Your Guide to This Summer’s Fairs, Festivals, and Flea Markets

Get a dose of summer fun at these artsy events.


Arts & Crafts


Mower’s Saturday/Sunday Flea Market

Weekends starting May 19

Kitschy statues, retro fashion and luggage, records, ethnic textiles and baskets, and collectible bottles are just the beginning at this funky flea in a field.

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Rhinebeck Crafts Festival

Dutchess County Fairgrounds, Rhinebeck
June 23–24
Browse handmade clothing, lighting, furniture, and pottery. Plus, there’s an interactive puppet theater, and face-painting for kids.


Woodstock-New Paltz Art & Crafts Fairs

Ulster County Fairgrounds, New Paltz
May 26–28 (Memorial Day weekend) and Sept 1–3 (Labor Day weekend)

Yes, they have gorgeous furniture and architectural crafts, but there is also a slew of specialty foods and healthcare products to try, plus a children’s art project tent.

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REVEAL International Contemporary Art Fair 

Saratoga Springs City Center, Saratoga Springs
Aug 2–5

The premiere of REVEAL at Saratoga comes at the height of the area’s social and cultural season. An embodiment of diversity, discovery, and curatorial integrity, the debut art fair provides a platform for a select group of 50 galleries that showcase the foremost emerging, mid-career, and established artists.


Country Living Fair

Dutchess County Fairgrounds, Rhinebeck
June 1–3

Shop repurposed furniture, upcycled jewelry, and vintage textiles from some 200 vendors.

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Food & Drink


photo by sara strauss

Westchester Magazine’s Wine & Food Festival

Kensico Dam Plaza, Valhalla
June 5–10
Meet top chefs, sommeliers, wine and spirits makers, and specialty food purveyors and sample their appetizing wares.


Stormville Airport’s Food Truck and Craft Beer Festival

Stormville Airport, Stormville
June 9
Taste the offerings of more than 15 food trucks and 40 craft beer and cider vendors, while enjoying live music, helicopter rides, and an artisan market.


23rd Annual Bounty of the Hudson Wine & Food Festival

Ulster County Fairgrounds, New Paltz
June 16
Sample the finest wines of the area in side-by-side tastings while enjoying an assortment of exquisite artisanal products from local farm-to-table producers.


Hudson Valley Taco Fest

Orange County Farmers Museum Montgomery
June 23
Enjoy a day full of more than 40 varieties of gourmet tacos including chicken, beef, fish, shrimp, and vegan options. Sangria and beer will be served, plus taco-eating and tasting competitions.


photo by Chuck Merrihew

Beer, Bourbon, and Bacon

Barton Orchards, Poughquag
June 30
Hundreds of different beers and spirits from the Hudson Valley and beyond. Oh, and food vendors bring the bacon.


Our Lady of the Resurrection Monastery Vinegar Festival

July 14–15
Sample and buy artisanal vinegars (including raspberry, sherry, and cider honey) and other foods created at the monastery, located on a shady country road.


The Blueberry Festival

Canal Street & Liberty Square, Ellenville
August 11
This annual festival offers a fun time for the whole family with a blueberry pancake breakfast, live music throughout the day, children’s activities, and a homemade blueberry-iincorporated food contest.


11th Annual Sangria & Jazz Festival 

Hudson-Chatham Winery, Ghent
August 11
Enjoy imaginative sangrias (blueberry, raspberry, jalapeno, and watermelon basil) under a tent with live music and finger foods.


The Bagel Festival

Broadway, Monticello
August 12
Celebrate the holey roll that’s boiled and baked at the 6th annual Bagel Festival. Broadway turns into Bagel Boulevard, hosting vendors, music, and food. Past events at the festival have included a bagel-stacking contest, and a competition to see who can roll a bagel the farthest down the boulevard.


Hudson Valley Ribfest

Ulster County Fairgrounds, New Paltz
August 17–19
Pitmasters compete in a backyard barbecue setting for prize money and prestige while lovers of chicken wings, beef brisket, and pork ribs have a field day.


Putnam County Wine and Food Fest

Patterson Fire Department, Patterson
Aug 25–26 
Bring a lawn chair and listen to local bands while you sip and sample top New York State craft beverages and delectable edibles.

Family Fun


Dutchess Dragon Boat Race and Festival

Hudson River Rowing Association Dock, Poughkeepsie
July 21
Strikingly painted wooden boats race for charity on the water, while demos of traditional Chinese dancing and crafts take place on land.

Newburgh Illuminated Festival

Broadway and Liberty Street, Newburgh
June 2
The second largest music festival in the Hudson Valley also has art, dance, children’s activities, and food, all celebrating the city of Newburgh.


PLUS Polish Festival

June 2-3
Celebrate Polish history and culture with food, concerts, contests, children’s activities, exhibitions, and more. 


Kingston Kayak Festival

Kingston Point Beach
June 9-10
Beginner to advanced kayakers take lessons on the beach or tours on the water and get the lowdown on boating safety.


Hudson Valley Chalk Festival

Water Street Market, New Paltz
July 20-22

Street artists from all over the country create colorful and colossal sidewalk art and mentor other artists – all for free!


New York Renaissance Faire

Tuxedo Park
Saturdays and Sundays
August 4–September 30
Characters in period costume joust, dance around the maypole, play human chess, and tend booths stocked with pub-style fare and fanciful crafts.


photo provided by the dutchess county regional chamber of commerce

Hudson Valley Hot-Air Balloon Festival

Dutchess County Fairgrounds, Rhinebeck
July 6–8
More than 100 balloons take to the skies in breathtaking mass launches, with tether rides among the ground-based

Music and Theater


photo by Dave DeCrescente photography

Rockin’ on the River

Riverfront Park, Troy
Wednesdays, June 7–August 9
This 10-week outdoor summer concert series gives music lovers the perfect excuse to stay out on a Wednesday night. Unwind on the riverside of downtown Troy with a different band each week.


Hudson Valley Shakespeare Festival 

Boscobel House and Gardens, Garrison
June 7–Sept 3
Experience the Bard in this open-air tented theater, this season highlighting Richard II and The Taming of the Shrew.


Taste of Country Music Festival

Hunter Mountain, Hunter
June 8–10
All-star lineups, great grub (veggie-vegan, too!), and RV and tent camping make this multiday event a hot ticket.


Mountain Jam

Hunter Mountain, Hunter
June 15-17
This weekend camping blowout features more than 50 sought-after acts on three stages.


Clearwater’s Great Hudson River Revival

Croton Point Park, Croton-on-Hudson
June 16-17
This environmentally themed songfest features national headliners and local favorites, along with dance, family-friendly programs, and river sails.


Powerhouse Theater

Vassar College, Poughkeepsie
June 22–July 29
You might just see the next Hamilton at this six-week summer program debuting Broadway-bound plays, musical workshops, and


 photo by gabe palacio

Caramoor Summer Music Festival

149 Girdle Ridge Road, Katonah
June 16–July 29
Shifting the spotlight this year to living composers and new ensembles, this lush estate’s world-class fest focuses on diverse musical performances.


Hudson Valley Hoot

The Ashokan Center, Olivebridge 
August 24–26
Folk music fandango with square dancing, fiddlers, storytelling, and late-night jam sessions.


Bard Summerscape

Bard College, Annandale-On-Hudson
June 28–August 19
Experience opera, theater, dance, cabaret, film, and music, including the 29th annual Bard Music Festival, “Rimsky-Korsakov and His World.”

County Fairs


photo by michael salerno and chuck deluca

Putnam County 4-H Fair

July 27–29 


Orange County Fair

July 12–July 21


Ulster County Fair 

July 31–August 5


photo by danni weckesser

Dutchess County Fair

August 21-26

Columbia County Fair

August 29–September 3

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