Where to Find the Best U-Pick Pumpkins in Massachusetts and Rhode Island

Pumpkin picking is one of my favorite fall activities and the time to start selecting yours is finally here.

Fall has been in the air and if my neighbors' porches are any indication, people are ready to start decorating for the season. Colorful fake leaves, corn stalks and of course pumpkins have been showing up in my neighborhood, but where do you go to get your supplies?

Sure there are pumpkins for sale at any supermarket these days, but in my opinion the best way to get one is to pick it for yourself.

Where To Go Pumpkin Picking in Southern New England

Finding a pumpkin in New England isn't all that hard. There are literally dozens (if not hundreds) of farms across Massachusetts and Rhode Island offering pumpkin picking each fall.

But if you want the best pumpkin picking in your state, then Reader's Digest has some suggestions for you.

The family magazine read through reviews for hundreds of U-pick pumpkin patches all across the country and created their 2025 list of best spots for picking per state.

Best U-Pick Pumpkin Patch in Massachusetts

According to the reviews, people love Fletcher Farm in Southampton.

This tiny rural town in Western MA is nearly three hours from the SouthCoast, but according to Reader's Digest might be worth a weekend trip this fall for the farm experience.

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Fletcher Farm seems to have it all with fresh produce, a farmstand and row after row of pumpkins you literally cut off the vine yourself. The pumpkin patch is also part of a larger dairy farm that offers hayrides through the grounds.

Best U-Pick Pumpkin Patch in Rhode Island

Much closer to the SouthCoast is Rhode Island's best offering according to Reader's Digest.

Their review research ranked Escobar's Highland Farm in Portsmouth the best spot for picking your own pumpkins in the Ocean State. Perhaps that's because there is also so much more to do than just choosing a few pumpkins.

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At Escobar's there is a themed 8.5-acre corn maze each fall, as well as hayrides, tractor rides and even a beef stand for buying local meats. This year the corn maze theme is the world, with a globe carved into the corn.

So whether you want to make a day of picking a pumpkin or an entire fall weekend away, there are some pretty amazing U-pick farms to choose from in Southern New England.