Festivals near Southbury, CT.

17th Annual Greenwich Reindeer Festival & Santa’s Workshop

• Nov. 28 - Dec 12, 2025
• Sam Bridge Nursery & Greenhouses - Greenwich, CT USA

• Holiday (Other)
• Seasonal (Winter)

• FREE!!
• $1 - $10
• $10 - $25
• $25 - $50

17th Annual Greenwich Reindeer Festival & Santa’s Workshop presented by Jenny Allen & Kristen Studwell, Compass Real Estate at Sam Bridg ....

Ann's Place 23rd Annual Festival of Trees

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

• $1 - $10

Danbury, CT – Ann’s Place proudly presents the 23rd Annual Festival of Trees: “Honoring Hope” from November 21–23, 2025 at The Summit at Danbury. Hono ....

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 ....

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. ....

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 ....

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 ....

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 ....

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 ....

Shooting the Breeze with Photojournalist Christopher Little | Talk and Book Signing

• Jun. 8 - Jun 8, 2025
• American Mural Project - Winchester, CT USA

• Arts (Book)

• $1 - $10
• $10 - $25

Shooting the Breeze-A Talk and Book Signing with Photojournalist Christopher Little Renowned photojournalist Christopher Little will share the storie ....

The Plainville Record Riot! Sunday June 8th! Over 10,000 vinyl records in one room!

• Jun. 8 - Jun 8, 2025
• Veterans of Foreign Wars - Plainville, CT USA

• Community (Local / Fair)

• $1 - $10

Did you just buy a turntable? The Record Riot is a PERFECT event for you. Dealers from New England and beyond will bring all sorts of musical surprise ....

Bingo @ the Beer Garden

• Jun. 1 - Jun 1, 2025
• 314 Beer Garden and Wood-Fired Pizza - Norwalk, CT USA

• Community (Fundraiser)

• $1 - $10
• $10 - $25
• $25 - $50

Bring your friends, family, and kids, to some family-friendly fun as we raise funds and celebrate the vital work of Family and Children’s Agency ....

Happy Hour Piano Series - Jennifer Hill

• May. 23 - May 23, 2025
• American Mural Project - Winchester, CT USA

• Arts (Performing Arts)
• Music

• $1 - $10

Fourth FridaysEach month, the Happy Hour Piano Series offers an eclectic mix of musical genres, showcasing the region’s wealth of talented piani ....

GARNER ARTS FESTIVAL

• May. 17 - May 18, 2025
• GARNER Arts Center - West Haverstraw, NY USA

• $1 - $10

Our beloved GARNER ARTS FESTIVAL returns on Saturday, May 17 & Sunday, May 18, 2025, from 12 PM to 6 PM each day. Rain or shine. Held within the iconi ....

MAIFEST 2025!

• May. 16 - May 18, 2025
• Germania Festival Grounds - Poughkeepsie, NY USA

• Food / Wine / Beer
• Music

• FREE!!
• $1 - $10

GERMANIA of POUGHKEEPSIE PRESENTS: MAIFEST 2025! Germania of Poughkeepsie is sponsoring a fun, festive and authentic Maifest! The event features live ....

MAIFEST 2025!

• May. 16 - May 18, 2025
• Germania Festival Grounds - Poughkeepsie, NY USA

• FREE!!
• $1 - $10

GERMANIA of POUGHKEEPSIE PRESENTS: MAIFEST 2025! Germania of Poughkeepsie is sponsoring a fun, festive and authentic Maifest! The event features ....

CT Food Truck Battles Music, Rides & Food Festival

• May. 16 - May 18, 2025
• 201 Nichols Rd - Wolcott, CT USA

• $1 - $10

Its the 4th annual Food Truck Battles which features over 50 food vendors competing for your votes on who will be crowned the 2025 greatest food truck ....

CT Food Truck Battles Music, Rides and Food Festival

• May. 16 - May 18, 2025
• Woodtick Recreation Area - Wolcott, CT USA

• Other / General

• $1 - $10

Its the 4th annual Food Truck Battles which features over 50 food vendors competing for your votes on who will be crowned the 2025 greatest food truck ....

Cinco De Mayo Fiesta

• May. 5 - May 5, 2025
• Litchfield Community Center - Litchfield, CT USA

• Food / Wine / Beer

• $1 - $10

* Pre-registration required by Friday, May 2. REGISTER ¡Celebrate Cinco de Mayo in style! Join us for an unforgettable Cinco de Mayo fiesta filled w ....

Bridal Bash at Elicit Brewing

• Apr. 24 - Apr 24, 2025
• Elicit Brewing Co - Fairfield - Fairfield, CT USA

• Food / Wine / Beer

• $1 - $10

Calling all wedding couples, families, and friends to join us for a night of celebration, music, and pure wedding bliss. Let's toast to love, laughter ....

GIANT VINYL RECORD SALE! The Plainville Record Riot! Sunday April 13th!

• Apr. 13 - Apr 13, 2025
• Veterans of Foreign Wars - Plainville, CT USA

• Community (Local / Fair)

• $1 - $10

Did you just buy a turntable? The Record Riot is a PERFECT event for you. Dealers from New England and beyond will bring all sorts of musical surprise ....

Pleasantville The Music Live at Lucy's!

• Apr. 12 - Apr 12, 2025
• Lucy's - Pleasantville, NY USA

• Music

• $1 - $10

$10 at the door! Pleasantville is the electrifying new band created by indie rocker, songwriter and Pleasantville, NY resident Aaron David Gleason and ....