Your Awesome Westchester Weekend: September 30-October 2
This is weekend is all about fall festivals and spending time outdoors to make the most out of this beautiful season. From the 3rd Annual Artoberfest at the Bethany Arts Community to the Armonk Art Festival, and the Pound Ridge Harvest Festival, there is so much to see and do with your kids. Have the best Westchester weekend.
Check out where to go Apple Picking in and Around Westchester this fall!
Saturday, October 1st from 10am-4:30pm
3rd Annual Artoberfest 2022
Celebrate the arts this weekend at Artoberfest at the Bethany Arts Community. The family-friendly event includes a pumpkin carving and demo, live music, kids’ activities, and art demos from a variety of styles and mediums. Plus, enjoy food and ice cream from Bigfoot Creamery. The event costs $10 for parking. Pumpkins are $10 in advance or $15 in person. Bethany Arts Community, 40 Somerstown Road. Ossining, NY 10562
Saturday, October 1st at 10am
Rye Children’s Book Festival
Enjoy a fun day of literacy, books, and author meet-and-greets at the Rye Children’s Book Festival. There will also be book readings, an illustrator pavilion, and workshops. Rye Free Reading Room, 1061 Boston Post Road, Rye, NY, 10580.
Saturday, October 1st from 12:00pm-4:00pm
Jay Day 2022
Attend this fun fall festival at the Jay Historic Center. Families will enjoy amazing balloon twisters, hay rides, a petting zoo, John Jay stilt walker and juggler, cornhole and ring toss, guided tours, scavenger hunts, and geocaching. Plus, ice cream, food trucks, Archaeology with Dr. Eugene Boesch, and tons more. The event is $40 for a family pass or $15 per person. You can register in advance here. Jay Heritage Center, 210 Boston Post Road, Rye, NY 10580.
Saturday, October 1st from 12:00pm-5:00pm
Larchmont Arts Festival 2022
Enjoy art in Larchmont as a part of their annual art festival. The family-friendly festival is free and features a variety of art and artists, live music, and art activities for kids. Constitution Park, 120 Larchmont Avenue, Larchmont, NY.
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 from 12:00pm-6:00pm
Westchester Greater Hudson Valley Walk
Participate in this walk with your kids to raise funds and awareness for Autism Speaks Walk. New York-Presbyterian Westchester Behavioral Health Center, 21 Bloomingdale Road. White Plains NY 10605.
Saturday, October 1st from 12:00pm-6:00pm
Fall Festival
Celebrate the beauty of fall in Peekskill at their annual fall festival. Enjoy food, beer and cider trucks as well as craft and art vendors. There will be a carved pumpkin contest, pumpkin painting, bike rodeo, obstacle courses, and mazes for families, musical acts, and more. The event is free and will be held rain or shine. Riverfront Green Park, Peekskill, NY 10566.
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 projects, mini lessons, and interactive projects. 205 Business Park Drive, Armonk, NY.
Saturday, October 1st at 7:30pm
RiverArts and The Music Hall Present Ballet Hispánico
Enjoy an evening of spectacular and beautiful Latinx dance from Ballet Hispánico at the Tarrytown Music Hall. Tickets range from $25 to $100 per person. Premier ticket holders include admission to the after-party with light refreshments and salsa dancing with the dancers.Tarrytown Music Hall Tarrytown, NY.
Sunday, October 2nd from 10:00am-2:00pm
Bicycle Sundays
The popular Bicycle Sundays (and the longest running) recreational program is back in Westchester County! The program started in 1974 that quickly became a beloved County-wide activity that allows Westchester residents and visitors to enjoy outdoor exercise while having access to the Bronx River Parkway — without any cars.
In addition to bicyclists, the program welcomes in-line skaters, scooters, walkers, and joggers along its 13.1 miles (round-trip) trail. This covers Exit 22 at the Westchester County Center to Exit 4 at Scarsdale Road in Yonkers. Admission is free and free parking is available in the East Lot at the Westchester County Center.
Sunday, October 2nd from 10:00am-2:00pm
Music on the Lawn
Enjoy live music as a part of the Music on the Lawn series from the Women’s Club of White Plains. Bring your blankets and chairs and enjoy live music from Mike Tedesco, plus a chili contest. The event is $35 in advance or $40 per person. 305 Ridgeway, White Plains, NY.
Sunday, October 2nd from 11:00am-12:00pm
Drag Queen Story Hour
Enjoy an outdoor story time with Kitty Ka’Boodlez, Drag Queen Extraordinaire, for a fun filled story time with books and songs! The event is geared for children ages 3-6 but all are welcome. Bring a blanket. Shames JCC on the Hudson, 371 South Broadway Tarrytown, NY 10533.
Sunday, October 2nd from 2:00am-4:00pm
Heritage Applefest
Celebrate Hudson Valley harvests at Boscobel Houswe and Gardens with cider pressing, apple preserving, and sweet cider sampling. There will also be local artists and artisans, crafts, and 1800s games, including jump roping, graces, and ball-n-cup happening throughout the event. Tickets are $24 per adult and $13 per child (ages 5-18 years old). 1601 Route 9D, Garrison, NY, 10524.
Have the best Westchester weekend!
