Summer Fairs and Festivals in Westchester and the Hudson Valley

Submitted by Susan Miele on

Enjoy music in a beautiful setting at the Caramoor Jazz Festival. Photo by Gabe Palacio for Caramoor
Family-Friendly Festivals and Fairs in Westchester and Hudson Valley Summer 2019

Summer has arrived, bringing with it an abundance of family-friendly festivals and fairs. We’ve rounded up 15 of our favorites in Westchester and the Hudson Valley—from strawberry festivals to county fairs—all of which include fun activities for kids. Although plans are still being finalized for some of this season’s festivities, we’ll be sure to keep this roster updated as summer progresses.

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In addition to awesome music, the Clearwater fest features tons of activities for kids. Courtesy of the event
June 2019
Fol de Rol County Fair
Thursday, June 6 – Sunday, June 9 – Armonk
Festa Italiana
Friday, June 7 – Sunday, June 9 – Harrison
Greek Food Festival
Friday, June 7 – Sunday, June 9 – Yonkers
Hudson Valley’s Food Truck and Craft Beer Festival
Saturday, June 8 – Hopewell Junction
Poughkeepsie Greek Festival
Thursday, June 13 – Sunday, June 16 – Poughkeepsie
Yonkers Ukrainian Heritage Festival
Friday, June 14 – Sunday, June 16 – Yonkers
Clearwater's Great Hudson River Revival
Saturday, June 15 – Sunday, June 16 – Croton-on-Hudson
American Roots Music Festival
Saturday, June 22 – Katonah
The Hudson Valley Hot-Air Balloon Festival is one of the most-anticipated events of the season. Photo courtesy of the festival
July 2019
Annual Great American Weekend
Saturday, July 6 – Sunday, July 7 – Goshen
Hudson Valley Hot-Air Balloon Festival
Friday, July 12 – Sunday, July 14 – Rhinebeck
Pleasantville Music Festival
Saturday, July 13 – Pleasantville
Orange County Fair
Thursday, July 18 – Sunday, July 28 – Middletown
Caramoor Jazz Festival
Saturday, July 20 – Katonah
Dutchess Dragon Boat Race & Festival
Saturday, July 20 – Poughkeepsie
Putnam County Fair
Friday, July 26 – Sunday, July 28 – Carmel
Hudson Valley Brassroots Festival and Community Day
Saturday, July 27 – Sunday, July 28 – Kingston
Elizabethan England returns to Tuxedo, NY, for the annual New York Renaissance Faire. Photo by Susan Miele
August 2019
Otisville Country Fair
Thursday, August 8 – Sunday, August 11 – Otisville
Beacon Corn Festival
Sunday, August 11 – Beacon
New York Renaissance Faire
Saturdays and Sundays, August 17 – October 6, plus Labor Day – Tuxedo
Dutchess County Fair
Tuesday, August 20 – Sunday, August 25 – Rhinebeck
Woodstock-New Paltz Art & Crafts Fair
Saturday, August 31 – Monday, September 2 – New Paltz
Fairs & Festivals
Summer Activities
Westchester