Spring 2018 Festivals and Fairs in Westchester

White Plains, Tarrytown, New Rochelle, Armonk, Sleepy Hollow, Philipsburg Manor, Cortlandt Manor, Harrison
Photo of Fol de Rol County Fair by Susan Miele for Mommy Poppins

Despite the mild winter we’ve had, it’s always exciting to anticipate the arrival of spring. Beyond warmer weather and longer daylight, the caliber of events ratchets up, particularly the fairs and festivals that depend on these conditions. Westchester is buzzing with many such events all season long, promising fun-filled outdoor events for the entire family.

We've rounded up our favorite spring festivals, street fairs and celebrations happening throughout Westchester, many of which are free. Be sure to check out our Spring Activity Guide for more seasonal fun and sign up for our newsletters and consult our Event Calendar to stay informed of more great family events!

Mother Nature Spring Craft, Gift & Psychic Festival – Cortlandt Manor
Sunday, April 15, 2018
Yes, a psychic festival! This multifaceted event includes vendors, face painting and temporary tattoos.

Spinning is just one of many colonial demonstrations at Sheep-to-Shawl. Photo credit: Tom Nycz, courtesy of Historic Hudson Valley.

Sheep-to-Shawl - Sleepy Hollow
Saturday, April 21 and Sunday, April 22, 2018
Held at Philipsburg Manor, this festival welcomes spring with hands-on 18th-century activities. Check out what you need to know in our first-hand review of a past festival. 

StrawFest - New Rochelle
Sunday, April 29, 2018
This annual event celebrates the arrival of strawberry season with music, strawberry-themed events, vendors, inflatables, games and attractions. Admission is free.

Spring Crafts at Lyndhurst - Tarrytown
Friday, May 4 through Sunday, May 6, 2018
This craft festival has been held semi-annually for 30+ years and is a beloved event for locals and visitors. Experience the unique artistry of approximately 275 artists and crafts people as they sell and discuss their work. The show includes limited edition jewelry, furniture and home décor, fashion and accessories, as well as ceramics, photography, glass, mixed media, wood-work and more. Visitors can also enjoy a meal in the food court and various children’s activities throughout the weekend.

Celebrate African traditions with dance, drumming, food and more at Djembes and Dance. Photo courtesy of the venue.

Celebrate Pinkster – Sleepy Hollow
Saturday, May 19, 2018
This festival features performances of African drumming and dancing, instruction, traditional storytelling, cooking demos and historical presentations. Kids craft their own djembe to take home.

Nothing says Italian festival like zeppole! Photo courtesy of Festa Italiana.

Festa Italiana - Harrison
Friday, June 1 through Sunday, June 3, 2018
Year after year, families enjoy Italian delicacies, children’s activities and so much more at this exciting festival. Whether it’s homemade Italian foods, desserts, or beverages you’re craving, or just a fun way for kids to partake in a great cultural event, this is the place for the entire family to celebrate Italian heritage. Free admission

White Plains Outdoor Arts Festival - White Plains
Saturday, June 2 and Sunday, June 3, 2018
This art event began back in 1962 with a small group of local painters and has grown into a large group of crafters and artists from near and far coming to showcase their work. There is also a gallery of work from White Plains Public School students’ pieces, as this festival has become the largest source of scholarships for White Plains High School seniors who are committed to continuing their education in the arts. An art workshop is offered for kids, and food vendors will be on site. Free admission

Tarrytown Craft, Food & Street Fair - Tarrytown
Sunday, June 3, 2018
With over 90 vendors and crafters, this annual outdoor fair is a local favorite. Browse the tables and tents for great finds, or drop in to the local shops and restaurants. Free

Fol de Rol County Fair - Armonk
Thursday, June 7 through Sunday, June 10, 2018
This fair is fun for adults and kids alike, boasting pet and car parades, entertainment, carnival games, rides, craft vendors and live music. Free

Originally published in 2014 and updated for 2018. 

Spring Crafts at Lyndhurst
635 North Broadway
10591 Tarrytown , NY 41° 3' 14.8716" N, 73° 51' 39.4308" W
New York
The College of New Rochelle
29 Castle Place
10801 New Rochelle , NY 40° 55' 10.884" N, 73° 47' 20.2884" W
New York
Tibbits Park
1 North Broadway
10601 White Plains , NY 41° 2' 2.6376" N, 73° 45' 51.0912" W
New York
Tarrytown Street Fair
Main Street
10591 Tarrytown , NY 41° 4' 36.9696" N, 73° 51' 41.346" W
New York
Wampus Brook Park
Maple Avenue
10504 Armonk , NY 41° 7' 35.346" N, 73° 42' 50.472" W
New York
Philipsburg Manor
381 North Broadway
10591 Sleepy Hollow , NY 41° 5' 16.3284" N, 73° 51' 45.7884" W
New York
Cortlandt Colonial Restaurant & Ballroom
714 Old Albany Post Road
10567 Cortlandt Manor , NY 41° 18' 20.6388" N, 73° 55' 30.8748" W
New York