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Pumpkin Picking
Photograph: Pixabay Pumpkin Picking

Where to go pumpkin picking near Boston

Find the perfect gourd for your jack-o-lantern at these farms offering pumpkin picking and other fun fall activities

By Time Out Boston Staff

As the temps and the leaves start to change, hayrides and hot apple cider are what’s up, and it’s time to go picking to find the perfect pumpkin to demonstrate your carving skills. Skip the store bought pumpkins and head to one of these farms near Boston where you can pick your own from a patch surrounded by idyllic farmland. Some farms offer hayrides, hot cider, fresh donuts, activities for kids, and even farm animal petting areas. Head out on an autumn adventure for the best pumpkin picking near Boston. 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

Boston Hill Farm
Photograph: Courtesy Yelp/Christine N.

1. Boston Hill Farm

Twelve generations of the same family have kept this North Andover farm going strong. Enjoy a quintessential New England autumn experience as you grab a little red wagon to take out to the pumpkin field. After picking your gourd, check out the petting zoo, enjoy live music (on 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!

Lookout Farm
Photograph: Courtesy Yelp/Jie L.

2. Lookout Farm

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.

Smolak Farms
Photograph: Courtesy Yelp/Vivian C.

3. Smolak Farms

Smolak Farms in North Andover has pumpkin picking and then some. Before getting down to the business of picking a pumpkin, 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 the season. Little ones are sure to enjoy cow train rides, a playground, face painting, a bouncy house, carnival games, and an animal petting area.

Hanson’s Farm
Photograph: Courtesy Yelp/G G.

4. Hanson’s Farm

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.

Parlee Farms
Photograph: Courtesy Yelp/Mel L.

5. Parlee Farms

You’ll find a full range of 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.

Shelburne Farm
Photograph: Courtesy Yelp/Christina R.

6. Shelburne Farm

Shelburne Farm in Stow has your standard pumpkin varieties for picking, plus varieties like Cinderella and Ghost. Pick up an ornamental gourd or 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.

Connors Farm
Photograph: Courtesy Yelp/Christina R.

7. Connors Farm

Make a day of it at Connors Farm in Danvers. A destination in itself, the farm has a huge corn maze, barnyard animals, a farm stand with homemade goods, and delicious food such as roasted corn on the cob and barbecue. Finish up a day of activity by picking your pumpkin, then enjoy a hot cider donut.


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