enhanced by live music composed and performed by pianist Do ....

Music Mountain Summer Festival: Ulysses Quartet & Max Levinson, Piano

• Aug. 31 - Aug 31, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Jessie MONTGOMERY "Voodoo Dolls" Mieczyslaw WEINBERG Capriccio, Opus 11 Ludwig van BEETHOVEN String Quartet in B Flat Major, Opus 18/6, "La Malinconia ....

Extreme Live at Mohegan Sun on August 30th

• Aug. 30 - Aug 30, 2025
• Mohegan Sun - Montville, CT USA

• $50 - $100

With the force of a Boston wrecking ball, Extreme will head to the Sun Patio at Mohegan Sun to perform as part of the Sun Patio Concert Series on Augu ....

Music Mountain Summer Festival: PAUL WINTER: BRAZILIAN JOURNEY

• Aug. 30 - Aug 30, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Tickets: $50-65, Under 19 Free musicmountain.org or 860-824-7126 for tickets and more information Location: Gordon Hall, Music Mountain 225 Music Mou ....

Over the Edge at Mohegan Sun on August 29, 2025

• Aug. 29 - Aug 29, 2025
• Mohegan Sun - Montville, CT USA

• Community (Fundraiser)
• Community (Local / Fair)

Ready to take your support for Special Olympics Connecticut to new heights? Join us for Over the Edge at Mohegan Sun—an unforgettable experience ....

Music Mountain Summer Festival: Cuarteto Latinoamericano & Oskar Espina Ruiz, Clarinet

• Aug. 24 - Aug 24, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Luigi BOCCHERINI String Quartet in A Major, G. 206 Stefano SCODANIBBIO Due canzoni messicane Gonzalo CASTELLANOS YUMAR Fantasía Alfonso FUENTES Clari ....

VINYL RECORD SALE! The Windsor Record Riot! Over 10,000 LPs in one place! @Dudleytown Brewing Co

• Aug. 24 - Aug 24, 2025
• Dudleytown Brewing Company - Windsor, CT USA

• Community (Local / Fair)

• $1 - $10

It's a GIANT pop-up LP and CD event in Windsor, CT! The Record Riot is here! Sunday, August 24th at Dudleytown Brewing Company, 1001 Day Hill Road. Ov ....