Festivals near Pleasant Valley, NY.

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 ....

WINGFEST

• Jan. 31 - Jan 31, 2026
• MJN Convention Center - Mid Hudson Civic Center - Poughkeepsie, NY USA

• Food / Wine / Beer

• $25 - $50

The renowned and famous Wingfest is returning for its 19th year! This premier wing event will take place at the spacious MJN Center in Poughkeepsie, ....

Area 52 Launch: Where Mystery Meets Innovation

• Jan. 31 - Jan 31, 2026
• American Mural Project - Winsted, CT USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? In the realm of weed-derived products, Area 52 stands out as a beacon of quality and innovatio ....

Area 52: The Launch of a New Era

• Jan. 31 - Jan 31, 2026
• Stamford Center for the Arts - Stamford, CT USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? Introduction to Area 52: Your Premier Destination for Legal hemp-derived delta 9 tetrahydrocan ....

Area 52: The Mysterious Launch

• Jan. 31 - Jan 31, 2026
• Area 52 - Greenwich, CT USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? Discover the Galaxy of Weed Products with Area 52 Imagine a world where the boundaries of wee ....

Area 52: Where Technology and Mystery Collide

• Jan. 31 - Jan 31, 2026
• Area 52 - Stamford, CT USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? As I delve into the realm of weed products, I find myself drawn to the enigmatic brand, Area 5 ....

Area 52: The Birth of a New Reality

• Jan. 31 - Jan 31, 2026
• Area 52 - Poughkeepsie, NY USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? As I reflect on the world of weed and hemp-derived products, I find myself drawn to the innova ....

Area 52: The Next Generation of Exploration

• Jan. 31 - Jan 31, 2026
• Area 52 - White Plains, NY USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? In the realm of hemp-derived products, Area 52 stands out as a beacon of innovation and qualit ....

Area 52: Step into the Multiverse

• Jan. 31 - Jan 31, 2026
• Area 52 - Plainville, CT USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? Discover the Universe of Weed with Area 52 As I delve into the realm of weed, I find myself d ....

Classical Guitar: Images of Spain

• Jan. 11 - Jan 11, 2026
• Bristol Public Library - Bristol, CT USA

• Music

• FREE!!

Experience the soul of 19th century Spain in this evocative classical guitar concert, Images of Spain. The concert will feature photographs and paint ....

HUDSON VALLEY PIZZA FESTIVAL

• Dec. 13 - Dec 13, 2025
• MJN Convention Center - Mid Hudson Civic Center - Poughkeepsie, NY USA

• Food / Wine / Beer

• $25 - $50

* Unlimited Pizza Sampling with your General Admission ticket — taste the best, the cheesiest, the freshest creations from top pizza makers across the ....

Basilica Farm & Flea Holiday Market

• Nov. 28 - Nov 30, 2025
• Basilica Hudson - Hudson, NY USA

• Food / Wine / Beer

• $1 - $10

Born Thanksgiving Weekend 2013 as the Anti-Black Friday big sister goddess, Basilica Farm & Flea is part timeless flea market, part farmer’s market, p ....

17th Annual Greenwich Reindeer Festival & Santa’s Workshop

• Nov. 28 - Dec 12, 2025
• Sam Bridge Nursery & Greenhouses - Greenwich, CT USA

• Holiday (Other)
• Seasonal (Winter)

• FREE!!
• $1 - $10
• $10 - $25
• $25 - $50

17th Annual Greenwich Reindeer Festival & Santa’s Workshop presented by Jenny Allen & Kristen Studwell, Compass Real Estate at Sam Bridg ....

Christkindlmarkt 2025!

• Nov. 21 - Nov 22, 2025
• Germania Of Poughkeepsie - Poughkeepsie, NY USA

• Other / General

A fun, festive and authentic Christkindlmarkt will be held at Germania of Poughkeepsie, 37 Old DeGarmo Road, Poughkeepsie, NY! - Friday November 21, 4 ....

Ann's Place 23rd Annual Festival of Trees

• Nov. 21 - Nov 23, 2025
• The Summit at Danbury - Danbury, CT USA

• $1 - $10

Danbury, CT – Ann’s Place proudly presents the 23rd Annual Festival of Trees: “Honoring Hope” from November 21–23, 2025 at The Summit at Danbury. Hono ....

Ann's Place Festival of Trees

• Nov. 21 - Nov 23, 2025
• The Summit at Danbury - Danbury, CT USA

• $1 - $10
• $10 - $25
• $50 - $100

Ann’s Place proudly announces its 23rd Annual Festival of Trees: Honoring Hope. Celebrating courage, resilience, and community, Ann’s Place brings sup ....

Kinderhook Reformed Church Thanksgiving Dinner Benefit

• Nov. 20 - Nov 20, 2025
• 21 Broad St - Kinderhook, NY USA

• Food / Wine / Beer

• $50 - $100

Thanksgiving meal for pick-up the day before Thanksgiving, November 26th between 2:00 and 6:00 p.m. at Kinderhook Reformed Church, 21 Broad Street, Ki ....

Ten-Play Play Festival

• Nov. 19 - Nov 19, 2025
• MoCA CT - Westport, CT USA

• $10 - $25

A Chronicles Presents: Winners of its Annual 10-Minute Play Festival Visionary, Absurd, Heartbreaking. Nine Playwrights on Reproductive Rights Novemb ....

Thursday Organ Groove w/Conners & Doty ~ Ossining NY

• Nov. 13 - Nov 13, 2025
• Elks Lodge #1486 - Ossining, NY USA

• $1 - $10

Be our Guest and join Hammond B3 Man Paul Connors, Drummer Jon Doty and a local talent for an evening of Jazz, R&B and Blues. ....

Barrels For A Cause 2025

• Nov. 13 - Nov 13, 2025
• Stappa Vineyard - Orange, CT USA

• Food / Wine / Beer

• $100 - $250

Join the Rape Crisis Center of Milford & the Beth-El Center on Thursday November 13th for our 3rd annual Barrels for a Cause event at Stappa Vineyard! ....

Acoustic SoNo

• Sep. 26 - Nov 28, 2025
• SoNo 1420 America's Maritime Distillery - Norwalk, CT USA

• Music

Acoustic SoNo returns to SoNo 1420, America’s Maritime Distillery, starting Friday, September 5. The fall series runs from September through November, ....

Music Mountain Summer Festival: 96th Season FINAL CONCERT BENEFIT - Juilliard String Quartet

• Sep. 14 - Sep 14, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Ludwig van BEETHOVEN String Quartet in A Minor, Opus 132 Antonín DVORÁK String Quintet in E Flat Major, Opus 97, "American" Tickets: $40-85, Under 19 ....

Music Mountain Summer Festival: NEW YORK GILBERT & SULLIVAN PLAYERS

• Sep. 13 - Sep 13, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

Tickets: $35-50, Under 19 Free musicmountain.org or 860-824-7126 for tickets and more information Location: Gordon Hall, Music Mountain 225 Music Mou ....

Music Mountain Summer Festival: Cassatt String Quartet & Magdalena Baczewska, Piano

• Sep. 7 - Sep 7, 2025
• Music Mountain Inc - Canaan, CT USA

• $50 - $100

Wolfgang Amadeus MOZART String Quartet in E Flat Major, K. 428, "Haydn" Dmitri SHOSTAKOVICH String Quartet in F Sharp Major, Opus 142 Robert SCHUMANN ....

Music Mountain Summer Festival: DONALD SOSIN & JOANNA SEATON SILENT FILM & LIVE MUSIC

• Sep. 6 - Sep 6, 2025
• Music Mountain Inc - Canaan, CT USA

• $25 - $50

F.W. Murnau’s Sunrise (1927), a silent film masterpiece of love, betrayal, and redemption. Enhanced by live music composed and performed by pianist Do ....