Festivals near Pawling, NY.

More Music May Series at Empire City Casino by MGM Resorts

• May. 10 - May 10, 2026
• Empire City Casino - Yonkers, NY USA

• Music

• FREE!!

Empire City Casino by MGM Resorts is hosting its More Music in May series throughout the month with Salsa Sundays and Tribute Thursdays ....

Hartford Color Run By Color Craze

• May. 9 - May 9, 2026
• Hartford - Hartford, CT USA

• Community (Family & Kids)
• Health & Wellness
• Other / General
• Outdoor / Recreation
• Sports / Fitness

• $50 - $100
• $100 - $250

Welcome to Color Craze, one of the most vibrant experiences in the ColorVerse! This isn’t just a run, it’s a full-blown festival ....

Every Breath You Take: A Tribute to Sting & The Police - At ButtonBall Barn

• May. 8 - May 8, 2026
• Buttonball Barn - Egremont, MA USA

• $10 - $25

Every Breath You Take: A Tribute to Sting & The Police is more than a tribute show — it’s a high-energy, immersive celebration of one of the most infl ....

Charles Oliveira Set for Exhibition Rematch with Tim Tetrick at Yonkers Raceway

• May. 8 - May 8, 2026
• Yonkers Raceway - Yonkers, NY USA

• Sports / Fitness

• FREE!!

The 127th season at historic Yonkers Raceway at Empire City Casino by MGM Resorts continues with a unique crossover event five years in the making, as ....

More Music May Series at Empire City Casino by MGM Resorts

• May. 7 - May 7, 2026
• Empire City Casino - Yonkers, NY USA

• Music

• FREE!!

Empire City Casino by MGM Resorts is hosting its More Music in May series throughout the month with Salsa Sundays and Tribute Thursdays ....

Marc Douglas Berardo & Louise Coombe - Two Acclaimed Songwriters, One Intimate Stage.

• May. 3 - May 3, 2026
• Buttonball Barn - Egremont, MA USA

• $10 - $25

Marc Douglas Berardo is a master storyteller and wooden-guitar craftsman whose songs blend humor, heart, and deep emotional resonance. A 35-year road ....

5th Annual Gjergj Kastrioti Skenderbeu Street Fair

• May. 3 - May 3, 2026
• 610 Crescent Ave - , NY USA

• Community (Local / Fair)

• FREE!!

The 5th Annual Gjergj Kastrioti Skenderbeu Street Fair will take place on Sunday, May 3rd from 12pm to 6pm in Bronx Little Italy. Hosted by the Albani ....

29th Annual Frog Frolic Family Festival

• May. 2 - May 3, 2026
• Redding Community Center - Redding, CT USA

• Other / General

Mark Twain’s short story, The Celebrated Jumping Frog of Calaveras County, put him on the map, jump-starting his career as the greatest American humor ....

Spring Crafts at Lyndhurst 2026

• May. 1 - May 3, 2026
• 635 S Broadway - Tarrytown, NY USA

• $10 - $25

Westchester's favorite festival, Spring Crafts at Lyndhurst returns on May 1-3, 2026! Find handmade and uncommon items from 200 makers you can't find ....

Spring Crafts at Lyndhurst 2026

• May. 1 - May 3, 2026
• Lyndhurst Mansion - Tarrytown, NY USA

• $10 - $25

Westchester's favorite festival, Spring Crafts at Lyndhurst returns on May 1-3, 2026! Find handmade and uncommon items from 200 makers you can't find ....

Morgan Myles -You may know her from The Voice! Live at The BARN

• Apr. 30 - Apr 30, 2026
• Buttonball Barn - Egremont, MA USA

• $10 - $25

Morgan Myles is a powerhouse Americana and country-soul artist whose five-octave voice and raw honesty have made her one of Nashville’s most compellin ....

PLAY LIKE A GIRL; A Concert of Music by Women to Help Women

• Apr. 26 - Apr 26, 2026
• St Joseph Church - Bristol, CT USA

• Arts (Performing Arts)
• Community (Community / Social)
• Community (Fundraiser)
• Music
• Organization / Group

• FREE!!

Join us for a free concert of music composed by women to help women. The concert is free to attend, and a reception will follow. We will offer music t ....

Harugari Halfway to Oktoberfest

• Apr. 26 - Apr 26, 2026
• Harugari German-American Club - West Haven, CT USA

• Food / Wine / Beer

• $1 - $10

No need to wait until fall to celebrate—Halfway to Oktoberfest is coming at the Harugari. Join us on Sunday, April 26, beginning at noon, for an after ....

Music "En Plein Air" with Jesse Lewis and Friends

• Apr. 25 - Apr 25, 2026
• 511 Warburton Ave - Yonkers, NY USA

• Music

Immerse yourself in music, art, and nature with an outdoor performance overlooking the Palisades. Guitarist Jesse Lewis and vibraphonist and composer ....

PKX Festival: Community Celebration

• Apr. 25 - Apr 25, 2026
• 45 Pershing Ave - Poughkeepsie, NY USA

A vibrant, family-friendly outdoor community celebration filled with creativity and fun for all ages! Get ready to play and create with an exciting ....

Chancellor’s Sheep and Wool Showcase

• Apr. 25 - Apr 25, 2026
• Clermont State Historic Site - Germantown, NY USA

• Other / General

• $10 - $25

The Chancellor’s Sheep and Wool Showcase is family-friendly event that features shearing demonstrations, farm animals, and historic reenactments. The ....

Woodbridge Earth Day

• Apr. 25 - Apr 25, 2026
• Woodbridge Town Green - Woodbridge, CT USA

• Other / General

This community event is hosted by the Woodbridge Ad Hoc Sustainability Committee and Town of Woodbridge. Celebrate Woodbridge Earth Day by enjoying e ....

Charis Sings Songs of Democracy

• Apr. 24 - Apr 24, 2026
• First Presbyterian Church - New Canaan, CT USA

• Music

• $10 - $25

CHARIS SINGS SONGS OF DEMOCRACY Charis Chamber Voices celebrates America’s 250th birthday with Songs of Democracy: Friday April 24 at 7:30 p.m. at F ....

Four Sticks - The Music of Led Zeppelin- ButtonBall Barn

• Apr. 24 - Apr 24, 2026
• Buttonball Barn - Egremont, MA USA

• $10 - $25

Few bands have defined rock & roll like Led Zeppelin—and Four Sticks brings that legendary sound roaring back to life. From the thunder of “Good Time ....

Earth Day Festival in New Rochelle

• Apr. 22 - Apr 22, 2026
• NEW ROCHELLE CITY HALL - New Rochelle, NY USA

• Other / General

Join the City of New Rochelle as we celebrate Earth Day on Wednesday, April 22, from 4:00 PM to 7:00 PM at City Hall. Enjoy an evening of ALL AGES eco ....

Liz Longley - Nashville-based Singer-songwriter - Live at The BARN

• Apr. 17 - Apr 17, 2026
• Buttonball Barn - Egremont, MA USA

• $25 - $50

Nashville-based Singer-songwriter Liz Longley brings an intimate and deeply moving performance to The Barn on Friday, April 17. Celebrated for her pow ....

Cafely Delivers Layered Insight Roast Platform

• Mar. 30 - Mar 30, 2026
• Cafely - Farmington, CT USA

• Music

• FREE!!

Join us at Cafely as we dive into the latest Starbucks statistics and uncover the pivotal trends shaping the vibrant coffee industry today. I’m thrill ....

Rich Visuals Hub Now Live at Cafely

• Mar. 30 - Mar 30, 2026
• Cafely - Stamford, CT USA

• FREE!!

Embark on a journey with Cafely to dissect the latest Starbucks statistics and uncover the pivotal trends shaping the contemporary coffee landscape. O ....

Cafely Just Transmits a Nimble Data Command Center

• Mar. 30 - Mar 30, 2026
• Cafely - Pleasant Valley, NY USA

• Nightlife

• FREE!!

Embark on a journey with Cafely as we delve into the pulsating heart of today’s coffee landscape, illuminated by the latest Starbucks statistics that ....

Cafely Just Instigates a Detailed PerkStats Engine

• Mar. 30 - Mar 30, 2026
• Cafely - Great Barrington, MA USA

• FREE!!

Join Cafely to dive into the latest Starbucks statistics and uncover the pivotal trends shaping today’s vibrant coffee industry. In a world where coff ....