When the crisp autumn air rolls in and the leaves begin to paint the landscape in shades of red, orange, and yellow, there’s no better way to celebrate the season than by visiting some of the best pumpkin patches in Eastern Massachusetts. The region comes alive with the spirit of fall, offering a plethora of charming farms and orchards where families and friends can immerse themselves in the quintessential New England pumpkin-picking experience. From the picturesque countryside to the coastal beauty, Eastern Massachusetts has a diverse array of pumpkin patches that not only offer an opportunity to select the perfect pumpkin but also provide a memorable day of seasonal fun and festivities. Whether you’re a local looking for a new spot to explore or a visitor seeking an authentic taste of fall in New England, this guide will lead you to the most enchanting and bountiful pumpkin patches in Eastern Massachusetts.
Crow Farm, Sandwich
Hours: M-S 9am-5pm; Sunday 10am-5pm
Open from May to October, Crow Farm’s farm stand in downtown Sandwich offers an impressive variety of homegrown vegetables, jams and jellies, pies and breads and more. Pumpkins are available from late August to late October, depending on the weather.
Silverbrook Farm, Acushnet
Nestled in Dartmouth, Silverbrook Farm is a scenic destination for pumpkin picking. This family-owned farm offers a wide variety of pumpkins, gourds, and other seasonal produce. Visitors can enjoy hayrides, corn mazes, and delicious farm-fresh treats in a picturesque countryside setting.
Lookout Farm, Natick
Hours: Daily from 10am-5pm
One of the oldest working farms in the country, Lookout Farm was established in 1650. Stop by for pick-your-own fruit and pumpkins, plus enjoy upcoming events and entertainment.
Sauchuk Farm, Plympton 
Hours: M-F 9am-6pm, S 9am-5pm
Sauchuck Farm is a 200-acre vegetable and berry farm. In 2007, Scott Sauchuk grew the first large-scale corn maze in the eastern Massachusetts region. Advance reservations can be made here.
Boston Hill Farm, North Andover
A 12 generation family owned and operated farm in North Andover, Boston Hill Farm offers pick-your-own pumpkins, grab some fresh produce and check out the farm animals on site!
Pakeen Farm, Canton
Throughout September and October, Pakeen Farm invites you to visit them at the farm to pick out your perfect pumpkin while sipping hot cider and enjoying delicious donuts.
Fall Favorites
Check out some of our favorite Festival Fall blog posts!