Festivals near Pleasant Valley, NY.

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. ....

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 ....

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! ....

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: ....

Canawlers Day Festival Weekend

• Jun. 27 - Jun 28, 2026
• D\u0026H Canal Historical Society - High Falls, NY USA

• Music

If you missed Canawler’s Day 2025 at the D&H Canal Museum, you’ll want to circle your calendar now for June 27 and June 28—a FREE community weekend co ....

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! ....

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 ....

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 ....

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 ....

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 ....

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 ....

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 ....

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 ....

Berkshire Bach Society presents MUSIK VOR BACH: 17th CENTURY FRENCH AIRS DE COUR

• Jun. 6 - Jun 6, 2026
• Unitarian Universalist Meeting of South Berkshire - Housatonic, MA USA

• Music

• $25 - $50

Berkshire Bach presents MUSIK VOR BACH: 17th century FRENCH AIRS DE COUR, a concert of early Baroque music featuring James Reese, tenor, and Brandon ....

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 ....

Middletown 2026 Summer Concert Series

• Jun. 5 - Jun 5, 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! ....

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

• May. 16 - May 16, 2026
• Woodtick Recreation Area - Wolcott, CT USA

• Nightlife

• $10 - $25

About the event Hugo The Ultimate Journey Tribute Concert - One night only at CT Food Truck Battles Festival The music of Journey from Hugo The Ultima ....