Festivals near Pawling, NY.

Second Fridays at Eastdale Village

• Aug. 14 - Aug 14, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music by Probable Cause Band, food from Frites of NY and special offerings from Eastdale's shops, restaurants and businesses. Seating is a ....

Yonkers Waterfront Live – Chanique & D Magma Band

• Aug. 14 - Aug 14, 2026
• 71 Water Grant St - Yonkers, NY USA

• Music

The Yonkers Downtown/Waterfront Business Improvement District is excited to once again bring the Yonkers waterfront to life with an exciting season of ....

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! ....

Eastdale Village Pickle Festival presented by Lilly’s Natural Pet Store

• Aug. 22 - Aug 22, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music, local vendors, craft food and beverages, family-friendly activities and plenty of pickle-inspired creations throughout Eastdale Vill ....

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 ....

Armenian Festival

• Aug. 23 - Aug 23, 2026
• Armenian Church of the Holy Resurrection - New Britain, CT USA

• Food / Wine / Beer

The Armenian Church of the Holy Resurrection will hold their yearly festival on the church grounds of 1910 Stanley Street in New Britain, CT. Live Mu ....

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 ....

Corn Maze & Cider Donut Festival

• Sep. 5 - Sep 6, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

Head over for the Ribbon Cutting Ceremony at the Corn Maze at 10 AM on September 5th. Saturday, September 5th Activities (Subject to change, stay tune ....

Bedford Music Festival

• Sep. 6 - Sep 6, 2026
• Caramoor Center for Music and the Arts - Katonah, NY USA

• Music

• $50 - $100

Grab food and drinks from local vendors while your kids stay busy with activities designed just for them. Pack your lawn chairs and gather with your n ....

Tano Jones Revelry Performs At Daryl's House In Pawling New York

• Sep. 6 - Sep 6, 2026
• Daryl's House Restaurant \u0026 Live Music Club - Pawling, NY USA

• Music

• $10 - $25

Rhythm. Life. Melodies. Tales. Harmony. Love. These are the elements that define Tano Jones Revelry, the Detroit-born collective led by singer, songwr ....

Second Fridays at Eastdale Village

• Sep. 11 - Sep 11, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music by 5 Day Knights, food from The Grille Wagon and special offerings from Eastdale's shops, restaurants and businesses. Seating is ava ....

Corn Maze & Cider Donut Harvest Music Festival

• Sep. 12 - Sep 13, 2026
• Lyman Orchards Apple Barrel Farm Market - Middlefield, CT USA

• Other / General

We will be bringing you back-to-back bands of live music from Connecticut's best local artists from 12 PM - 4 PM! Stay Tuned for This Year's Corn Maze ....

Bronx Little Italy's Annual Ferragosto Festival

• Sep. 13 - Sep 13, 2026
• Arthur Avenue - , NY USA

• Community (Community / Social)
• Community (Family & Kids)
• Food / Wine / Beer

• FREE!!

Join us for Ferragosto on Sunday, September 13th from 12-6pm (rain or shine) along Arthur Avenue at East 187th Street. Ferragosto has brought together ....

Korea Festival 2026

• Sep. 19 - Sep 19, 2026
• Twin Star Orchards - New Paltz, NY USA

• Food / Wine / Beer

• $1 - $10
• $25 - $50
• $50 - $100

Join us for our inaugural Korea Festival 2026, where you can explore a lively Tasting Market filled with local producers of Korean foods, beverages, i ....

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 ....

Second Fridays at Eastdale Village

• Oct. 9 - Oct 9, 2026
• Eastdale Village Town Center - Arlington, NY USA

• Other / General

Enjoy live music by Heavy Gauge, food from The Grille Wagon and special offerings from Eastdale's shops, restaurants and businesses. Seating is avail ....

Pritish Narula Live Comedy in Port Washington, New York

• Aug. 9 - Aug 9, 2026
• Jeanne Rimsky Theater - Landmark on Main Street - Port Washington, NY USA

• Comedy Show

• $25 - $50

Get ready for an unforgettable evening of laughter, sharp observations, and thought-provoking comedy as renowned stand-up comedian Pritish Narula ....

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 ....

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! ....

La Guelaguetza of Poughkeepsie 2026

• Aug. 2 - Aug 2, 2026
• Waryas Park Promenade - Poughkeepsie, NY USA

• Other / General

The Grupo Folclórico de Poughkeepsie and the La Guelaguetza Organizing Committee invite you to attend La Guelaguetza de Poughkeepsie 2026. La Guelague ....

Connecticut Country Music Festival

• Aug. 1 - Aug 1, 2026
• North Haven Fairgrounds - North Haven, CT USA

• Music

• $50 - $100

The Connecticut Country Music Festival is a one-day outdoor event featuring national and rising country artists, curated food and drink experiences, a ....

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 ....

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

• 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! ....