Festivals near Millbrook, NY.

Middletown 2026 Summer Concert Series

• Jun. 26 - Jun 26, 2026
• John F. Degnan Square - Middletown, NY USA

• Music

Outdoor music returns this summer at John F. Degnan Square. Join us weekly for music from 7 PM to 9 PM! ....

Middletown 2026 Summer Concert Series

• Jul. 3 - Jul 3, 2026
• John F. Degnan Square - Middletown, NY USA

• Music

Outdoor music returns this summer at John F. Degnan Square. Join us weekly for music from 7 PM to 9 PM! ....

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 ....

Middletown 2026 Summer Concert Series

• Jul. 17 - Jul 17, 2026
• John F. Degnan Square - Middletown, NY USA

• Music

Outdoor music returns this summer at John F. Degnan Square. Join us weekly for music from 7 PM to 9 PM! ....

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 ....

Uplift Festival & Retreat

• Jul. 24 - Jul 26, 2026
• 375 Pantherkill Rd - Phoenicia, NY USA

• Other / General

• $250+

This summer, Uplift Festival gathers a vibrant community at Menla Retreat & Dewa Spa for a joyful 3-day / 2-night immersive experience centered on mov ....

Middletown 2026 Summer Concert Series

• Jul. 24 - Jul 24, 2026
• John F. Degnan Square - Middletown, NY USA

• Music

Outdoor music returns this summer at John F. Degnan Square. Join us weekly for music from 7 PM to 9 PM! ....

Middletown 2026 Summer Concert Series

• Jul. 31 - Jul 31, 2026
• John F. Degnan Square - Middletown, NY USA

• Music

Outdoor music returns this summer at John F. Degnan Square. Join us weekly for music from 7 PM to 9 PM! ....

Middletown 2026 Summer Concert Series

• Aug. 7 - Aug 7, 2026
• John F. Degnan Square - Middletown, NY USA

• Music

Outdoor music returns this summer at John F. Degnan Square. Join us weekly for music from 7 PM to 9 PM! ....

Middletown 2026 Summer Concert Series

• Aug. 14 - Aug 14, 2026
• John F. Degnan Square - Middletown, NY USA

• Music

Outdoor music returns this summer at John F. Degnan Square. Join us weekly for music from 7 PM to 9 PM! ....

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 ....

Middletown 2026 Summer Concert Series

• Aug. 28 - Aug 28, 2026
• John F. Degnan Square - Middletown, NY USA

• Music

Outdoor music returns this summer at John F. Degnan Square. Join us weekly for music from 7 PM to 9 PM! ....

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 ....

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 ....

Middletown 2026 Summer Concert Series

• Jun. 19 - Jun 19, 2026
• John F. Degnan Square - Middletown, NY USA

• Music

Outdoor music returns this summer at John F. Degnan Square. Join us weekly for music from 7 PM to 9 PM! ....

TurnPark Summer Festival: Myth

• Jun. 13 - Jun 13, 2026
• TurnPark Art Space - West Stockbridge, MA USA

• Other / General

• $25 - $50

The Annual TurnPark Summer Festival returns on June 13th, 2026, under the theme “Myth”! We invite you to join us for another summer day filled with p ....

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 ....

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 ....

Middletown 2026 Summer Concert Series

• Jun. 12 - Jun 12, 2026
• John F. Degnan Square - Middletown, NY USA

• Music

Outdoor music returns this summer at John F. Degnan Square. Join us weekly for music from 7 PM to 9 PM! ....

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 ....

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 ....

Spring Art Walk Returns to Historic Lenox Village June 6 & 7

• Jun. 7 - Jun 7, 2026
• Lenox Historic Village - Lenox, MA USA

• Other / General

On Saturday, June 6 and Sunday, June 7, the town of Lenox will host the 2026 Spring Art Walk. The event is a collaboration between the Lenox Chamber o ....