Festivals near Watertown, CT.

12th New Haven Caribbean Heritage Festival

• Jun. 28 - Jun 28, 2026
• 250 Temple St - New Haven, CT USA

• Other / General

Celebrate the vibrant culture, history, and traditions of the Caribbean right in the heart of the Elm City! The New Haven Caribbean Heritage Festival ....

Berkshire Busk!

• Jul. 3 - Sep 5, 2026
• Downtown Great Barrington - Great Barrington, MA USA

• Other / General

Our sixth season comes in three formats: BIG FESTIVAL Weekends: July 3-July 18: performances throughout Railroad Street and beyond COURTYARD Weekends: ....

Parade, Picnic, Fireworks & More

• Jul. 4 - Jul 4, 2026
• Main Street South - Bethlehem, CT USA

Complete Schedule of Events: 12 Noon: Ecumenical Prayer Service – First Church of Bethlehem, 21 Main Street South. 12 - 4:30 PM: Photo Show “America ....

Friends of the C.H. Booth Library 50th Annual Book Sale

• Jul. 10 - Jul 14, 2026
• Reed Intermediate School - Newtown, CT USA

• Other / General

The 2026 sale will feature approximately 100,000 well-organized books, jigsaw puzzles, video games, CDs, DVDs and vinyl, all at our usual low prices. ....

Second Fridays at Eastdale Village

• Jul. 10 - Jul 10, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music by Hillbilly Parade, food from Big E BBQ and special offerings from Eastdale's shops, restaurants and businesses. Seating is availab ....

The Great Woodbridge Picnic

• Jul. 11 - Jul 11, 2026
• 4 Newton Rd - Woodbridge, CT USA

• Other / General

As communities across the country commemorate the 250th anniversary of the signing of the Declaration of Independence, Woodbridge will come together t ....

Summerfest Free Bubble Show

• Jul. 14 - Jul 14, 2026
• Litchfield Community Center - Litchfield, CT USA

• FREE!!

Bubbletastic Bubble Show with Charlie and the Bubble Factory All ages Watch in amazement as Charlie and the Bubble Factory transform soap and air in ....

Summerfest Free Family Carnival

• Jul. 16 - Jul 16, 2026
• Litchfield Community Center - Litchfield, CT USA

• FREE!!

Play: Hand-built, homemade carnival games like bean bag toss and bottle knockdown, run by our staff and volunteers. Eat: Carnival food, fresh popcorn ....

Summerfest Adult Splash

• Jul. 17 - Jul 17, 2026
• Litchfield Community Center - Litchfield, CT USA

• FREE!!

Who says kids get all the fun? This Adult Splash is your turn on the water slides. No lines of 8-year-olds, no cannonball contests, just you, the slid ....

Summerfest Kids Water Day!

• Jul. 17 - Jul 17, 2026
• Litchfield Community Center - Litchfield, CT USA

• FREE!!

All kids welcome What to expect: We’re turning the lawn into a water zone. Think sprinklers, water blasters, splash games, and tons of ways to cool o ....

Community Read: Renegade Revolutionary (Gen. Charles Lee) & Author Talk with Dr. Phillip Papa

• Jul. 18 - Jul 18, 2026
• Lee Library - Lee, MA USA

Community Read: Renegade Revolutionary - The Life of General Charles Lee & Author Talk with Dr. Phillip Papas Date & Time: Reading Series: May 28 – J ....

Blueberry Festival

• Jul. 18 - Jul 18, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

SAVE THE DATE! Lyman Orchards Blueberry Festival will be at the Apple Barrel Farm Market on Saturday, July 18th, 10 AM - 4 PM! Activities (Subject to ....

Bear With Us Music Festival

• Jul. 18 - Jul 18, 2026
• Greenwood Features - Bethel, CT USA

• Music

• $25 - $50

Event Date: Saturday, July 18, 2026 Time: Doors 3:30PM / Music 4-11PM Location: Greenwood Features, 269 Greenwood Ave, Bethel, CT Join us for Bear Wi ....

North Shore Original Music Showcase

• Jul. 25 - Jul 25, 2026
• C.P. LaManno's Restaurant - Miller Place, NY USA

• Music

This is a free event, 6 original music acts will perform July 25th, 4 - 8 P.M. at C.P. LaManno's in Miller Place outside patio. Performers: Mike Mills ....

Sunflower Maze Opening Day Celebration

• Aug. 1 - Aug 1, 2026
• Lyman Orchards Sunflower Maze - Middlefield, CT USA

• Other / General

• $10 - $25

The Sunflower Maze at Lyman Orchards will be opening Saturday, August 1st at 9 AM! Celebrate with some fun for the whole family at the Apple Barrel Fa ....

Connecticut Country Music Festival

• Aug. 1 - Aug 1, 2026
• North Haven Fairgrounds - North Haven, CT USA

• Music

• $50 - $100

The Connecticut Country Music Festival is a one-day outdoor event featuring national and rising country artists, curated food and drink experiences, a ....

La Guelaguetza of Poughkeepsie 2026

• Aug. 2 - Aug 2, 2026
• Waryas Park Promenade - Poughkeepsie, NY USA

• Other / General

The Grupo Folclórico de Poughkeepsie and the La Guelaguetza Organizing Committee invite you to attend La Guelaguetza de Poughkeepsie 2026. La Guelague ....

Peach Festival

• Aug. 8 - Aug 8, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

Activities (Subject to change, stay tuned as we add more!): 8 AM - 4:30 PM: Pick Your Own Peaches, Apples & Pears available, located on South Street ....

Second Fridays at Eastdale Village

• Aug. 14 - Aug 14, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music by Probable Cause Band, food from Frites of NY and special offerings from Eastdale's shops, restaurants and businesses. Seating is a ....

Eastdale Village Pickle Festival presented by Lilly’s Natural Pet Store

• Aug. 22 - Aug 22, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music, local vendors, craft food and beverages, family-friendly activities and plenty of pickle-inspired creations throughout Eastdale Vill ....

15th Putnam County Wine & Music Fest

• Aug. 22 - Aug 23, 2026
• Putnam County Veterans Memorial Park - Carmel Hamlet, NY USA

• Music

• $10 - $25

Join us for the 15th Annual Putnam County Wine & Music Fest at Putnam County Veterans Memorial Park (Upper), 201 Gipsy Trail Road, Carmel, NY. The eve ....

Armenian Festival

• Aug. 23 - Aug 23, 2026
• Armenian Church of the Holy Resurrection - New Britain, CT USA

• Food / Wine / Beer

The Armenian Church of the Holy Resurrection will hold their yearly festival on the church grounds of 1910 Stanley Street in New Britain, CT. Live Mu ....

Honey Harvest Festival

• Aug. 30 - Aug 30, 2026
• Bartlett Arboretum & Gardens - Stamford, CT USA

• Arts (Arts & Crafts)
• Community (Community / Social)
• Community (Family & Kids)
• Music
• Seasonal (Fall)

• FREE!!

The Honey Harvest Festival serves as an essential educational platform to raise awareness about the significance of honeybees and pollinators in our e ....

Corn Maze & Cider Donut Festival

• Sep. 5 - Sep 6, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

Head over for the Ribbon Cutting Ceremony at the Corn Maze at 10 AM on September 5th. Saturday, September 5th Activities (Subject to change, stay tune ....

Bedford Music Festival

• Sep. 6 - Sep 6, 2026
• Caramoor Center for Music and the Arts - Katonah, NY USA

• Music

• $50 - $100

Grab food and drinks from local vendors while your kids stay busy with activities designed just for them. Pack your lawn chairs and gather with your n ....