Festivals in New York, NY.
Festivals, Flea Markets

Westbury Street Fair - September

September 26, 2026

nassaucountycraftshows.com

(516) 442-6000

Downtown - Westbury, NY

Over 100 vendors, Islander representation, Children rides, games, free raffles for TV, food court, clowns, free gifts, fun galore, bargains galore. A great day to spend with the family. Free parking, Free admission.

Congers Rotary Fall Street Festival

September 27, 2026

woodwill.com

(631) 234-4183

Burnside Avenue and Congers Station Park - Congers, NY

This quaint valley cottage community consisting of Congers and Valley Cottage in the town of Clarkstown has a wonderful family and community spirit that has embraced and supported this exciting fun filled Congers Fall Street Fair with approximately 10,000 people visiting our 110 exhibitors for the last 18 years. We have beautiful arts and crafts, business booths and unique food throughout the fair. Adjacent to the fair in the park are kids rides and amusements, pumpkin painting, live music and a beer garden.

Syosset Street Fair

September 27, 2026

nassaucountyfairs.com

(516) 442-6000

Downtown shopping district - Syosset, NY

Produced in association with the Syosset-Woodbury Chamber of Commerce. Attendance~With reasonably good weather 75-100 vendors and 4,000-5,000 shoppers for the one day Event. The Fair is held annually in the late summer or early autumn, with all vendors setting up on historic Jackson Avenue, one of the original downtown shopping hubs.

World's Largest Garage Sale

October 2 - 4, 2026

warrensburggaragesale.com/sell

(518) 623-2161

Main Street - Various Locations - Warrensburg, NY

Join the World's Largest Garage Sale! Looking to showcase your unique products or tantalize taste buds? This is your golden opportunity! Thousands of shoppers will flood the streets, eager to discover hidden treasures and delicious treats. Whether you're selling handmade crafts, vintage clothing, or mouthwatering cuisine, this event offers unparalleled exposure. Secure your spot today and be part of the excitement!

Franklin Square Street Fair - October

October 3, 2026

nassaucountyfairs.com

(516) 442-6000

Franklin Avenue at Hempstead Turnpike - Franklin Square, NY

Our craft vendors offer unique hand-made items, our gift vendors offer their personal collections of hand-picked items, and our service vendors offer valuable information about your home, business, and lifestyle. We can't wait to see you there!

New City Street Festival - Fall

October 4, 2026

woodwill.com

(631) 234-4183

Main Street - New City, NY

Over 160 exhibitors and 13,000 to 15,000 attendees and features Arts, Crafts, Pottery, jewelry, delicious food and 2 kids zones with rides and bouncy houses. A music stage featuring top bands will play all day and be heard throughout the fair. There will be an exciting Touch-A-Truck arena & pumpkin painting area.

Bethpage Street Fair

October 4, 2026

nassaucountyfairs.com

(516) 442-6000

Downtown shopping district - Bethpage, NY

With reasonably good weather 100 vendors and 4,000 shoppers. The Fair is held each year on the first Sunday of October with all vendors setting up on Broadway, the main shopping street of Bethpage and features live entertainment, kiddies bounce houses and plenty of great fun food!

Inaugural Columbia County Craft Festival

October 10 - 11, 2026

hbwinefest.com

(518) 396-9959

Columbia County Fairgrounds - Chatham, NY

Inaugural Columbia County Craft Festival is a country fair featuring crafters, artisans, Farm market and craft beverage tent, children's activities and more!

Handcrafted Octoberfest at Rhinebeck

October 10 - 11, 2026

quailhollow.com

(505) 917-1731

Dutchess County Fairgrounds - Rhinebeck, NY

This festival offers a unique twist on the traditional Oktoberfest celebration, centered around over 100 juried fine art and craft exhibitors. Shoppers also enjoy harvest activities, live music, a master pumpkin carver, an arts and crafts center, a petting zoo, and a giant pumpkin weigh-off.

Eisenhower Park Field 8 Craft & Gift Fair - October

October 10 - 11, 2026

nassaucountycraftshows.com

(516) 442-6000

Eisenhower Park Field 8 - East Meadow, NY

A unique family shopping destination where consumers can interact with and buy directly from the source-Emerging and established local artisans and high quality gift vendors. All vendors offer their handmade and handpicked items at recognizable savings.We are recognized as the #1 producer of Long Island Street Fairs and Nassau County Craft Shows. Free public admission. Enter Eisenhower Park at Field 8 for free parking.

Pearl River Street Festival

October 17, 2026

woodwill.com

(631) 234-4183

105 E Central Ave - Pearl River, NY

Pearl River is nicknamed “The Town of Friendly People” for good reason. The Pearl River Chamber of Commerce began an annual tradition of hosting a community fall festival “Pearl River Day” 16 years ago. It's a day for over 25,000 visitors both young and old to gather in the streets and enjoy over 200 exhibits including live music, great food, Arts, Crafts and many fun attractions.

Suffern Fall Street Festival

October 18, 2026

woodwill.com

(631) 234-4183

Lafayette Avenue - Suffern, NY

The Suffern show boasts 180 exhibitors and 13,000 – 15,000 visitors to our Street Fairs, which include Art, Crafts, Sculpture, Photography. Business and commercial exhibits. Great food, music, kid's rides, including miniature golf, bumper cars and amusements draw even more crowds to this amazing fun filled event.

Merrick Street Fair - October

October 24 - 25, 2026

nassaucountyfairs.com

(516) 442-6000

LIRR Municipal Parking Field along Sunrise Hwy - Merrick, NY

A unique family shopping destination where consumers can interact with and buy directly from the source-emerging and established local artisans and vendors. All vendors offer their handmade and handpicked items at recognizable savings. We are recognized as the #1 producer of Long Island Street Fairs and Nassau County Craft Shows. Come join us for a relaxing, unique and fun filled day!

Clwac One Hundred & Twenty-Ninth Open Juried Exhibit

October 27 - November 13, 2026

(908) 868-8749

Salmagundi Club - New York, NY

Catharine Lorillard Wolfe Art Club, Inc. 129th Annual Open Juried Exhibition at the Salmagundi Club, NY.Oct 27 - Nov. 13, 2026, Open to women artists. Media: Oil, Acrylic, Watercolor, Pastel, Drawings, Graphics, Collage, Mixed Media, and Sculpture. Near $19,000 in awards.

Eisenhower Park Field 8 Christmas Craft & Gift Fair

November 7 - 8, 2026

nassaucountyfairs.com

(516) 442-6000

Eisenhower Park Field 8 - East Meadow, NY

A unique family shopping destination where consumers can interact with and buy directly from the source-Emerging and established local artisans and high quality gift vendors. All vendors offer their handmade and handpicked items at recognizable savings.We are recognized as the #1 producer of Long Island Street Fairs and Nassau County Craft Shows. Free public admission. Enter Eisenhower Park at Field 8 for free parking.

DCC Foundation Holiday Craft Fair

November 28 - 29, 2026

quailhollow.com

(845) 516-4342

Dutchess Community College - Poughkeepsie, NY

Now in its 54th year, the Dutchess Community College Foundation Holiday Craft Fair is a festive marketplace for Hudson Valley art lovers and holiday shoppers alike. The weekend-long event showcases more than 100 juried artists and makers offering fine art, ceramics, jewelry, woodwork, fiber, specialty foods, candles, soaps, and more.

Rochester International Jazz Festival

June 18 - 26, 2027

rochesterjazz.com

(585) 454-2060

Various 19 Venues - Rochester, NY

The Rochester International Jazz Festival is one of the world's leading music festivals. The festival welcomes jazz enthusiasts from around the world for nine days of extraordinary and diverse creative improvised music, hosting 1750+ of the finest artists from around the world at 300+ concerts at 19 indoor and outdoor venues, all within walking distance in Rochester's Midtown and East End Cultural Districts. Ticketed and free headliner shows, Club Pass Series shows, nightly jam sessions, and 100+ free shows and events. Food and beverages available throughout the festival.