ALL WEEKEND

Armonk Outdoor Art Show – Armonk
Features 185 artists showcasing their fresh and diverse one-of-a-kind works of art. Take advantage of the docent tours, personal shoppers, and children’s activities. $10 for adults; FREE for kids 18 and under.

New Rochelle Arts Fest – New Rochelle
Celebrate the vibrant art and cultural communities of New Rochelle and Pelham. Highlights of the weekend include an antique car show, a behind the scenes tour of world renowned pop artist Charles Fazzino’s studio, and free performances at the PAC House Theater. A free “Culture Trolley” takes you to private and public venues throughout New Rochelle and Pelham. FREE

SATURDAY

Fall Harvest Festival – Brewster
Children’s activities include pumpkin decorating, glitter tattoos, hay rides, pony rides, a hay maze for little ones, a Bungee Trampoline and Make Your Own Scarecrow. Kids can also join the Children’s Harvest Fun Run. $5 for adults; $10 for children.

Sleepy Hollow Adventure Race Experience – Sleepy Hollow
S.H.A.R.E. is all about teamwork and having fun. Teams of one child and one adult will race together through the course while completing mystery events along the way. $10 per team if you pre-register; $20 per team on race day. 

Sleepy Hollow Oktoberfest – Sleepy Hollow
Feast on authentic German food and beverages and dance to live Bavarian music. FREE

SUNDAY

Rosenthal JCC’s Fall Fest – Pleasantville
Barnyard petting zoo, pony rides, a bounce house, wacky photo booth, touch-a-truck, a trackless train, water slide, pumpkin patch and decorating, crafts and refreshments. FREE

Family Fun Day - West Nyack
Have fun and help benefit the American Cancer Society. Activities include relay races, bounce houses, face painting, sporting games, mini golf, music and more. At dusk, a ceremonious release of biodegradable paper lanterns, available for a $10 donation, will take place in honor or memory of a loved one. $5 per child for all activities, adults are FREE.

BEYOND WESTCHESTER

Travel back to the Renaissance period and experience Medieval music, dance, magic, and minstrels, jugglers and jesters, and a joust between four knights on horseback at the FREE Medieval Festival in Fort Tryon Park in Washington Heights. 

In Hartford, enjoy Celtic dancing, Irish and Scottish musical performances, kids activities and more at Pipes in the Valley Celtic Festival.

Don't forget to check out our Event Calendar for even more events happening throughout Westchester!