Top 11 Places to Go Pumpkin Picking in Westchester

Fall is here, which means it’s time to go pumpkin picking in Westchester! There are plenty of places to pick your perfect pumpkin in Westchester County, as well as a few places in nearby Dutchess and Fairfield, CT. Whether you want pumpkins to carve into pumpkins or decorate your home or garden, browse this guide to Westchester County pumpkin patches and go on a great fall adventure! And if you want to venture a little further, you can find the best places to pick pumpkins in Rocky Mountain Country, New York and Long Island. Before heading to one of these farms or orchards, it’s a good idea to call to confirm availability and U-pick times.

Pumpkin Picking in Westchester County

1. Outdoor orchards

139 Hardscrabble Road, north of Salem
914-277-3188
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Hours: Saturday-Sunday, 9 am-5:30pm; arrive within the first hour of your admission and complete within your reservation time slot.
Admission: Reserve an orchard entrance and parking ticket online for one vehicle: $ 15, plus a $ 2.73 fee covering everyone inside the vehicle. At the farm you can buy apple picking bags, corn maze tickets or browse the country store. Pumpkins sold by the pound.

You’ll find a wide selection of pumpkins, squash, and Halloween decorations that will get you in the spirit of fall as soon as you lay eyes on their pumpkin patch (all pumpkins are vines). Pick your favorite pumpkin and the staff will weigh it for you at the tee-off tent.

Why we love it: The 2021 Corn Maze is ready to be solved. See if you can find your way.

2. Wilkens Fruit and Fir Farm

1335 White Hill Road, Yorktown Heights
914-245-5111
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Hours: The scheduled opening for pumpkins is October 1: Wednesday to Monday, 10 am to 4:30 pm Check the harvest calendar for exact dates.
Admission: Check back for more details.

The 2021 season celebrates the 105th harvest year in Wilkens. When you are done choosing your pumpkin, get lost in the corn maze which receives a new design updated every year.

Why we love it: It also offers self-picking apples, peaches, nectarines and Christmas trees.

3. Stuart’s fruit farm

62 Granite Springs Road, Granite Springs
914-245-2784
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Hours: Pumpkins now available; every day, 9 am-6pm
Admission: Check back for more details

You can select your perfect pumpkin for decoration, carving or just for decoration. Visit the farm stand to purchase a pre-picked pumpkin, squash, Indian corn, and corn stalks.

Why we love it: An on-site bakery offers pies, apple cider, apple cider donuts, muffins, scones, and other goodies for sale.

4. Harvest Moon Farm and Orchard

130 Hardscrabble Road, north of Salem
914-485-1210
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Hours: Store on the farm: Monday to Sunday, 9 a.m. to 6 p.m. Call for availability of pumpkins.
Admission: $ 15 for apple picking. Children 3 and under are free.

Mainly an apple orchard, this farm grows other seasonal produce, and the pumpkin patch is now open.

Why we love it: Each ticket includes access to the orchard, live music, fresh donuts, and purchases from the farm store.

Dutchess County Pumpkin Picking

1. Dykeman Farm

31 Dykeman Lane, Pawling
845-832-6068
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Hours: Pumpkin picking typically opens the last weekend in September and runs Saturday through Sunday, 10 a.m. to 5 p.m., through October. Go to the website for more details.
Admission: Free parking and free entry.

This fourth generation family farm has been offering U-pick pumpkins since 1974. Enjoy more than the pumpkin patch here: enjoy a place to take photos, buy local honey, enjoy the children’s play area, shop for fall decor, and more.

Why we love it: Hayrides are free!

2. Fish slaughter farms

9 Fishkill Farm Road, Hopewell Junction
845-897-4377
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Hours: Pumpkin picking now available. Reservations will be required. Arrival times for reservations are generally 9 a.m. to 4:30 p.m. The last entrance to the orchard is at 5 p.m. and it closes at 6 p.m. Reservations are rain or shine.
Admission: If you have an apple picking reservation, you don’t need a pumpkin reservation and you can pick and pay for your pumpkins when you’re here. Pumpkins are fixed prices based on their weight class. If you just want to pick pumpkins, the price is $ 30 which includes entry for up to 5 people (ages 2 and up, kids under 2 don’t need to be counted in the reservation number) as well as $ 20 of pumpkin patch pumpkins. Two additional people can be added at check-in for $ 5 each.

Fishkill Farms is an apple orchard and a diverse fruit and vegetable farm. Kids will love getting lost in the corn maze and taking a wagon ride through the orchard. Hunger? Enjoy a delicious meal of Jerk Chicken on the outdoor grill.

Why we love it: You can pick your own eco-certified or organic apples.

3. Greig Farm

227, thrower lane, red hook
845-758-8007
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Hours: Pumpkin picking usually begins in mid-September and continues until early November: daily, 9 a.m. to 7 p.m.
Admission: No entry fee. Pay only what you choose by the pound. The 2021 rates will be announced shortly.

Gather your friends and family and spend an afternoon picking pumpkins. This U-pick farm in the Hudson Valley has been family run since 1942. Although the farm cuts many pumpkins from the vineyard for you, you can still find one on the vine. Have fun cutting it yourself with a set of garden shears.

Why we love it: We can not forget the wonderful photos of the farm on social networks.

4. Barton Orchards

63 Apple Tree Lane, Poughquag
845-227-2306
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Hours: Sunday-Thursday, 11 am-6pm; Friday and Saturday, 11 am-8pm. Check the availability of pumpkins.
Admission: You pay for what you choose, but there’s a $ 10 minimum.

There is plenty of fresh produce to choose from at this 175 acre apple orchard and vegetable farm. Visit the ice cream stand, try an apple cider donut, and say hello to friendly farm animals.

Why we love it: A fun aerial adventure is open on site from Friday to Sunday. Tickets must be purchased in advance.

Picking pumpkins in Fairfield County, CT

1. Blue jay orchards

125 Plumtrees Road, Bethel
203-748-0119
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Hours: Monday to Friday, 11 a.m. to 5 p.m. Saturday-Sunday, 10 am-5pm
Admission: Pumpkins: $ 0.69 per pound. Apple picking: $ 12, $ 20 or $ 40 depending on the size of the bag you buy.

In addition to apple picking, this orchard offers a pumpkin patch where kids (and kids at heart) can choose the perfect pumpkin for their pumpkin lantern. You can also find specialty squash and warty pumpkins at the farmer’s market.

Why we love it: The farm market sells apple cider donuts, pies, local honey, maple syrup and more, all made locally (baked goods are made on site!).

2. Castle Hill Farm

1 Sugar Lane, Newtown
203-426-5487
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Hours: Pumpkins, corn maze and hay walks: Oct 2, Nov 2, 7, Saturday-Sunday, 10 am-5pm
Admission: Pumpkins: $ 0.59 per pound. Specialty pumpkins: $ 0.79 per pound. Corn maze: to be determined.

This farm’s 4-acre pumpkin patch features over 40 varieties of pumpkins! Additionally, the farm is home to a 7-acre corn maze with a wagon viewing platform, hay rides (may not be offered this season; TBD), and a farmer’s market selling fresh produce, eggs of free-range hens, etc.

Why we love it: It will host two nights for Flashlight Maze (November 5 and 6), where you can enjoy a bonfire, live music and a scavenger hunt, in addition to the maze at night.

3. Jones Family Farms

Pumpkin Seed Hill, 120 Beardsley Road, Shelton
203-929-8425
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Hours: 25 Sep-Oct 31, Monday to Friday, 10 a.m. to 5.30 p.m., Saturday to Sunday and October 11, 9 a.m. to 5.30 p.m. (arrive before 4.30 p.m. to enjoy all that the farm has to offer)
Admission: $ 10 Saturday-Sunday and October 11; $ 5 from Monday to Friday

In addition to a variety of large pumpkins ideal for carving, this farm offers a variety of pumpkins, squash and squash. Plus, admission includes the Corn Maze, educational exhibits, photo ops, a Farm Ranger hike, and access to explore designated areas of the farm grounds. And for an additional fee, you can take a cart ride.

Why we love it: If you book tickets online, half of your entrance fee can be credited to your pumpkins!


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