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Points of Interest between Barnstable, Massachusetts to Portland, Maine

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picture of Barnstable, Massachusetts

Exploring the Best of Massachusetts and Maine: From Barnstable to Portland

Road tripping from Barnstable, Massachusetts to Portland, Maine, is truly one of the most scenic drives you can take in New England. Travellers are treated to stunning coastal views, charming towns, and a myriad of natural wonders. Whether you’re a history buff, an outdoor enthusiast, or just looking for a relaxing vacation, there’s something for everyone along this route. Here are the top places you should add to your itinerary:

1. Chatham, Massachusetts

Located on the elbow of Cape Cod, this picturesque town is hailed for its rich maritime history, adorable lighthouses and its pleasant downtown area. Take walk along the sandy shores or shop for unique souvenirs at The Mayflower or Pentwater Kids. The Chatham Seaside Links offer golding putting entertainment, and if you're interested in a unique way of getting around, thundercat racing or a scenic biplane ride are available. Chatham is also a great spot to enjoy quintessential New England fare such as lobster rolls and clam chowder.

2. Beaches, Massachusetts

Some of the most beautiful beaches along the Massachusetts coast can be found between Barnstable and Portland. With soft sand, surfable waves and luscious dunes, they are perfect spots to unwind. Nauset, National Seashore beach, was voted one of America's most beautiful beaches by Travel Channel. It’s not just the pristine ocean views that attract visitors, it is also rich with historical sites, wildlife, and walking trails. Ogunquit Beach, a short distance from Portsmouth, is another destination that cannot be missed. This seven-mile stretch of beach offers a variety of activities like trolley rides, fine dining, and watching the sunrise or sunsets.

3. Freeport, Maine

This small town with a big personality is widely known for its outlet shopping and one-of-a-kind boutiques. The streets are lined with designer brands such as L.L. Bean, Coach, and Burberry, and one of the places unique to Freeport is the Wolfs Neck State Park. This 300-acre recreational area is home to a pristine beach, biking trails, and camping sites. Visit Maine Beer Company for an opportunity to sample some craft beer before checking out the renowned LL Bean campus where you can probably find the perfect outdoor wardrobe.

4. Fort Foster, Maine

Located in Kittery, Fort Foster is a hidden gem for outdoor lovers. With many biking and hiking trails, fishing docks, fresh lobster and crabbing, kayaking, and a peaceful rocky beach all in one spot, it's hard not to fall in love with this island-like oasis. Flat rock trail, accessible by foot or bike, offers stunning harbor view points. Kids can climb the artillery barrack or go frolic around tide pools while waiting for an opportunity to enjoy some ice cream or bask in the sun on the beach.

5. Portland Head Light, Maine

The grand finale of your journey! The Portland Head Light, situated on the rocky shores of Cape Elizabeth, is one of the most photographed lighthouses in New England. Built in 1791, it has withstood centuries of harsh weather and has become an iconic symbol of Maine's maritime history. There is a little museum nearby depicting the history of the lighthouse. An added bonus is the excellent seafood restaurants and waterfront cafes in the vicinity.

Conclusion

Road tripping from Barnstable to Portland is an adventure that few will forget. Along the way, you'll be met with stunning vistas, enchanting towns, and a plethora of exciting things to do. This list just scratches the surface of what the region has to offer. So, start planning your trip today and embark on an unforgettable journey that is perfect for the whole family or indeed any driving enthusiast!

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