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Points of Interest between Chelmsford, Massachusetts to Leicester, Massachusetts

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picture of Chelmsford, Massachusetts

Top Five Places to Visit on a Trip Between Chelmsford and Leicester

Looking for a fun day trip from Chelmsford to Leicester? We've got you covered! Here are the top five places to visit on your journey, including a stop at the halfway point in charming Berlin, MA.

Halfway Point: Berlin, MA - Antique Shopping and Lunch

The small town of Berlin is the perfect spot to take a break and stretch your legs on your journey between Chelmsford and Leicester. Head to Berlin General Store for a delicious lunch (we recommend their famous chicken salad sandwich!) and then wander the streets for some antique shopping. Be sure to check out the Berlin Country Store, which has been operating since 1817 and offers a wide range of unique gifts and home decor.

Stop 1: Nashoba Valley Winery - Wine Tasting and Orchard Exploration

Located in nearby Bolton, Nashoba Valley Winery is a must-visit for wine enthusiasts. Try a wine tasting in their spacious tasting room, and then head outdoors to explore the orchard and pick your own fruit. In the fall, they offer hayrides and host an annual pumpkin festival.

Stop 2: Wachusett Mountain - Amazing Views and Hiking

For breathtaking views and outdoor adventure, head to Wachusett Mountain in Princeton. Take a scenic chairlift ride to the summit, where you can see all the way to Boston on a clear day. If you're feeling adventurous, try hiking one of the many trails in the area. In the winter, Wachusett Mountain offers skiing and snowboarding.

Stop 3: Old Common Antiques - Vintage Shopping and Hidden Treasures

Located in beautiful Petersham, Old Common Antiques is a treasure trove of vintage finds. Browse their selection of antique furniture, home decor, and jewelry from a wide variety of eras. With knowledgeable staff and constantly rotating inventory, there's always a new discovery waiting to be made.

Stop 4: Leicester Drive-In - Classic Entertainment and Family Fun

To cap off your day trip, immerse yourself in some classic Americana at the Leicester Drive-In. Founded in 1951, it's one of the oldest operating drive-ins in the country and offers a fun and unique movie-going experience. Bring your own snacks and settle in for a double feature under the stars.

Whether you're looking to explore the great outdoors, discover hidden treasures, or just relax with some good food and wine, this Chelmsford to Leicester day trip has something for everyone. Don't miss out on these five must-visit destinations!

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