21 Fall Festivals Happening in Westchester County

Fall Festivals Happening in Westchester County
Chappaqua Children’s Book Festival

Fall Festivals Happening in Westchester County

Mark your calendars for these fun fall festivals happening and events throughout Westchester County. Featuring feasts, live music, craft fairs, and more, you and your family will be busy enjoying all of the many activities and events happening throughout the county! Tag us in all of your Westchester adventures at @westchesterfamily on Instagram!

Check out more about The Blaze: Hudson Valley, one of Westchester’s quintessential Halloween events!

Saturday, September 3rd from 11:00am-8:00pm
Wakanda African Celebration

Join Luangisa African Museum & Cultural Arts and the Wakanda Celebration for Wakanda 5! Guests will have the opportunity to enjoy a plethora of activities centered around Africa such their wearable art African fashion show, cuisine of Africa, live music, kids’ activities and rides. There will also be incredible shopping from local vendors and at Luangisa African Gallery. Here you can get handmade goods and handcrafts made by African artisans and from local vendors. Free event. Traphagen School, 72 Lexington Avenue, Mount Vernon, NY 10552.

Saturday, September 3rd from 12:00pm-4:00pm
2022 Arts & Crafts Hudson River Festival

Enjoy a celebration of arts and crafts at the annual outdoor Hudson River Arts & Crafts Festival. Location on Croton’s Senasqua Park, you can check out jewelry, pottery, sculpture, paintings, photographs, books, embroidery, woodworking, multimedia artworks, gnomes, and more. The event includes free admission and free parking. Senasqua Park, 2 Elliott Way, Croton-On-Hudson, NY.

Sunday, September 11th from 10am-5pm
Nyack’s SeptemberFest Street Fair

Celebrate SeptemberFest with live bands, great food, and hundreds of vendors offering unique crafts, jewelry and more. Downtown Nyack, NY, Main St & Broadway, Nyack, NY.

Saturday, September 14th-18th, various times
San Gennaro Feast of Yorktown

Enjoy a delicious feast, live music, and a statue procession (on Wednesday, September 14th) at the  San Gennaro Feast of Yorktown. The event also includes rides, games, wine, and beer. Commerce Street and Railroad Park, Yorktown, NY.

Friday, September 16th-Sunday, September 18th from 10:00am – 5:00pm, entry on the half-hour.
Fall Crafts at Lyndhurst

Enjoy a weekend of fall crafts at Lyndhurst where you can discover unique items from over 200 craftspeople and artisans. This includes original fashions, accessories, and jewelry, ceramics, fine art painting, printmaking, drawing, and photography. The festival also has food trucks and tastings from local distilleries, wineries, and cider houses. Tickets are $12 for adults; $11 for seniors; $4​ for kids 6-16 and free for kids under six. 635 South Broadway, Tarrytown, NY 10591.

Saturday, September 17th-18th, various times
Mount Kisco SeptemberFest

Mount Kisco’s three-day block party/carnival offers fun and activities for the whole family. Enjoy food trucks, live entertainment, a street fair, beer garden, and much more! Downtown Mount Kisco, South Moger Avenue, Mount Kisco, NY 10549.

Saturday, September 17th-18th, various times
The First Annual SeptemberFest: Beer, Food, & Fun

Calling all foodies! Check out the First Annual SeptemberFest: Beer, Food, & Fun with shopping, live music, and food. There will be games on-hand for the kids and brews for the adults. Pound Ridge Nursery & Garden Center, 6 Pound Ridge Road, Pound Ridge, NY 10576.

Saturday, September 17th from 12-10pm
Toonerville Music Festival 2022 

The 2nd Annual Toonerville Music Festival features Living Colour, Strand of Oaks, Eliza & The Delusionals, and 12 other great acts performing on two-stages, all to raise money for Pelham Civic Association. The event is $55 per person; $30 for seniors 65 and older and students ages 12-18. Admission is free admission for children younger than 12. Pelham Municipal Lot 7, 195 Sparks Avenue, Pelham, NY.

Sunday, September 18th from 11:00am-5:00pm
2022 New Rochelle Street Fair

Enjoy a full day of live music, crafts, food, and shopping from 200 local vendors. There will also be a Touch-A-Truck section, inflatables, and the Beer Garden. North Avenue between Winthrop and Fifth Avenues, with an expanded area on Hamilton Avenue to Beaufort Place. New Rochelle, NY

Saturday, September 24th 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 24th from 1:00pm-5:00pm

Feast on German food and beer, dance to live Bavarian music, along with cider and hot chocolate for the younger set. Music and entertainment for all ages! Kingsland Point Park, 299 Palmer Avenue, Sleepy Hollow, NY 10591.

Sunday, September 25th from 1:o0pm-7:00pm
Fall Dog Festival

We can’t forget about your four-legged pal! Bring your dog to the fall dog festival with food, drinks, and fun for the whole family. Tickets range from $23 per person to $65 for a family pack. Westchester Community for Ethical Culture, 7 Saxon Woods Road, White Plains, NY 10605.

Saturday, October 1st from 1:00pm-6:00pm
Pound Ridge Harvest Festival

Rock out in Pound Ridge at the annual Pound Ridge Harvest Festival. This year’s event is headlined by Grammy-award winning artist, Blues Traveler! The festival will be opened by local artists Badger Scratch and Platinum Moon who won this year’s Battle of the Bands. The festival also includes a Root Beer Garden, rides, inflatables, crafts, games, and prizes. Local restaurants, specialty food purveyors and craft beer garden add to the “Oktoberfest feel” of the event. This year Harvest Festival is excited to welcome Craft New York, and Sony Hall as its Presenting Partners! Tickets are $35 per person. Pound Ridge Town Park, Westchester Avenue, Pound Ridge, NY 10576.

Saturday, October 1st-Sunday, October 2nd 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. 205 Business Park Drive, Armonk, NY.

Saturday, October 8th at 5:00pm
Yellow Brick Road Fest

Watching the “Wizard of Oz” is one of our favorite movies to watch with our kids. Now, you can watch it with your closest friends in Pound Ridge as a part of the Bedford Playhouse’s “Yellow Brick Road Fest.” Held on Saturday, October 8th at 5pm at the idyllic Maple Grove Farm, this family-friendly Wizard of Oz-themed event includes tons of kids’ activities, signature cocktails, a Wizard of Oz costume content (along with prizes!), popcorn, and a delicious Kansas-style buffet barbecue. Be sure to bring a blanket and some lawn chairs to watch the movie under the stars. Check out more info here. Maple Grove Farm, 1185 Old Post Road, Pound Ridge, NY 10576.

Sunday, October 9th 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 will include 250 exhibitors with arts, crafts, retail, home decor, live music, shopping, and food. The event is free and held rain or shine. Downtown Nyack, Main Street & Broadway, Nyack, NY 10960

Wednesday, October 12th-Sunday, October 16th, various times
Serious Fun Art Festival

Have some serious fun with your family in October at this jam-packed arts and music festival in White Plains. Hosted by Arts Westchester, the event includes live music, theater, live mural painting, family art-making, a public art walking tour, dancing, and much more. Events on Saturday includes free Serious Fun Block Party performances, followed by live music from headliner Sammy Rae & the Friends on Sunday. Various locations in White Plains.

Saturday, October 15th from 10:00am-4:00pm
Chappaqua Children’s Book Festival

The 9th Annual Chappaqua Children’s Book Festival kicks off on October 15th with 160 authors in attendance. 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 food trucks and the Chappaqua Farmers Market. Admission and parking are free and the event is rain or shine. Chappaqua Train Station, Allen Place, Chappaqua, NY 10514.

Saturday, October 22nd-Sunday, October 23rd from 10:00am-3:00pm
Fall Festival

Enjoy this fun outdoor festival with live music, crafts, games, a pumpkin and scarecrow walk, apple cider demonstrations and tastings. Local vendors will also be on-hand selling sustainable items, meadow dedication, and more. Greenburgh Nature Center, 99 Dromore Road, Scarsdale, NY 10583.

Saturday, October 22nd-Sunday, October 23rd 
Westchester Craft Crawl

This interactive crafting experience allows artists and art lovers to connect. During the event, artists open their studios over the course of two where patrons can visit over 50+ professional artists at 4 tour stops located between Ossining and Croton. Check out their website for the latest on the stops and featured artists. Various locations.

Saturday, October 8th-Sunday, October 9th from 10:00am – 5:00pm
Outdoor Crafts 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 such as 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 “pay as you wish,”  with a suggested donation of $10 per adult. Check out the Bruce Museum’s website for the complete artist list. 1 Museum Drive, Greenwich, CT 06830.