Festivals near Simsbury, CT.

Classic Silent Film Night with LIVE MUSIC!

• Nov. 29 - Nov 29, 2025
• Christ Trinity Lutheran/Episcopal Church - Sheffield, MA USA

• Arts (Film / Movie / Photo)
• Arts (Performing Arts)
• Community (Community / Social)
• Community (Family & Kids)
• Music

• $10 - $25

What to do with those pesky Thanksgiving weekend guests?  Join us for a special 100th Anniversary Celebration of Charlie ....

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 ....

Mohegan Sun's Backyard Beats Music Festival coming to the Sun Patio this August!

• Aug. 16 - Aug 16, 2025
• 1 Mohegan Sun Blvd - Montville, CT USA

• Music

• $10 - $25

Backyard Beats at Mohegan Sun is bringing you a tidal wave of local talent. From high-energy Indie Rock to soulful Blues and everything in between, we ....

Jazz in the Vineyard

• Jul. 19 - Jul 19, 2025
• Millbrook Vineyards \u0026 Winery - Millbrook, NY USA

• $10 - $25

Come out to Millbrook Winery from 5:30 - 7:30 PM and enjoy an outdoor jazz concert featuring True North Jazz Project on the beautiful vineyard lawn. F ....

Jazz in the Vineyard

• Jul. 12 - Jul 12, 2025
• Millbrook Vineyards \u0026 Winery - Millbrook, NY USA

• $10 - $25

Come out to Millbrook Winery on July 12 from 5:30 - 7:30 PM and enjoy an outdoor jazz concert featuring Laura Evans & Friends on the beautiful vineyar ....

The 2025 Midsummer Fantasy Renaissance Faire

• Jun. 28 - Jul 13, 2025
• Warsaw Park - Ansonia, CT USA

• $10 - $25

?? The Midsummer Fantasy Renaissance Faire returns for its 14th season! ?? ??? June 28th & 29th, July 4th, 5th, & 6th, and July 12th & 13th 2025 Ticke ....

Summer Solstice Trail Run: 3 mile, 5 mile or 8 mile

• Jun. 21 - Jun 21, 2025
• Gay City State Park - Hebron, CT USA

• Sports / Fitness

• $10 - $25

The 3 mile loop follows the White Trail, which zig-zags through Gay City State Park. The trail starts as a wide access road with few bumps along the w ....

Close Enounters With Music: L'Amour Toujours and A World Premiere

• Jun. 8 - Jun 8, 2025
• Mahaiwe Performing Arts Center - Great Barrington, MA USA

• Arts (Performing Arts)
• Music

• $10 - $25
• $25 - $50
• $50 - $100
• $100 - $250

It's all about love: A new work for clarinet trio by composer Seth Grosshandler that celebrates young love, courtship and serendipity of meeting one's ....

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 ....

Savor New England

• Jun. 7 - Jun 7, 2025
• Mohegan Sun - Montville, CT USA

• Food / Wine / Beer

• $10 - $25
• $25 - $50

Savor fresh, seafood flavors and other local bites from New England restaurants*, sample all the tastes of the clam chowder competition and vote for y ....

Songs of Love at Ozawa Hall

• May. 25 - May 25, 2025
• Seiji Ozawa Hall - Lenox, MA USA

• Arts (Performing Arts)
• Music

• $10 - $25
• $25 - $50

Berkshire Choral International presents a festival chorus of 150 singers from around the U.S. under the direction of Anthony Trecek-King. Exploring so ....

CLOSE ENCOUNTERS WITH MUSIC: A TALE OF TWO SALONS - RAVEL, CEASAR FRANCK, FAURE and STRAVINSKY

• May. 18 - May 18, 2025
• Mahaiwe Performing Arts Center - Great Barrington, MA USA

• Arts (Performing Arts)
• Music

• $10 - $25
• $25 - $50
• $50 - $100

The daughter of sewing machine industrialist Isaac Merritt Singer, Winnaretta Singer-Polignac was a force of nature, hosting everyone from Leon Bakst ....

Out There: A National Parks Story

• May. 15 - May 15, 2025
• New Milford High School - New Milford, CT USA

• Community (Fundraiser)

• $10 - $25

Join us for a special screening of the award-winning feature documentary Out There: A National Parks Story in western Connecticut! The film's director ....

Bishop's Orchards Apple Blossom Festival

• May. 10 - May 10, 2025
• 480 New England Rd - Guilford, CT USA

• $10 - $25

Festival Highlights: Educational Talks Animal Petting Area Live Acoustic Music Wagon Rides Kids’ Activity Area – A dedicated space for fun, creati ....

Appetizer & Dessert Crawls

• Apr. 26 - Apr 26, 2025
• The Shops at Yale at 56 Broadway - New Haven, CT USA

• Food / Wine / Beer

• $10 - $25

Join us on Saturdays, April 26, June 7 & August 2 for Downtown New Haven’s largest food crawl series, the 6th Annual Appetizer & Dessert Crawl with 12 ....

Blues Legend Eric Bibb LIVE @AMP

• Apr. 19 - Apr 19, 2025
• American Mural Project - Winchester, CT USA

• Arts (Performing Arts)
• Music

• $10 - $25
• $25 - $50

A Blues Music LegendWith a career spanning five decades, over 40 albums, and a catalog of awards, including multiple Blues Foundation honors, Eric Bib ....

"Rock and Bowl" Fundraiser for South Community Food Pantry

• Apr. 11 - Apr 11, 2025
• Masonic Lodge - Pittsfield, MA USA

• Community (Fundraiser)

• $1 - $10
• $10 - $25
• $50 - $100

South Community Food Pantry is the largest food pantry in Berkshire County, providing free food and hot meals to over 1,000 families each week. It is ....

5th Annual New England Tattoo Expo

• Apr. 11 - Apr 11, 2025
• Mohegan Sun - Montville, CT USA

• Other / General

• $10 - $25
• $25 - $50

Tom Ringwalt, owner of Tommy's Tattoo Convention, and Steve Tefft, Ink Master Season 2 Winner, have joined forces to partner up for this epic even tha ....

Mike Masse: Epic Acoustic Classic Rock in Woodbury

• Apr. 6 - Apr 6, 2025
• Woodbury Brewing Company - Woodbury, CT USA

• Music

• $10 - $25

“Toto’s favorite cover of ‘Africa’” – Yahoo! Music“Terrific!” – Dennis DeYoung (Styx)“Love ....

Art-Inspired Poetry Workshop

• Apr. 5 - Apr 5, 2025
• American Mural Project - Winchester, CT USA

• Arts (Book)
• Arts (Performing Arts)

• $10 - $25
• $25 - $50

The Mural as Muse: From Free Verse to Haiku Explore the Intersection of Art and Poetry—in an Immersive Writing Experience Join Madison CT's Po ....

The Ranting Parents Comedy Tour

• Mar. 22 - Mar 22, 2025
• Academy of Music - Northampton, MA USA

• Arts (Performing Arts)
• Comedy Show

• $10 - $25

Boston stand-up comedians Paul Nardizzi (Conan, Comedy Central), Dave Rattigan (SiriusXM, NESN), Mona Forgione and Jim Ruberti share observations, sto ....

2025 Brookfield Penguin Plunge

• Mar. 22 - Mar 22, 2025
• Brookfield Town Beach - Brookfield, CT USA

• Community (Fundraiser)

• $10 - $25

Support Special Olympics Connecticut by taking the Plunge in Brookfield on March 22nd at Brookfield Town Beach! To register for the plunge, it is $25, ....

BIG VINYL RECORD SALE! Enfield Record Riot! Sun March 16th @Enfield American Legion 9:30 AM-3:30 PM

• Mar. 16 - Mar 16, 2025
• American Legion - Enfield, CT USA

• Community (Local / Fair)

• $1 - $10
• $10 - $25

DUST OFF YOUR TURNTABLE! The Enfield Record Riot is BACK! @The American Legion, 566 Enfield Street. Dealers from New England and beyond will bring all ....

Hartford St Patrick's Day Bar Crawl

• Mar. 15 - Mar 15, 2025
• The Brownstone - Hartford, CT USA

• Food / Wine / Beer

• $10 - $25

Whether you're Irish or simply love a good party, our St. Patrick's Day Bar Crawl is the perfect way to kick off the holiday. Experience the best venu ....