Expect pumpkins galore at Cider Hills Farm Pumpkin Patch —which shape do you want this year? Photo courtesy of Massachusetts Office of Travel & Tourism
Expect pumpkins galore at Cider Hills Farm Pumpkin Patch —which shape do you want this year? Photo courtesy of Massachusetts Office of Travel & Tourism

12 Pumpkin Picking Spots Around Boston

Signs of Halloween are cropping up everywhere, and it’s time to start thinking about finding your perfect pumpkin. While local farm stands and even grocery stores typically have some handsome specimens, it can be a lot more fun to pick your own straight from the fields they were grown on. A couple of the spots here even allow you to pull your picks straight from the vine, which can be a special experience akin to cutting down your own Christmas tree. Plus, many of these pumpkin patches offer additional activities for families, like hayrides, bouncy houses, and corn mazes, so you can turn your hunt into a fun fall day excursion.

1. Boston Hill Farm—North Andover
Boston Hill Farm offers pick-your-own pumpkins from mid-September through October; we suggest calling for specific picking dates and times. On weekends, hop on a wagon and take a hayride to the field to scout out your pumpkins. The farm also features a bakery, ice cream, and a petting farm.

2. Carver Hill Orchard—Stow
After filling their bags with apples, kids can pick out the perfect pumpkin. Visit the farm store for crafts, decorations, fresh cider, chicken pies, fudge, peanut brittle, and cookies. A stop at the stand outside for hot cider and donuts is absolutely essential.

3. Connors Farm—Danvers
Connors not only has pumpkins but a major corn maze, play area, bouncy pillow, and train rides! Picking starts in late September. No outside food is allowed on the farm, but there are tons of delicious stands including BBQ, cider donuts, and s'mores.

4. Crescent Farms—Bradford
From orange to white, Jack Be Little to Big Max, Crescent has plenty of beauties to pick from in its rolling pumpkin patch. A wagon takes you to the patch, featuring great views of the 400-acre farm. There's ice cream, a kid-friendly corn maze, and more tractor and hayrides available.

5. Hansons Farm—Framingham
This century-old family farm offers limited U-pick, and specializes in fat, gorgeous pumpkins. There's a little corn maze to enjoy by day and a haunted hayride on Friday and Saturday evenings to add to the fun.

6. Lookout Farm—Natick
This big (and growing) U-Pick operation has long included pumpkins—some 25,000 a season! Make a day of it and let kids loose in the play area, which includes lots of structures, a caterpillar ride around the field, a moon bounce, and more.

7. Nihtila Farm—Holbrook
Nostalgic for the simple PYO operations more common when you were a kid? This sweet little family farm allows you to pick your pumpkins from the vine, starting in September and offers hayrides for just $1 per person.

8. Pickard Farm—Littleton
A half-hour from Boston and less than a mile from Kimball Farm ice cream and Witch's Woods, a stop at Pickard to pick-your-own pumpkin right off the vine rounds out a pretty perfect fall day. Pluck some butternut squash for dinner and gourds for decorating, too.

9. Shelburne Farm—Stow
Shelburne Farm offers pumpkin picking for the season starting in September; consult the website for the schedule. On weekends, Shelburne Farm offers hayrides, pony rides, a mini hay maze, and other activities perfect for young children.

10. Smolak Farm—North Andover
Choose your perfect pumpkin and spend the day enjoying an abundance of extras during Smolak's weekend Children's Festivals, with a hay wagon ride, hay maze, face painting, bouncy house, and other children's activities for one package price. The corn maze is available for an additional fee. 

11. Marini Farm—Ipswich
Marini has a pumpkin patch for kids to explore and find the perfect jack-o'-lantern. But plan to spend the day because this farm also has a huge corn maze, bouncy houses, apple cannons, and more. Make sure to check the farm's calendar for special events in the fall, including a Halloween Bash and Trick-or-Treat hayrides

12. Tougas Family Farm—Northborough 
Come for the pumpkin patch and stay to play after. Tougas has a farm-themed playground, free hayrides, and barnyard animals to visit with. Make sure to head inside to the Farm Kitchen for delicious baked goods and smoothies made from the farm's own fresh fruit. 

Originally published September 2011; updated September 2012, 2013, 2014, 2015, 2016, 2017, 2019


Boston Hill Farm
Route 114
North Andover, MA 01845

Carver Hill Orchard
Brookside Ave
Stow, MA 01775

Connors Farm
30 Valley Road (Rt. 35)
Danvers, MA 01923

Shelburne Farm
106 West Acton Rd
Stow, MA 01775

Smolak Farm
315 South Bradford St
North Andover, MA 01845

Nihtila Farm
12 Nihtila Lane
Holbrook, MA 02347

Hansons Farm
27 Nixon Road
Framingham, MA 01701

Crescent Farms
140 Willow Avenue
Bradford, MA 01835

Belkin Lookout Farm
89 Pleasant Street
South Natick, MA 01760

Pickard Farm
155 Great Road
Littleton, MA 01460

Marini Farm
259 Linebrook Road
Ipswich, MA 01938

Tougas Family Farm
234 Ball St
Northboro, MA 01532
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