Festivals near South Windsor, CT.

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 ....

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 ....

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 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 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 ....

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 ....

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. ....

Yidstock: The Festival of New Yiddish Music

• Jul. 9 - Jul 12, 2026
• Yiddish Book Center - Amherst, MA USA

• $25 - $50

Join us for Yidstock: The Festival of New Yiddish Music, the Yiddish Book Center’s annual celebration of klezmer and contemporary Yiddish music in Amh ....

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 ....

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: ....

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 ....

Raspberry Festival

• Jun. 27 - Jun 27, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

Save the Date! Continue to check back as we add more activities! The Lyman Orchards Raspberry Festival celebrates raspberry season with some fun for t ....

Create A Castle Live Sculptor Demonstration & Interactive Station During Raspberry Festival

• Jun. 27 - Jun 27, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

Create A Castle is a local family business and Shark Tank success story that revolutionized sandcastle building with its patented Split Mold technolog ....

Blandford's Happy Birthday America 250 Celebration

• Jun. 26 - Jun 27, 2026
• Fairgrounds - Blandford, MA USA

FRIDAY NIGHT FIREWORKS & FUN – FRIDAY, JUNE 26, 2026 6PM–9:30PM at the Blandford Fairgrounds • LIVE MUSIC – The Pitoniak Brothers • FIREWORKS – After ....

Connecticut Sun hosts Sun & Soul Fest on the Sun Patio at Mohegan Sun

• Jun. 14 - Jun 14, 2026
• Mohegan Sun - Montville, CT USA

• $1 - $10

Join the Connecticut Sun for the annual Sun & Soul Fest on the Sun Patio next month, sponsored by Yale New Haven Health! In addition to celebrating Bl ....

Captain Jack and the Strangers - A Tribute to Billy Joel

• Jun. 13 - Jun 13, 2026
• Rascals - Worcester, MA USA

• Music

• $10 - $25

Captain Jack & The Strangers, comprised of six individuals hailing from Gloucester, MA (45 min north of Boston) with over 30 years experience in music ....

ERAS: An Unofficial Tribute to Taylor Swift's Music @ Mohegan Sun

• Jun. 13 - Jun 13, 2026
• Mohegan Sun - Montville, CT USA

• Other / General

• $10 - $25

Some nights feel like destiny. And on a date the world has circled in glittery red pen, Mohegan Sun is celebrating the moment with a very special wedd ....

PAWPAWPALOOZA 2026

• Jun. 13 - Jun 13, 2026
• 94 S Main St - Newtown, CT USA

Join us for our 5th Annual pet adoption and open house on Saturday, June 13th from 11AM–3PM at Pleasant Paws Pet Center in Newtown, CT! PAWPAWPALOOZA ....

20th Annual ACE Festival

• Jun. 13 - Jun 13, 2026
• African Community Education - Worcester, MA USA

• FREE!!

Let's kick off ACE's 20th Anniversary in style! Indulge in African food, crafts, drumming, and dancing as we celebrate and recognize ACE students, fam ....

Strawberry Festival

• Jun. 13 - Jun 13, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

It’s all happening at the Apple Barrel Farm Market and grounds on Saturday, June 13th, 10 AM - 4 PM! Activities (subject to change, stay tuned as we a ....

Lee Pride Festival 2026

• Jun. 13 - Jun 13, 2026
• 18 Main St - Lee, MA USA

Building on the success of its inaugural celebration in 2025, the community of Lee and Berkshire Pride will host Lee Pride 2026 on Saturday, June 13th ....

Music Mountains 97th Season Opening Benefit Concert & Reception Feat. Benjamin Hochman & Friends

• Jun. 7 - Jun 7, 2026
• 225 Music Mountain Rd - Canaan, CT USA

• Music

• $50 - $100

Benjamin Hochman & Friends from the Met Opera Benjamin Hochman, Piano Benjamin Bowman, Violin Milan Milisavljevic, Viola Joel Noyes, Cello Johann Seb ....

2026 Oxford Nature and Arts Festival

• Jun. 7 - Jun 7, 2026
• 486 Oxford Rd - Oxford, CT USA

• Other / General

On Sunday June 7, the Oxford Main Street Project Corporation will be hosting the 2026 Oxford Nature and Arts Festival. The festival will run Sunday m ....

Blue Rider Stables Summer Benefit

• Jun. 6 - Jun 6, 2026
• 15 Farm Ln - Great Barrington, MA USA

• Music

• $50 - $100

This annual event brings together supporters, families, riders and friends for an evening of equines, celebration, and live music, in support of Blue ....