Family-Friendly Fall Festivals Happening in Westchester County
Fall is in the air. We can’t wait to make the most of this season by enjoying the incredible line-up of fall festivals. From arts’ festivals to live music to crafts and carnivals, you’ll enjoy celebrating all things fall at these family-friendly events.
Check out… Literacy, Fun, and Community at the Chappaqua Book Festival
Saturday, September 28th from 11:00am-7:00pm
Hudson Valley Irish Fest
Enjoy Irish music and step dancing on the beautiful banks of the Hudson River just steps away from Metro North Peekskill Station! Peekskill Riverfront Green Park, 50 Hudson Avenue, Peekskill, NY.
Saturday, September 28th from 10:00am-4:00pm
Chappaqua Children’s Book Festival
The fun event includes book signings, readings, illustrator demos, with a percentage of proceeds going to literacy programs throughout Westchester and Metro New York. Food will be also available from gourmet food trucks and access to the nearby Chappaqua Farmers Market. Admission and parking are free and the event is held rain or shine. Chappaqua Train Station, Allen Place, Chappaqua, NY 10514.
Saturday, September 28th from 1:00pm-5:00pm
Oktoberfest
Enjoy a feast of German food and beer as well as cider and hot chocolate for kids. The fest also includes dancing to Bavarian music, live music, and more! Kingsland Point Park, 299 Palmer Avenue, Sleepy Hollow, NY 10591.
Saturday, September 28th-29th from 10:00am-5:00pm
Armonk Outdoor Art Show
Art collectors will love exploring and soaking in a collection of art at the annual Armonk Outdoor Art Show. Celebrating its 60th year, view the original work of over 160 artists from around the world. The event also includes food and beverages and free children’s activities such as art lessons and interactive projects during the show. Additionally, families can enjoy local family-friendly experiences from Rye Art Center, DIY Slime, Abrakadoodle, Eduthroughart, Masha Dasha Designs, and Homegrown Gardens. 205 Business Park Drive, Armonk, NY.
Saturday, October 5th from 12:00pm-6:00pm
Fall Family Festival
Enjoy a day of quintessential fall moments with a pumpkin patch, pumpkin painting, a bubble zone, and more. $35 per child; adults are free. The Barley Beach House, 95 Dearborn Avenue Rye, NY 10580.
October 12th to the 13th from 10:00am-5:00pm
42nd Annual Outdoor Arts Festival
Held at the Bruce Museum, this popular outdoor festival features the work of artists and craftspeople throughout the country. Here, you can view new works from artists. This includes handmade crafts, jewelry, wearable fiber, glass, furniture and housewares, pottery, and much more. The event also includes interactive demos and food. Admission for the festival is free. Check out the Bruce Museum’s website for the complete artist list. 1 Museum Drive, Greenwich, CT 06830.
October 13th from 10:00am-5:00pm
Nyack’s Famous Street Fair
Enjoy the ultimate family foodie festival at The Nyack Famous Street Fair. Located in downtown Nyack, the event includes 250 exhibitors with arts, crafts, retail, home decor, live music, shopping, and food. Additionally, the event is free and held rain or shine. Downtown Nyack, Main Street & Broadway, Nyack, NY 10960.
October 17th to the 20th
The annual ArtsFest in New Rochelle and its surrounding areas offers a weekend filled with arts opportunities, including art exhibitions, live performances, and a Makers Market at the historic Thomas Paine Cottage on October 19th. Various locations
October 26th and 27th
Experience the spooky side of fall festivals at Lyndhurst Mansion’s exciting new event. Explore a curated selection of spooky oddities, gothic jewelry, and witchy wares from local Hudson Valley vendors. Indulge in tarot readings, savor seasonal foods, and immerse yourself in the historic Gilded Age estate’s seasonally decorated rooms. 635 S Broadway, Tarrytown, NY 10591
22nd Annual Village of Tarrytown Halloween Parade
October 26th at 5:00 pm
Don’t forget to mark your calendars for the Tarrytown Halloween Parade on October 26th. It’s going to be a ghoulish good time. Bring the entire family, and don’t forget to come in costume! Head to the Set Back Inn for the annual parade fundraiser leading up to the event on September 25th; admission is $25. For more parade info, visit TarrytownHalloweenParade.com. throughout Tarrytown
November 9th, 11:00 am to 4:00 pm
Revolutionary Fall Festival
This event is hosted by Revolutionary Westchester 250. There will be blacksmithing, broom making, along with historic demonstrations, reenactors, and historical performances. Details still to come. 1 Croton Point Ave, Croton-On-Hudson, NY 10520
November 16th, from 9:00 am to 5:00 pm
On Saturday, November 16th, from 9:00 am to 5:00 pm, head to Fall Fest Weekend at the Westchester Children’s Museum. The event will feature activities such as Leaf Litter MicroBiomes, Pumpkin Batteries, DIY Corn Maze, Applesauce Cinnamon Dough Sculptures, Seed Sorting, and Leaf Raking, offering fun and learning opportunities for kids of all ages. 100 Playland Pkwy, Rye, NY 10580
November 16th, from 1:00 pm to 6:00 pm
Parents, make this one a date night! Captain Lawrence Brewing Co. is hosting the 1st annual “Fun in the Fall Fest,” featuring over 40 types of beers and brews. This event will offer VIP and General Admission tickets with early entry for VIP guests. There will be local vendors, live music, and food available for all. All attendees must be 21 or older with valid photo ID. Free parking is available, and taxis can be arranged from train stations.
Fall festivals will be updated throughout the season.
