Fall Festivities in Westford, Massachusetts

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Westford, MA is the perfect place to visit when you want a stress-free autumn getaway. With many activities available here during the fall season, Westford is a highly sought out destination for nature lovers and families. 

A Walk Through the Leaves

Hear the crinkle of dried leaves, see the leaf colors changing, and feel the crisp fall air on your face while taking a walk down the Bruce Freeman Rail Trail. Loosely inspired by the Cape Cod Rail Trail, the trail is now 15 miles long and runs through Chelmsford, Westford, Carlisle, Acton, and Concord with plans in place to continue to extend it.

When visiting here in the fall you will be met with breathtaking views throughout your entire walk or bike ride (or rollerblade ride, whatever you prefer!). The trail passes over many bodies of water where you will get the chance to pass over a few bridges and enjoy the view above ponds, lakes, and streams. You’ll get to see a plethora of wildflowers, wild animals, and picture-perfect landscapes. 

Along the way, you will find public playgrounds, swimming pools, lakeside beaches, picnicking areas, an amphitheater, and a variety of sports fields. This excursion could easily be a full-day activity if you’re looking for something stress-free that will take however long you please. 

Cheers to 80 Years of Kimball Farm!

It all started in 1939 and the rest is history! Kimball Farm was started as a homemade ice cream parlor by husband and wife, Jack and Clara Kimball. Their infamous maple walnut ice cream, frozen pudding, peppermint on a stick, and more than 50 delicious flavors of award-winning homemade ice cream have withstood the test of time and the parlor has grown exponentially in popularity and activities.

Aside from ice cream, the Westford location of Kimball Farm has an on-site grill and seafood spot as well as a tap shack for guests to enjoy. The Grill and Seafood Shack is a new addition, constructed in 2020 serving guests New England delicacies like lobster rolls, fried clams, hand-cut onion rings, and more.

The Outback Tap Shack offers guests a quick and handheld bite to eat while enjoying the rest of the farm along with a variety of drink options. All parents and guests over 21 years of age are welcome to enjoy local craft beers on tap too!

Aside from all food and drinks, Kimball Farm can feel like a luxury amusement park without all the lines and overpriced food. Families and kids can participate in:

  • Mini Golf
  • Driving Range
  • Pitch and Putt
  • Batting Cages
  • Bumper Boats
  • Bumper Cars
  • Ziplines
  • Arcade
  • Animal Adventures
  • Pony Rides

Picture Perfect Patch

Are you looking for a family-friendly apple and pumpkin-picking day? Drew Farm in Westford, MA specializes in creating a fun-filled atmosphere for families during their stay. The farm is family owned and operated and sits on quite a few private acres for you and your family to enjoy. Make sure to check out their website before you visit to plan accordingly if they have seasonal events going on during your stay!

The apple orchard is perched on a hill that allows for fantastic 360° views of the changing leaves and fall foliage in New England. From there you can also watch the sunset before the farm closes. 

They also have pumpkin patches that are great to use as photo backgrounds or to roam through and pick pumpkins to carve. After you finish walking around the farm make sure to circle back and try some warm apple cider and a donut to finish out your fall festivities.

Whether you’re traveling alone or with family, Westford in the fall has so many activity opportunities for everyone to enjoy. When booking your trip, reserve a stay at the Westford Regency Inn & Conference Center. Located in a quaint area and built to preserve the Old New England charm, this hotel is the perfect cherry on top for your Westford vacation. 

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