TOP 30 Unique vacations in Wellfleet, Massachusetts

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The Colony of Wellfleet is a unique lodging institution located at 640 Chequessett Neck Road in Wellfleet, Massachusetts, United States. Originally designed and built in 1948 by architects Nathaniel Saltonstall and Oliver P. Morton, this institution was known as the Mayo Hill Colony Club, serving as a private club and art gallery for artists and patrons. In 1963, Loris and Eleanor Stefani acquired the cottages and transformed them into a hotel, adding their own creative touches and artwork to create The Colony as it is known today. Managed by their son Jeffrey and his wife Mihae since 2019, The Colony offers a truly special summer retreat in the Northeast. The Colony of Wellfleet features 10 Bauhaus-style cottages overlooking Wellfleet harbor and bay, each designed for elegant functionality and furnished with pieces by leading modernists. Guests can enjoy reserved beach space, golf, tennis, pickleball, sailing lessons, and more at the club. The cafe offers coffee, pastries, lunch, and drinks with stunning views. Flexible membership options are available for guests.

Endless Coast, A Boutique Hotel, is a charming lodging located at 2068 State Highway in Wellfleet, Massachusetts, United States. Nestled along the endless coastline, this boutique hotel offers a serene and tranquil retreat for guests looking to escape the hustle and bustle of everyday life. With its stylish decor, personalized service, and scenic views of the coast, Endless Coast provides a unique and unforgettable experience for all who stay here. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, this hotel is the perfect destination for those looking to relax and rejuvenate by the sea.

Aunt Sukie Bed and Breakfast is a charming lodging establishment located at 525 Chequessett Neck Road in Wellfleet, Massachusetts, United States. This cozy retreat offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to escape the hustle and bustle of everyday life. With a convenient location near the beach and other local attractions, Aunt Sukie Bed and Breakfast is the perfect place to relax and unwind during your stay in Wellfleet. Experience the comfort and hospitality of Aunt Sukie's home away from home.

Brownies Cabins is a charming lodging institution nestled in the picturesque town of Wellfleet, Massachusetts. Offering cozy and comfortable cabins for guests to relax and unwind, Brownies Cabins provides a peaceful retreat surrounded by nature. The cabins are equipped with modern amenities to ensure a comfortable stay, and the friendly staff are always on hand to assist with any requests. Whether you're looking for a romantic getaway or a family vacation, Brownies Cabins is the perfect choice for a memorable stay in Wellfleet.

Hog Island Surf Lodge and Beer Yard is a vibrant and laid-back eatery located in Wellfleet, Massachusetts. Situated at 842 U.S. 6, this institution offers a unique dining experience with a focus on delicious food and a wide selection of craft beers. Whether you're a surfing enthusiast or simply looking for a casual spot to enjoy a meal, Hog Island Surf Lodge and Beer Yard is the perfect place to unwind and savor the flavors of coastal cuisine. With its welcoming atmosphere and scenic location, this restaurant is a must-visit destination for locals and tourists alike.

Newcomb Hollow Shop is a charming store located at 275 Main Street in Wellfleet, Massachusetts. This quaint shop offers a variety of unique and locally made goods, ranging from handmade jewelry and artwork to beachwear and souvenirs. Visitors can browse through the carefully curated selection of items while taking in the coastal charm of Wellfleet. Whether you're looking for a special gift or a memento of your time in Cape Cod, Newcomb Hollow Shop is the perfect place to find something special.

Hidden Hollow is a unique and tranquil institution nestled at 90 Lecount Hollow Road in Wellfleet, Massachusetts. Surrounded by the natural beauty of the area, Hidden Hollow offers a peaceful retreat for individuals seeking relaxation and rejuvenation. With a focus on wellness and mindfulness, guests can enjoy a variety of holistic treatments and activities designed to promote a sense of inner peace and harmony. Whether you are looking to escape the hustle and bustle of everyday life or simply unwind in a serene environment, Hidden Hollow provides the perfect setting for a truly restorative experience.

Hatch House is a charming and historic institution located at 309 Bound Brook Way in Wellfleet, Massachusetts, United States. This beautiful property offers a serene and peaceful environment for individuals seeking a retreat from the hustle and bustle of everyday life. Nestled in a picturesque setting, Hatch House provides a unique opportunity for guests to relax and rejuvenate in a tranquil atmosphere. With its welcoming ambiance and cozy accommodations, this institution is the perfect destination for those looking to unwind and reconnect with nature. Whether you are seeking a quiet getaway or a place to host a special event, Hatch House is the ideal choice for your next escape.

Breakwater Beach is a stunning natural feature located in Wellfleet, Massachusetts, United States. This picturesque beach is known for its iconic breakwater structure that stretches out into the ocean, providing a unique backdrop for visitors to enjoy. With its sandy shores, crystal-clear waters, and breathtaking views, Breakwater Beach is a popular destination for sunbathing, swimming, and beachcombing. Whether you're looking to relax and unwind or explore the natural beauty of the area, Breakwater Beach offers a serene and scenic escape for all to enjoy.