Fall Into Fun: Family-Friendly Festivals and Activities This Season

Date: 9/20/2025 // By: Nelson Perez

Photo by Toby Dagenhart on Unsplash

Fall is a season full of color, warmth, and tradition, and it’s one of the best times of year to explore the community together as a family. From pumpkin patches and apple orchards to lively harvest festivals, autumn offers countless opportunities for joy and connection. For families of children with autism, these seasonal events can bring both excitement and unique considerations.

The good news? With a little planning and awareness, fall-themed outings can become treasured experiences for the whole family. Whether it’s finding the perfect pumpkin, enjoying the crisp air at an apple orchard, or soaking in the sights and sounds of a community festival, these activities provide chances to create lasting memories, build new routines, and celebrate the season in ways that honor each child’s needs. This guide highlights some of the best upcoming events, with tips and insights to help make your family’s fall both fun and supportive.

Top 5 Tips

  • Choose the right time of day when it’s less crowded. This can mean shorter lines and a calmer atmosphere for your family to enjoy.
  • Show pictures or videos of the vent online before going. This helps set expectations and can make the experience feel more familiar and less overwhelming.
  • Bring water, snacks, a favorite comfort item, headphones, or sunglasses. Anything that helps your child feel comfortable and ready for new experiences.
  • Instead of planning to do everything, focus on one or two highlights, like picking apples or taking a hayride. This makes the day more manageable and enjoyable.
  • Celebrate the small moments. Whether it’s your child choosing a pumpkin, tasting a new snack, or simply enjoying the fall air, those small wins are worth celebrating and can turn the outing into a cherished memory.

Cunningham Farms in Swan Lake, NY

233 Hurd and Parks Rd, Swan Lake, New York

At Cunningham Farms, families can dive right into the spirit of fall with plenty of classic activities. From picking the perfect pumpkin to exploring the twists and turns of the corn maze, there’s something for everyone to enjoy. Kids will love the lawn games and gem mining, while a hayride through the crisp autumn air adds a touch of seasonal magic. It’s a wonderful spot to spend the day together and soak up all the joys of autumn.

Dates: September 13th, 2025 – Halloween (Saturdays & Sundays)
Time: 11 AM – 5 PM
Cost: Contact 845-583-4083 for prices.

Soons Orchard in New Hampton, NY

634 County Route 50, New Hampton, NY 10958

At Soons Orchard in New Hampton, NY, families can enjoy one of fall’s favorite traditions — apple picking! With a wide variety of apples to choose from, everyone can find their favorite crisp and juicy snack straight from the tree. The orchard is about a 30-minute drive from Monticello, making it a fun day trip. While the orchard offers a classic fall experience, keep in mind that the parking lot is small and the space can get crowded. Planning ahead can make the visit smoother and more enjoyable for everyone.

Dates: Weekends + Columbus Day
Time: 10 AM – 4 PM
Cost: Contact 845-374-5471 for prices.

Kelder's Farm in Kerhonkson, NY

5755 US-209, Kerhonkson, NY 12446

At Kelder’s Farm, families can experience a little bit of everything fall has to offer. From u-pick apples and pumpkins to exploring the corn maze and enjoying hayrides, there are more than 35 farm attractions to keep the whole family entertained. Kids will love the jumping pillows and farm games, while parents can enjoy delicious seasonal treats. Located about 45 minutes from Monticello, Kelder’s is a great spot to spend the day apple picking, pumpkin hunting, and making memories. Just keep in mind that weekends can get very busy, so planning ahead is helpful.

Dates: Now – November 2nd
Time: 10 AM – 6 PM (Thursday – Monday)
Cost: Prices vary depending on activities selected.

Pierson's Farm in Middletown, NY

1448 NY-211, Middletown, NY 10940

At Pierson’s Farm, families can soak up the best of fall with pumpkin picking, corn mazes, and plenty of outdoor fun. Children will love visiting the farm animals, while parents can enjoy the scenic sunflower fields and live music on select weekends. With snacks available and lots of open space to explore, it’s an inviting spot for a relaxed family outing. Located about 30 minutes from Monticello, Pierson’s Farm is close enough for a quick trip yet full of activities to fill the day.

Dates: September 23rd – October 27th
Time: Mon–Fri, 12 – 5 PM & Sat/Sun/Columbus Day, 10 AM – 6 PM
Cost: $15 per person for General Admission

Fall Fest in Loch Sheldrake, NY

Divine Corners Rd, Loch Sheldrake, NY 12759

At Maple Woods Farm Stand, families can enjoy a full day of fall fun at the annual Fall Fest! This one-day event is packed with activities, including pumpkin picking, farm games, a petting zoo, and seasonal crafts. Families can also browse local vendors and shop at the farm stand for fresh goods and treats. It’s the perfect way to celebrate autumn together in a warm and welcoming setting.

Date: September 27th, 2025
Time: 11 AM – 6 PM
Cost: $10 entry per car

Harvest Festival in Hurleyville, NY

219 Main St, Hurleyville, NY 12747

The Harvest Festival at the Hurleyville Performing Arts Centre is a wonderful way to celebrate the season with the whole family. Kids will love the bounce house, while parents can enjoy browsing vendors and sampling tasty food. With live music adding to the festive atmosphere and trails nearby for anyone who needs a walking break, it’s a great mix of fun and relaxation. Located right near Main Street in Hurleyville, this festival brings the community together for a day of autumn celebration.

Date: September 27th, 2025
Time: 11 AM – 4 PM
Cost: Free admission, with vendors available

Farm Fest in Jeffersonville, NY

32 Wahl Road, Jeffersonville, NY

Farm Fest at Hilly Acres Farm is a true celebration of country living and fall traditions. Families can enjoy live music from the Johnny Jules Band, horse training demonstrations, and farm tours while exploring the beautiful grounds. Kids will love pony rides, pumpkin decorating, hayrides, and meeting the animals up close. With antique tractors, fun games, delicious farm-fresh food, and local craft vendors, there’s something for everyone to enjoy. It’s the perfect blend of music, community, and autumn charm.

Date: September 28th, 2025
Time: 11 AM – 4 PM
Cost: Free admission, with vendors available

Pumpkin Party in Middletown, NY

749 Route 17M, Middletown, NY 10940

The Pumpkin Party at Dogwood Acres is back for another season of family fun! Families can enjoy pumpkin picking, wagon rides, and plenty of fall-themed games spread throughout the farm. Tasty seasonal treats add to the festive atmosphere, making it a great outing for all ages. With lots of open space to move around and a typically relaxed crowd size, it’s an inviting and comfortable spot to celebrate autumn traditions together.

Dates: Saturdays, Sundays, & Columbus Day (October 4 – November 2)
Time: 11 AM – 6 PM
Cost: $25 & up

Peace, Love, & Pumpkins in Bethel, NY

200 Hurd Rd, Bethel, NY 12720

At Bethel Woods Center for the Arts, fall magic comes alive with Peace, Love, & Pumpkins. This stunning walk-through experience features thousands of hand-carved jack-o’-lanterns that light up the night, creating an unforgettable glow for families to enjoy together. Expect long walking paths filled with creativity and festive spirit, perfect for an evening of seasonal wonder. A special Sensory-Friendly Day will be held on October 22nd, offering earlier hours, reduced pricing, and free admission for caregivers — making this event even more accessible for families.

Dates: October 10 – November 2, 2025 (Wednesdays – Sundays)
Time: 6:30 – 10 PM
Cost: Youth $13 | Adults $23
Sensory-Friendly Day (Oct. 22): 4 – 6:30 PM | Youth (3–17) early bird $3 | Adults (18+) early bird $15 | Caregivers free

Wrapping Up Your Fall Adventures

Fall is such a special time to slow down, take in the crisp air, and enjoy the traditions that bring families together. From apple orchards and pumpkin patches to lively festivals and glowing jack-o’-lantern displays, each event offers its own way to celebrate the season. Whether your family enjoys the excitement of a bustling harvest festival or prefers the quieter pace of a wagon ride through the fields, there’s something for everyone to experience.

For families of children with autism, these outings can be about more than just pumpkins and apples. They’re opportunities to build joyful memories, strengthen routines, and connect with the community. Remember, it’s not about doing everything, but about finding those little moments of fun and connection that make the season meaningful. However you choose to celebrate, may your fall be filled with warmth, laughter, and plenty of reasons to smile.

Looking for even more ways to enjoy the season? Be sure to visit our Events Page for other upcoming activities, festivals, and things to do in the community.