Festivals near Southbury, CT.

2026 Town of Cromwell Farmers Market

• Jun. 5 - Sep 4, 2026
• 1 River Rd - Cromwell, CT USA

• Food / Wine / Beer

The beautiful Riverport Park is conveniently located on the Connecticut River at the junction of Route 9. The Town of Cromwell Farmers Market is dedic ....

2026 Town of Cromwell Farmers Maret

• Jun. 5 - Sep 4, 2026
• 1 River Rd - Cromwell, CT USA

• Food / Wine / Beer

The beautiful Riverport Park is conveniently located on the Connecticut River at the junction of Route 9. The Town of Cromwell Farmers Market is dedic ....

Stratford Day Main Street Festival

• Jun. 6 - Jun 7, 2026
• 2203 Main St - Stratford, CT USA

• Other / General

Over 8,000 people and 250+ vendors from across CT, NY, and MA. Everyone of all ages has enjoyed this annual town-wide event. Featuring food trucks, ....

Pride Weekend at the First Congregational Church of Stamford, June 6-7, 2026

• Jun. 6 - Jun 7, 2026
• First Congregational Church of Stamford - Stamford, CT USA

• Other / General

The First Congregational Church of Stamford invites the community to celebrate Pride Month with a welcoming weekend of fellowship, family fun, and ins ....

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 ....

Old Mill Singers Spring Concerts: A Tapestry of American Song

• Jun. 6 - Jun 7, 2026
• The Clearview School - Briarcliff Manor, NY USA

• Music

• $10 - $25

Immerse yourself in this fabulous musical encore of the past and the evolution of today’s American music. The Old Mill Singers will perform old time ....

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 ....

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 ....

Westchester Magazine Wine & Food Festival Returns

• Jun. 9 - Jun 14, 2026
• Westchester County - Westchester County, NY USA

• Food / Wine / Beer

• $50 - $100
• $100 - $250

For more than two decades, Westchester Magazine’s Wine & Food Festival has been a gathering place—where chefs, makers, and neighbors come together to ....

Westchester Magazine's Wine & Food Festival Returns

• Jun. 9 - Jun 14, 2026
• Westchester County - Westchester County, NY USA

• Food / Wine / Beer

• $50 - $100
• $100 - $250

For more than two decades, Westchester Magazine’s Wine & Food Festival has been a gathering place—where chefs, makers, and neighbors come together to ....

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 ....

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 ....

Hudson Valley Fermentation Festival 2026

• Jun. 13 - Jun 14, 2026
• Twin Star Orchards - New Paltz, NY USA

• $1 - $10
• $10 - $25
• $25 - $50
• $50 - $100

Join us for the 2026 Hudson Valley Fermentation Festival, where you can explore a lively outdoor tasting market, packed with local producers of fermen ....

Riverkeeper Fish Migration Celebration: Newburgh Welcoming of the Fish

• Jun. 20 - Jun 20, 2026
• Unico Park - Newburgh, NY USA

• Other / General

It’s free, family-friendly, and delightfully fishy! Celebrate the epic journeys of Hudson River fishes with a puppet performance by inspired artist Rh ....

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 ....

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 ....

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 ....

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 ....

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 ....

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 ....

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 ....

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 ....

New Haven Chalk Art Festival

• Oct. 3 - Oct 3, 2026
• The Shops at Yale - New Haven, CT USA

• Other / General

Join us Saturday, October 3, 2026 (rain date October 4) from 12–4 p.m., as more than 60 professional and amateur artists from across Connecticut and t ....

Hugo The Ultimate Journey Tribute Concert - One night only at CT Food Truck Battles Festival

• May. 16 - May 16, 2026
• 201 Nichols Rd - Wolcott, CT USA

• Food / Wine / Beer

• $10 - $25

2026 CT Food Truck Battles Festival - May 16, 12pm-10pm Live 80s & 90s Music all day with Special Concert Starting at 7pm HUGO The Ultimate Journey Tr ....