Festivals near Brookfield, CT.

Ten-Play Play Festival

• Nov. 19 - Nov 19, 2025
• MoCA CT - Westport, CT USA

• $10 - $25

A Chronicles Presents: Winners of its Annual 10-Minute Play Festival Visionary, Absurd, Heartbreaking. Nine Playwrights on Reproductive Rights Novemb ....

Thursday Organ Groove w/Conners & Doty ~ Ossining NY

• Nov. 13 - Nov 13, 2025
• Elks Lodge #1486 - Ossining, NY USA

• $1 - $10

Be our Guest and join Hammond B3 Man Paul Connors, Drummer Jon Doty and a local talent for an evening of Jazz, R&B and Blues. ....

Barrels For A Cause 2025

• Nov. 13 - Nov 13, 2025
• Stappa Vineyard - Orange, CT USA

• Food / Wine / Beer

• $100 - $250

Join the Rape Crisis Center of Milford & the Beth-El Center on Thursday November 13th for our 3rd annual Barrels for a Cause event at Stappa Vineyard! ....

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 ....

SBH Health Halloween Trunk or Treat

• Oct. 25 - Oct 25, 2025
• SBH Health system Bronx - , NY USA

• Community (Family & Kids)
• Health & Wellness

• FREE!!

SBH Health System in the Bronx will host its annual Trunk and Treat event on Saturday, October 25, 2025. The free event features games, giveaways, liv ....

Bronx Little Italy Italian American Heritage Month Celebration 2025

• Oct. 13 - Oct 13, 2025
• East 186th Street & Arthur Avenue - , NY USA

• Arts (Arts & Crafts)
• Arts (Film / Movie / Photo)
• Community (Family & Kids)
• Community (Local / Fair)
• Holiday (Other)

• FREE!!

Celebrate Italian American Heritage and Culture Month in one of the oldest Italian neighborhoods in New York City. In conjunction with Columbus Day, t ....

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 ....

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 ....

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 ....

Vibe Cartel at Westport VFW

• Oct. 4 - Oct 4, 2025
• Veterans of Foreign Wars - Westport, CT USA

• Music

• $10 - $25

Get ready for an unforgettable night of groove and energy as Vibe Cartel takes the stage with their signature blend of fusion, funk, jazz, and rock. K ....

Pumpkins & Pints!

• Oct. 4 - Oct 4, 2025
• Arch in Bloom - Greenwich, CT USA

Something’s brewing at Arch in Bloom… ??????? Our 6th annual Pumpkins & Pints event is upon us — the veil thins on Saturday, October 4th from 12-6pm ....

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 ....

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 ....

Cafely’s Hot Cup Hangout

• Sep. 29 - Sep 29, 2025
• Cafely - Tuxedo Park, NY USA

• Food / Wine / Beer

• FREE!!

There’s something magical about a cup of coffee, isn’t there? On September 29, National Coffee Day rolls around in the US, inviting everyone to celebr ....

Celebrate National Coffee Day’s Best Brews with Cafely

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

• Nightlife

• FREE!!

Hey there, coffee lovers, get ready to raise your mugs because National Coffee Day is just around the corner on September 29, and it’s time to celebra ....

Cafely’s National Coffee Day Coffee Celebration Event

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

• FREE!!

As the aroma of freshly brewed coffee fills the air, National Coffee Day on September 29 arrives as a cherished occasion to honor one of the world’s m ....

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 ....

SPEF 5K WALK AND RUN 2025

• Sep. 28 - Sep 28, 2025
• Mill River Park - Stamford, CT USA

• Sports / Fitness

• $25 - $50

The Stamford Public Education Foundation (SPEF) is excited to announce the return of its annual SPEF 5K Walk and Run, taking place on Sunday, Septembe ....

Rockland Music Fest

• Sep. 27 - Sep 27, 2025
• Clover Stadium - Pomona, NY USA

• Music

• $25 - $50

One Day, One Epic Concert! Rockland Music Festival Inc. Is excited to announce that the 2025 Rockland Music Fest will take place on September 27, 2 ....

Hawk Watch Fest

• Sep. 27 - Sep 27, 2025
• Greenwich Audubon Center - Greenwich, CT USA

• $25 - $50

Greenwich Audubon Center is thrilled to announce our annual celebration of the importance of birds of prey and their incredible migratory journeys. Th ....

Acoustic SoNo

• Sep. 26 - Nov 28, 2025
• SoNo 1420 America's Maritime Distillery - Norwalk, CT USA

• Music

Acoustic SoNo returns to SoNo 1420, America’s Maritime Distillery, starting Friday, September 5. The fall series runs from September through November, ....

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 ....

Music by the Pond - September 2025

• Sep. 21 - Sep 21, 2025
• Closter Nature Center - Closter, NJ USA

• Music

Join us for an afternoon of music, nature, and community at beautiful Ruckman Pond. Each month, both professional and amateur musicians come together ....

Allman Brothers Tribute @ Sugar Hollow Taproom

• Sep. 20 - Sep 20, 2025
• Sugar Hollow Taproom - Danbury, CT USA

• Music

• $1 - $10

This powerhouse tribute to the Allman Brothers Band has been earning rave reviews from fans and venues alike, with long time ABB fans touting Faster T ....

Bayville Scream Park – Long Island’s 20th-Anniversary Halloween Spectacle

• Sep. 19 - Oct 4, 2025
• Bayville Adventure Park - Bayville, NY USA

• Community (Community / Social)
• Community (Local / Fair)
• Holiday (Halloween)
• Other / General
• Seasonal (Fall)

• $1 - $10
• $10 - $25
• $25 - $50

Long Island’s most infamous fright zone turns 20 this year, unleashing five newly re-imagined haunted houses—from the pitch-black halls of ....