2023 Summer Festivals in Westchester and the Surrounding Area

Summer Festivals in Westchester

Summer Festivals in Westchester

Live music, rides, and games – oh, my! Summer is all about making the most of our time outdoors, and in Westchester – and the surrounding area – you’ll find many ways to do that at our summer festivals. From traditional kid carnivals to some of the best music festivals in the area, you’ll discover something for everyone to explore, enjoy, and soak in the long days of summer at one of these fun festivals.

Wednesday, May 17th-Sunday, May 21st
St. Patrick’s Carnival (Bedford)

The popular St. Patrick’s Carnival is back for its 48th season! This event includes carnival games, rides, and food! 7 Pound Ridge Rd, Bedford, NY 10506.

Saturday, May 27th from 10:00am-2:00pm
The Pinkster Festival: Remembrance and Renewal (Sleepy Hollow)

Join the Historic Hudson Valley for a day filled with art, poetry, live music, dance, and storytelling that celebrates and commemorates the region’s African American history and culture. The event also includes a spoken word performance, dancing, drums, jazz music, and families can participate in call-and-response song.

Friday June 2nd from 6:00pm-midnight; Saturday, June 3rd from 5:00pm-midnight; and Sunday, June 4th from 2:00pm-9:00pm
Festa Italiana (Harrison)

Bring the whole family to this Italian festival where you’ll enjoy a delicious selection of Italian food, wine, games, and more. The procession with the statue of Saint Anthony follows the midnight mass on Sunday. Saint Anthony of Padua Church, 85 Harrison Street, West Harrison, NY, 10604

Sunday, June 4th from 11:00am-6:00pm

Enjoy this family-friendly outdoor festival, complete with live music, local vendors, and kid programming such as storytime and magicians. Dock Hill Road, Cornwall-on-Hudson, NY, 12520.

June 7th-June 11th, various times
Katonah Fire Department Carnival

Enjoy the kick-off to summer at the annual Katonah Fire Department Carnival. This carnival includes rides, games, and classic carnival fare.

Friday, June 8th-Sunday, June 11th
Fol de Rol County Fair (Armonk)

Enjoy four days of rides, entertainment, food trucks, and fun at the annual Fol de Rol County Fair.  Wampus Elementary School, Maple Avenue, Armonk, NY, 10504.

Sunday, June 11th
Strawberry Festival (Beacon)

Hosted by the Beacon Sloop Club, the Strawberry Festival features live music, activities for kids, crafts, food, and more. Pete and Toshi Seegar and Riverfront Park 2 Red Flynn Drive, Beacon, NY, 12508

Sunday, June 16th-Tuesday, June 18th
Yonkers Ukrainian Heritage Festival (Yonkers)

At this annual celebration of Ukrainian heritage, families can learn more about Ukrainian culture, enjoy food, traditional crafts, games, and more. St. Michael’s Ukrainian Catholic Church, 21 Shonnard Place , Yonkers, NY, 10703

Saturday, June 24th at 12:30pm
American Roots Music Festival (Katonah)

Enjoy Caramoor’s annual American Roots Music Festival, in collaborationwith City Winery, for a day of music. This includes multiple bands who will perform blues, Americana, folk, and bluegrass, ending with singer-songwriter, and now Tony-nominated artist, Brandy Clark. $49 per adult; $25 per child. 149 Girdle Ridge Rd, Katonah, NY 10536.

Sunday, June 25th
37th Annual African-American Festival (Vahalla)

Celebrate African culture with your family at the 37th Annual African-American Festival. Enjoy traditional African music, songs, dance, food, and more. Kensico Dam Plaza, 1 Bronx River Parkway Rd, Valhalla, NY 10595 

July 9th
Pleasantville Music Festival 2023 (Pleasantville)

Rock out with your kids at the 17th annual Pleasantville Music Festival. This year’s line-up includes performances from They Might Be Giants, Sophie B. Hawkins, Peter Francis and more. While kids are permitted, children under 12 must be accompanied by a ticket-carrying adult. Parkway Field, Pleasantville, NY

July 15-July 17th
Putnam County Country Fest (Carmel)

This fun outdoor festival features animal shows and demos, local vendors, STEM demos, DJs, archery, composting, games, inflatables, and much more. Putnam County Veterans Memorial Park, 201 Gipsy Trail Rd, Carmel, NY 10512.

Thursday, July 20th-Sunday, July 30th 
Orange County Fair (Middletown)

This jam-packed festival includes everything you could possibly be looking for in a summer far. The event features lives music, rides, monster truck shows, a circus, petting zoo, fireworks, and much more. 239 Wisner Avenue, Middletown, NY, 10940.

Thursday, August 3rd-Sunday,August 19th
Hudson Valley Jazz Fest (Various locations)

Enjoy live music with your family at the Hudson Valley Jazz Fest. The 14th annual festival features Hudson Valley NY jazz artists that can be seen at various locations throughout the Hudson Valley such as local restaurants, clubs, galleries, and more.

Tuesday, August 22nd-Sunday, August 27th
Dutchess Fair (Rhinebeck)

The six-day Dutchess Fair offers a unique immersion into the world of agriculture, horticulture, and more mixed with rides, performances, food, local vendors, and more. Children age 11 and under are free. 6550 Springbrook Ave., Rhinebeck, NY