Festivals near Poughkeepsie, NY.

Lobster Sliders and Chardonnay Pairing at Millbrook Vineyards & Winery

• May. 10 - May 10, 2025
• Millbrook Vineyards \u0026 Winery - Millbrook, NY USA

• Food / Wine / Beer

• $50 - $100

Celebrate National Chardonnay Day with Millbrook Vineyards & Winery’s award-winning varietal, paired perfectly with four unique lobster roll sliders. ....

18th Annual Rip Van Winkle Wine, Brew & Beverage Festival

• May. 10 - May 10, 2025
• 1 Main St - Catskill, NY USA

• Food / Wine / Beer

• $10 - $25

The Fortnightly Club of Catskill will be hosting it's 18 Annual Rip Van Winkle Wine, Brew & Beverage Festival at the Historic Point that is right in t ....

Fools' Paradise

• May. 9 - May 9, 2025
• The Crystal Theatre - Norwalk, CT USA

• Arts (Performing Arts)

• $10 - $25
• $25 - $50
• $50 - $100

What do you desire?Two couples embark on the getaway of a lifetime at an opulent Caribbean resort, when a sudden emergency derails their plans. As the ....

Danbury Community Orchestra: Expanding Horizons

• May. 9 - May 9, 2025
• Broadview Middle School - Danbury, CT USA

• Music

The Danbury Community Orchestra, directed by Stephen Michael Smith, will perform rarely heard works by Camille Saint-Saens, Salvadoran composer Maria ....

Lights Across the Hudson

• May. 9 - May 9, 2025
• Walkway Over the Hudson State Park - Poughkeepsie, NY USA

Join us for this spectacular tribute on Friday, May 9, 2025 from 7-9:30PM at The Walkway Over the Hudson, which will shine brightly as thousands of gl ....

Lights Across the Hudson

• May. 9 - May 9, 2025
• Walkway Over the Hudson State Park - Poughkeepsie, NY USA

Join us for this spectacular tribute on Friday, May 9, 2025 from 7-9:30PM at The Walkway Over the Hudson, which will shine brightly as thousands of gl ....

Fools' Paradise

• May. 8 - May 8, 2025
• The Crystal Theatre - Norwalk, CT USA

• Arts (Performing Arts)

• $10 - $25
• $25 - $50
• $50 - $100

What do you desire?Two couples embark on the getaway of a lifetime at an opulent Caribbean resort, when a sudden emergency derails their plans. As the ....

Celebrate Food Rescue US - A Benefit to Eliminate Hunger and Fight Climate Change

• May. 7 - May 7, 2025
• Abigail Kirsch at The Loading Dock - Stamford, CT USA

• Community (Fundraiser)

• $250+

Since its founding in 2011, Food Rescue US has prevented over 215 MILLION pounds of high-quality food from being wasted – over 50 MILLION pounds ....

Hudson Valley Fair at Heritage Financial Park

• May. 7 - May 11, 2025
• Heritage Financial Park - Wappingers Falls, NY USA

Experience the sights, sounds and aromas of the electrifying midway with exciting rides and games and favorite fair food for the whole family. Admis ....

Cinco De Mayo Fiesta

• May. 5 - May 5, 2025
• Litchfield Community Center - Litchfield, CT USA

• Food / Wine / Beer

• $1 - $10

* Pre-registration required by Friday, May 2. REGISTER ¡Celebrate Cinco de Mayo in style! Join us for an unforgettable Cinco de Mayo fiesta filled w ....

Quantum Leap: A Bold Fusion of Chamber Music

• May. 4 - May 4, 2025
• Emersom Hall at the Unitarian Universalist Congregation - Stamford, CT USA

• Community (Community / Social)

• $10 - $25

This captivating program highlights composer and New Canaan native Gwyneth Walker, who will also narrate her evocative work "Trails and Open Spaces." ....

Fools' Paradise

• May. 4 - May 4, 2025
• The Crystal Theatre - Norwalk, CT USA

• Arts (Performing Arts)

• $10 - $25
• $25 - $50
• $50 - $100

What do you desire?Two couples embark on the getaway of a lifetime at an opulent Caribbean resort, when a sudden emergency derails their plans. As the ....

Sagardotegi Luncheon celebrating NY Cider Week

• May. 4 - May 4, 2025
• 155 N Ohioville Rd - New Paltz, NY USA

• Food / Wine / Beer

• $50 - $100

Join us for a 4-course lunch honoring the Basque traditions that inspired our cider house, as we celebrate New York Cider Week. *Cider-braised Choriz ....

Minks to Sinks Sale

• May. 4 - May 4, 2025
• 395 Danbury Rd - Wilton, CT USA

• Community (Community / Social)

Come thrift with Minks to Sinks - a massive tag sale where thousands of donated and consigned items are sold to benefit Family and Children's Agency, ....

EcoFest

• May. 4 - May 4, 2025
• Lachat Town Farm - Weston, CT USA

Join Lachat Town Farm, The Town of Weston and students and educators of the Weston Public Schools, as we bring together local businesses, organization ....

Springfest Craft Fair and Gift and Antique Corner, Sun. May 4, Veterans Park, Broadway, Westwood

• May. 4 - May 4, 2025
• Veterans Memorial Park - Westwood, NJ USA

• Community (Local / Fair)

The Springfest Craft Show and Antique and Gift Corner will be happening on Sunday, May 4, from 10 to 5 at Veterans Park, Broadway, Westwood, NJ. Do no ....

MOMIX: Alice

• May. 3 - May 3, 2025
• The Performing Arts Center, Purchase College - Harrison, NY USA

• Arts (Performing Arts)

• $50 - $100

Travel down the rabbit hole MOMIX-style with Moses Pendleton's newest creation, ALICE, inspired by Alice in Wonderland.  Known for creating work ....

Fools' Paradise

• May. 3 - May 3, 2025
• The Crystal Theatre - Norwalk, CT USA

• Arts (Performing Arts)

• $10 - $25
• $25 - $50
• $50 - $100

What do you desire?Two couples embark on the getaway of a lifetime at an opulent Caribbean resort, when a sudden emergency derails their plans. As the ....

Danbury Concert Chorus: A Bouquet of Gabriel Faure

• May. 3 - May 3, 2025
• St James Episcopal Church - Danbury, CT USA

• Music

A Bouquet of Gabriel FaureHonoring His 180th Birth AnniversaryDanbury Concert Chorus and Danbury Symphony Chamber Orchestra Join the Danbury Concert ....

Harmonies of the Renaissance and Baroque - An Afternoon of Sacred Choral Music

• May. 3 - May 3, 2025
• Christ Episcopal Church - Tarrytown, NY USA

• Arts (Performing Arts)
• Music

The Early Music Chamber Singers under the direction of Lisa Kumaradjaja, presents "Harmonies of the Renaissance and Baroque - An Evening of Sacred Cho ....

Holifest 2025

• May. 3 - May 3, 2025
• Roger Sherman Baldwin Park - Greenwich, CT USA

• FREE!!
• $10 - $25

One of the area's biggest community events, HoliFest, returns to Greenwich on Saturday, May 3rd, from 2 to 6 p.m. Join ICC for a community-wide celebr ....

Stamford Tacos & Margs Crawl® takes the town on May 3!

• May. 3 - May 3, 2025
• Towne Parlor Pizza \u0026 Pints - Stamford, CT USA

• Food / Wine / Beer

• $10 - $25
• $25 - $50

Get ready to spice up your Cinco de Mayo weekend at the Stamford Tacos & Margs Crawl®! Many of Stamford’s best bars & restaurants will host hundreds o ....

In Flight's Flower Fair & Flea

• May. 3 - May 3, 2025
• In Flight, Inc. - Ghent, NY USA

In Flight's Flower Fair & Flea Date: Saturday, May 3, 2025 Time: 11AM – 4 PM Location: In Flight, Inc., 1351 NY 66, Ghent, NY Join us for a fun-fill ....

28th Annual Frog Frolic Family Festival

• May. 3 - May 3, 2025
• 37 Lonetown Rd - Redding, CT USA

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 ....

LEGO® Festival at LEGOLAND® New York Resort

• May. 3 - May 3, 2025
• LEGOLAND® New York Resort - Goshen, NY USA

• Music

• $25 - $50

Running weekends from May 3 through June 8, this epic new event invites families to build, dance, rock, and game together across five interactive Fest ....