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Parlee Farms
Photograph: Courtesy Parlee Farms

Where to go pumpkin picking near Boston

Pluck the perfect pumpkin and explore the patches at one of these charming local farms

Written by
Tanya Edwards

It’s tough to beat New England in the fall (our gorgeous foliage colors, hot apple cider and hayrides are almost impossible to compete with). While there seem to be countless activities that will let you bask in the beauty of autumn, pumpkin picking ranks high on the list. Skip the grocery story and head to one of these farms near Boston, where you can pick your own festive gourd straight from the patch and maybe take the kids on a hayride before heading home for a fun night of carving Jack-o’-lanterns. For more seasonal activities, check out where to see the best fall foliage in Boston, where to go apple picking near Boston, and where to get the best hot chocolate in Boston.

RECOMMENDED: Full guide to the best things to do in Boston

Where to go pumpkin picking near Boston

Located in South Natick, Lookout Farm is one of the closest options for pumpkin picking. Hop on the farm train to head out to the field; they grow around 25,000 pumpkins each season, so you’re sure to find a good one. There are additional activities for the kids, plus a restaurant and taproom with hard cider and fantastic fall bites.

Twelve generations of the same family have kept this North Andover farm going strong. Enjoy a quintessential New England autumn experience by grabbing a little red wagon and leading it out to the pumpkin field. After picking your own gourd, check out the petting zoo, enjoy live music (on the weekends) and try a fresh apple cider donut—or any of the other delicious homemade goods in the Farm Stand. It’s dog-friendly, too!

Smolak Farms
Photograph: Courtesy Smolak Farms

3. Smolak Farms

Smolak Farms in North Andover has pumpkin picking—and then some. Before getting down to the business and grabbing your own gourd, you can enjoy hop-on hayrides around the farm and a corn maze. Plus, the farm hosts a fall festival for kids every weekend during peak season. Little ones are sure to enjoy cow train rides, a playground, face painting, a bouncy house, carnival games and an animal petting area.

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  • Boston

Prefer to stay inside city limits? Allandale Farm in Brookline doesn’t offer a full picking experience, but the city farm has loads of pumpkins, perfect for pumpkin pie, decorations and of course, for carving into scary Jack-o’-lanterns. They also offer hayrides on Saturdays in October, which is pretty great considering you can get there via the MBTA!

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This Northborough farm promises a whole day of fall family fun with pumpkin picking, a playground, a barnyard and free hayrides. After a busy day, grab a farm fresh meal from Tougas Grill, or one of the pop-ups the farm is hosting all season, like East Coast Kettle Corn.

  • Things to do

You’ll get the full fall experience at this South Shore farm offering a full day of family fun, thanks not only to pumpkin picking, but also hayrides and friendly animals for the kids to pet. They’re open weekends (and Indigenous Peoples Day) through the end of October. Be sure to hit the bank first because Nihtila is cash only.


This historic, family-run farm in Framingham grows big, beautiful pumpkins that you can pick right from the patch. There’s also a farm stand with more than 180 varieties of fruits and veggies, plus a corn maze. To get in the Halloween spirit, haunted hayrides are offered on Friday and Saturday evenings.

You’ll find a full range of squash options among this Tyngsboro farm’s 13 acres of pumpkins—from mini-pumpkins to gigantic 40-pounders. Parlee Farms also has a farm stand, where you can watch hot apple cider donuts being made before devouring a few while they're still warm.


Shelburne Farm in Stow has your standard pumpkin varieties for picking, plus more posh varieties like Cinderella and Ghost. Pick up an ornamental gourd for your fall decor—or grab an edible pumpkins for baking. There’s a farm kitchen serving hot cider donuts, sweet treats and items from the grill. Don’t forget to say hi to the barnyard menagerie.

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