Festivals near Winchester, CT.

Hartford Color Run By Color Craze

• May. 9 - May 9, 2026
• Hartford - Hartford, CT USA

• Community (Family & Kids)
• Health & Wellness
• Other / General
• Outdoor / Recreation
• Sports / Fitness

• $50 - $100
• $100 - $250

Welcome to Color Craze, one of the most vibrant experiences in the ColorVerse! This isn’t just a run, it’s a full-blown festival ....

The Wizards of Winter

• Dec. 20 - Dec 20, 2025
• The Colonial Theatre - Pittsfield, MA USA

• $50 - $100

Returning for their third year at The Colonial Theatre, The Wizards of Winter will light up the stage with The Christmas Dream—a theatrical musical jo ....

Ann's Place Festival of Trees

• Nov. 21 - Nov 23, 2025
• The Summit at Danbury - Danbury, CT USA

• $1 - $10
• $10 - $25
• $50 - $100

Ann’s Place proudly announces its 23rd Annual Festival of Trees: Honoring Hope. Celebrating courage, resilience, and community, Ann’s Place brings sup ....

Kinderhook Reformed Church Thanksgiving Dinner Benefit

• Nov. 20 - Nov 20, 2025
• 21 Broad St - Kinderhook, NY USA

• Food / Wine / Beer

• $50 - $100

Thanksgiving meal for pick-up the day before Thanksgiving, November 26th between 2:00 and 6:00 p.m. at Kinderhook Reformed Church, 21 Broad Street, Ki ....

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 ....

Brothers Osborne and LeAnn Rimes

• Oct. 11 - Oct 11, 2025
• Keane Stud - Amenia, NY USA

• Music

• $50 - $100

Highlands Country Night End the day with a live concert under the stars, featuring LeAnn Rimes and Brothers Osborne—a night of unforgettable country m ....

Third Eye Blind with special guest Dinosaur Jr.

• Oct. 10 - Oct 10, 2025
• Keane Stud - Amenia, NY USA

• Music

• $50 - $100

Concert Under the Stars with Third Eye Blind Wrap up your day with a live outdoor concert by Third Eye Blind with special guest Dinosaur Jr. Bring you ....

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 ....

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: 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 ....

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 ....

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 ....

Music Mountain Summer Festival: Erinys Quartet

• Aug. 17 - Aug 17, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Franz Joseph HAYDN String Quartet in B Minor, Opus 33/1 Benjamin BRITTEN String Quartet in C Major, Opus 36 Claude DEBUSSY String Quartet in G Minor, ....

JAzz in the Valley

• Aug. 17 - Aug 17, 2025
• Waryas Park Promenade - Poughkeepsie, NY USA

• Music

• $50 - $100

Saturday August 16th - Craig Harris’ Breathe is free and open to the public (3-4:30). Sunday, August 17th - Jazz in the Valley is ticketed (Noon-6PM) ....

Music Mountain Summer Festival: Ying Quartet

• Aug. 10 - Aug 10, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Hugo WOLF Italian Serenade in G Major Giacomo PUCCINI Chrysanthemums Antonín DVORÁK String Quartet in F Major, Opus 96, "American" Franz SCHUBERT Stri ....

Music Mountain Summer Festival: CHRISTIAN SANDS

• Aug. 9 - Aug 9, 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 ....

Dying is No Excuse

• Aug. 7 - Aug 30, 2025
• The Unicorn Theatre: Berkshire Theatre Group - Stockbridge, MA USA

• Music

• $50 - $100

The Unicorn Theatre 6 East Street · Stockbridge · MA 01262 Dying is No Excuse The legendary Renée Taylor takes the stage in the World Premiere of Dyin ....

Music Mountain Summer Festival: Verona Quartet

• Aug. 3 - Aug 3, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Felix MENDELSSOHN String Quartet in A Minor, Opus 13, "Ist es wahr?" ("Is it true?") Duke ELLINGTON Cotton Club Stomp Donald HEYWOOD I'm Coming Virgin ....

Music Mountain Summer Festival: BILL CHARLAP TRIO

• Aug. 2 - Aug 2, 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 ....

Music Mountain Summer Festival: American String Quartet & Daniel Avshalomov, Viola

• Jul. 27 - Jul 27, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Ludwig van BEETHOVEN String Quartet in F Minor, Opus 95, "Serioso" Maurice RAVEL String Quartet in F Major Johannes BRAHMS String Quintet in G Major, ....

Out of Character

• Jul. 26 - Jul 26, 2025
• The Unicorn Theatre: Berkshire Theatre Group - Stockbridge, MA USA

• Music

• $50 - $100

After a powerful developmental debut at Berkshire Theatre Group’s Festival of New Jewish Plays last summer, Out of Character returns for a fully reali ....

Out of Character

• Jul. 26 - Jul 26, 2025
• The Unicorn Theatre: Berkshire Theatre Group - Stockbridge, MA USA

• Music

• $50 - $100

After a powerful developmental debut at Berkshire Theatre Group’s Festival of New Jewish Plays last summer, Out of Character returns for a fully reali ....

Out of Character

• Jul. 25 - Jul 25, 2025
• The Unicorn Theatre: Berkshire Theatre Group - Stockbridge, MA USA

• Music

• $50 - $100

After a powerful developmental debut at Berkshire Theatre Group’s Festival of New Jewish Plays last summer, Out of Character returns for a fully reali ....

Out of Character

• Jul. 24 - Jul 24, 2025
• The Unicorn Theatre: Berkshire Theatre Group - Stockbridge, MA USA

• Music

• $50 - $100

After a powerful developmental debut at Berkshire Theatre Group’s Festival of New Jewish Plays last summer, Out of Character returns for a fully reali ....

The Mousetrap

• Jul. 24 - Aug 17, 2025
• Colonial Theatre - Pittsfield, MA USA

• Music

• $50 - $100

A timeless classic that has kept audiences on the edge of their seats for over 70 years, Agatha Christie’s The Mousetrap is the ultimate whodunit. Whe ....