Mid-June through August

Caramoor Summer Music Festival


May 4–July 28

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This lush estate’s world-class music fest is expanding its lineup to include jazz, folk, flamenco, and modern classical, with a focus on groundbreaking and living composers.


Hudson Valley Shakespeare Festival

Boscobel House and Gardens, Garrison

June 9–Sept 8

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Experience the Bard in this open-air tented theater, this season highlighting Cyrano, Cymbeline and, for the first time, a musical with Into the Woods.


Powerhouse Theater

Vassar College, Poughkeepsie

June 21–July 29

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This six-week summer program showcases the best of modern theater, with debuts of Broadway-bound plays, musical workshops, readings, and training programs for aspiring actors and directors.


Rhinebeck Crafts Festival

Dutchess County Fairgrounds, Rhinebeck

June 22–23

Browse handmade textiles, sculpture, furniture, and pottery from over 200 American vendors. Plus gourmet food, wine tastings, and interactive puppet theater and face-painting for kids.


Bard Summerscape

Bard College, Annandale-On-Hudson

June 29–Aug 18

The 30th iteration of this world-class festival includes opera, theater, dance, cabaret, film, and music, centered around “Korngold and His World.”


County Fairs


Orange County Fair

July 18–28


Putnam County 4-H Fair

July 26–28


Ulster County Fair

July 30–Aug 4


Dutchess County Fair

Aug 20–25


Columbia County Fair

Aug 28–Sept 2



An Old-Fashioned Independence Day

Clermont State Historic Site, Germantown

July 4

Costumed re-enactors demonstrate 18th-century crafts during a music-filled fest that includes fireworks.


West Point Fireworks and Band

United States Military Academy, West Point

July 7 (raindate July 8)

Relax on lawn chairs and blankets for a 90-minute patriotic show capped off by fireworks over the Hudson.


Hudson Valley Hot-Air Balloon Festival

Dutchess County Fairgrounds, Rhinebeck

July 12–14

More than 100 balloons take to the skies in breathtaking mass launches; tethered rides are among attractions for the crowds below the clouds.


Catskills Irish Arts Week

East Durham

July 14–20

Keep time to the bodhrán, learn how to step, and enjoy some of the finest trad music on this side of the Atlantic, all in the “Ireland of the Catskills.”


Our Lady of the Resurrection Monastery Vinegar Festival


July 15–16

Sample and buy artisanal vinegars (raspberry, sherry, and cider honey) and food created at the monastery.


Dutchess Dragon Boat Race and Festival

Hudson River Rowing Assoc. Dock, Poughkeepsie

July 20

Strikingly painted wooden boats race for charity on the water, while demos of traditional Chinese dancing and crafts take place on land.


Rosendale Street Festival


July 20–21

A volunteer-run celebration of all things local, with food, vendors, and eight different stages of live music. Any profits fund scholarships for graduating high school students.


New York State Food Festival

Empire State Plaza, Albany

Aug 7

This free event showcases our brewers, growers, bakers, and makers, ending with a big-name performance.


12th Annual Sangria & Jazz Festival

Hudson-Chatham Winery, Ghent

Aug 10

Enjoy imaginative sangrias under a tent with live music, henna tattoos, tarot card readings, and finger foods.


Putnam County Wine & Food Fest

Patterson Fire Department

Aug 10–11

Bring a lawn chair and listen to local bands while you sip and sample top NYS craft beverages and edibles.


Photo by Katie Chirichillo

Burger & Beer Bash

Dutchess Stadium, Wappingers Falls

Aug 15

Sample creations from the region’s top burgermeisters and wash it down with some suds, then vote for the best! This has been Zero Waste since 2018.


Hudson Valley Ribfest

Ulster County Fairgrounds, New Paltz

Aug 16–18

Pitmasters compete in a backyard barbecue setting for prize money and prestige.


New York Renaissance Faire

Tuxedo Park

Saturdays and Sundays, Aug 17–Oct 6

Characters in period costume joust, play human chess, and tend booths with pub-style fare and fanciful crafts.


Hudson Valley Hoot

The Ashokan Center, Olivebridge

Saturdays and Sundays, Aug 23–25

A family-friendly folk music fandango with square dancing, fiddlers, storytelling, and late-night jams.

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