October

749 NY-17M, Middletown, NY 10940

Pumpkin Party at Dogwood Acres

Dates: September 25th – November 1st (Saturdays and Sundays)
Time: 11am – 6pm
Cost: See website
Notes: Get ready for a day packed with fall fun at Dogwood Acres Pumpkin Party! Get lost in the corn maze, and say hello to friendly farm animals. Bounce, ride, and pedal your way through the day with bounce houses, wagon rides, and pedal carts — plus plenty more activities to keep the whole family entertained. With wide open spaces to explore, there’s room for everyone to run, play, and make memories.

1448 State Route 211, Otisville, NY 10963

Pumpkin picking at Pierson's Farm

Dates: Every weekend starting September 19th
Time: 10am – 5:30pm
Cost: $15 per person, see site for additional details
Notes: Pumpkin picking at Pierson’s Farm opens September 19 and runs every weekend throughout the fall season. Activities include pumpkin picking, corn mazes, sunflower fields, farm animals, a large slide, a gravel pit, and much more. Live music plays from 1–4 pm, with a food truck on-site from 12–4 pm. Weekday hours begin September 22nd, 12–5 pm, with mornings reserved for class trips. Open on Columbus Day; closed all other Mondays.

233 Hurd and Parks Rd, Swan Lake, NY

Pumpkin picking at Cunningham Family Farms

Dates: September 19th and every weekend until Halloween
Time: 11am – 5pm
Cost: Varies by purchase and pumpkin size
Notes: Cunningham Family Farms returns September 19th and runs every weekend through Halloween. The farm features hay rides, a corn maze, games and activities, and pumpkin picking for a fun fall outing.

93 Diehl Rd, Callicoon, NY

Fall Festival at Diehl Homestead Farm

Dates: October 10
Time: 11 AM – 5 PM
Cost: Vendors available
Notes: Diehl Homestead Farm hosts a fall festival featuring food and craft vendors, hay rides, a bounce house, farm animals, live music, and more. A great day out for the whole family to enjoy everything fall has to offer.

East Mongaup River Park, 181 Town Park Road, Monticello, NY 12701

Treats & Trails at the Park

Dates: October 17 (Rain date 18th)
Time: 3 – 6 PM
Cost: Free
Notes: Wear a costume, bring a bag to collect treats, and enjoy hayrides, pumpkin painting, snacks, and more at the park. 

200 Hurd Rd, Bethel, NY 12720

Peace, Love, & Pumpkins at Bethel Woods

Dates: October 9 – Nov 1st
Time: see below
Cost: see website
Notes:

Peace, Love & Pumpkins is an enchanting walk-thru Halloween experience, open Wednesdays through Sundays from October 9 to November 1, 6:30–10 pm.

Sensory-friendly hours are available on select Wednesdays — October 14, 21, and 28, from 4–6 pm — for individuals of all ages with autism, complex developmental disabilities, or sensory sensitivities, ahead of general admission. Trained sensory-friendly staff will be on hand to assist, and caregivers receive free entry with valid ID (tickets sold separately for this session).

310 Scotchtown Road, Goshen, NY

Watt World of Halloween Horrors

Dates: October 2 – Oct 26
Time: 7 – 9 PM
Cost: $10 donation per carload (Cash only)
Notes: The Watt World of Halloween Horrors is a drive-through experience in Goshen, NY, along a neighborhood trail.