TOP 30 Inn with outdoor activities in Massachusetts

The Provincetown Inn is a charming waterfront lodging located at 1 Commercial Street in the historic town of Provincetown, Massachusetts. Situated on the tip of Cape Cod, this institution offers breathtaking views of the harbor and easy access to the town's shops, galleries, and restaurants. Guests can relax in comfortable rooms or suites, enjoy delicious meals at the on-site restaurant, and take advantage of amenities such as a pool, private beach, and complimentary shuttle service. Whether you're looking for a romantic getaway or a family vacation, the Provincetown Inn provides a memorable stay in a picturesque setting.

Days Inn by Wyndham West Yarmouth/Hyannis Cape Cod Area is a cozy lodging option situated at 69 Massachusetts 28 in Yarmouth, Massachusetts, United States. This charming inn offers comfortable accommodations and convenient amenities for guests visiting the Cape Cod area. The rooms are tastefully decorated and equipped with modern facilities to ensure a pleasant stay. Guests can enjoy a complimentary breakfast, free Wi-Fi, and access to a seasonal outdoor pool. The friendly staff is always ready to assist with any requests or recommendations for local attractions. Whether you are exploring the beaches, shopping in Hyannis, or visiting nearby attractions, Days Inn by Wyndham is the perfect home base for your Cape Cod adventure.

Anchor Inn is a charming and historic lodging institution located at 66 Centre Street in Nantucket, Massachusetts. Situated next to the historic Old North Church on Centre Street, our 13-room bed and breakfast retains a special character and scale true to the period of our historic inn. Each guest room at our Nantucket B&B is named after Whaling Ships that used to come into Nantucket, adding to the unique experience. Discover a variety of activities and places to explore on the island just minutes away from our Nantucket bed and breakfast. By booking directly with us, guests can receive the best available rate for their stay. Our location is perfect, offering comfortable and quaint rooms that are incredibly clean. Guests can enjoy a delicious breakfast on the enclosed porch to start their day off right.

Nantucket Inns is a charming lodging establishment located at 9 North Water Street in the picturesque island of Nantucket, Massachusetts. As a combination of a lodging, real estate, and travel agency, Nantucket Inns offers a unique experience for guests looking to explore the beauty of the island. With comfortable accommodations, personalized real estate services, and expert travel assistance, Nantucket Inns is the perfect destination for those seeking a memorable stay on Nantucket.

The Sea Meadow Inn, located at 1187 Main Street in Brewster, Massachusetts, is a charming lodging institution housed in a historic building dating back to 1783. The inn has been beautifully restored to preserve its unique architectural features, including wide-plank pumpkin pine floors and fireplaces. The B&B style rooms offer luxurious beds, private baths, and exceptional amenities for a peaceful night's sleep. Surrounded by serene acres of gardens filled with local flowers and wildlife, guests can relax on the tree swing, hammock, or enjoy birdwatching from the back porch. The outdoor shower, grill, and firepit are perfect for enjoying evenings with family and friends after a day at the nearby bay beach or exploring the National Seashore, Provincetown, Nantucket, or Martha's Vineyard.

The Holden Inn is a charming lodging establishment situated at 140 Commercial Street in Wellfleet, Massachusetts. Nestled in the heart of this picturesque coastal town, the inn offers cozy and comfortable accommodations for visitors looking to relax and unwind by the sea. With its convenient location near local attractions, shops, and restaurants, guests can easily explore all that Wellfleet has to offer. Whether you're seeking a romantic getaway or a family vacation, The Holden Inn provides a welcoming atmosphere and personalized service to make your stay truly memorable.

The Platinum Pebble Boutique Inn is a luxurious adults-only lodging located at 186 Belmont Road in Harwich, Massachusetts, United States. This upscale Cape Cod accommodation offers premium amenities such as gourmet breakfast, complimentary bicycles, beach chairs, pool towels, and a relaxing beach vibe. Each room is tastefully decorated with modern furnishings and luxurious linens, providing a blend of comfort and coastal elegance. Guests can enjoy a peaceful night's sleep on Verlo mattresses and Comphy bedsheets, and start their day with a delicious breakfast before exploring the nearby towns of Falmouth, Chatham, and Provincetown. The inn's central location makes it the ideal base for a Cape Cod vacation, with easy access to Martha's Vineyard and Nantucket.

The Shady Hollow Inn is a charming lodging establishment located at 370 Main Street in Dennis, Massachusetts, United States. Nestled in a tranquil and picturesque setting, this cozy inn offers a peaceful retreat for travelers seeking a relaxing getaway. Guests can enjoy comfortable accommodations, friendly service, and a warm atmosphere that makes them feel right at home. Whether you're visiting for a weekend escape or an extended vacation, The Shady Hollow Inn is the perfect place to unwind and recharge in the heart of Cape Cod.

The Tern Inn is a charming lodging establishment located at 91 Chase Street in the picturesque town of Harwich, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind on Cape Cod. With its convenient location near the beach and local attractions, The Tern Inn is the perfect destination for a peaceful getaway. Enjoy a relaxing stay in this quaint inn and experience true New England hospitality at its finest.

Rodeway Inn Orleans - Cape Cod is a cozy and inviting lodging establishment located in the picturesque town of Orleans, Massachusetts, in the heart of Cape Cod. Situated at 48 Cranberry Highway, this charming inn offers comfortable accommodations and excellent amenities for guests looking to explore the beauty of the Cape Cod area. Whether you are visiting for a relaxing beach vacation, a romantic getaway, or a family trip, Rodeway Inn Orleans - Cape Cod provides a convenient and affordable option for your stay. Enjoy easy access to nearby attractions, shopping, dining, and outdoor activities, making it the perfect home base for your Cape Cod adventure. Experience warm hospitality and a welcoming atmosphere at Rodeway Inn Orleans - Cape Cod.

Viking Shores Motor Inn is a cozy and inviting lodging facility located at 5200 U.S. 6 in Eastham, Massachusetts. Nestled in the beautiful surroundings of Cape Cod, this charming inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind. With its convenient location near the beach and various attractions, Viking Shores Motor Inn is the perfect destination for a peaceful and enjoyable getaway. Whether you're visiting for a weekend retreat or an extended vacation, you'll find everything you need for a memorable stay at this lovely inn.

Thorncroft Inn is a charming transit station located in the picturesque town of Tisbury, Massachusetts, United States. This historic inn offers a peaceful and relaxing atmosphere for travelers passing through or looking to explore the beauty of Martha's Vineyard. With cozy accommodations, delicious dining options, and convenient access to local attractions, Thorncroft Inn is the perfect destination for those seeking a memorable stay on the island. Immerse yourself in the tranquility and charm of this unique transit station during your visit to Tisbury.

The Spa at Chatham Bars Inn is a luxurious retreat located at 297 Shore Road in Chatham, Massachusetts. Step into a world of transformation and relaxation with treatments designed to soothe and restore your body, mind, and soul. As the only Forbes Four-Star awarded spa on Cape Cod, MA, we offer everything you need to completely unwind and recharge. Our spa amenities, including a pool, steam room, sauna, and hot tub, are available for guests with spa appointments or those staying in a spa suite. The spa is reserved for guests 16 years of age and older. To reserve your treatment, call 508-945-6737 or book online.

Trailside Cottages at The Mountain Top Inn & Resort offers cozy and charming Vermont vacation homes for rent. Nestled in the picturesque mountains of Cambridge, Massachusetts, these cottages provide the perfect escape for those looking to unwind and reconnect with nature. Whether you're seeking a romantic getaway or a family adventure, our real estate and travel agency team is here to help you find the perfect accommodations for your stay. With breathtaking views and access to a variety of outdoor activities, Trailside Cottages at The Mountain Top Inn & Resort is the ideal destination for your next vacation. Book your stay with us today and experience the beauty of Vermont in comfort and style.

The Inn Street Fountain & Splash Pad is a vibrant and fun-filled amusement park located at 24 Inn Street in the charming town of Newburyport, Massachusetts, United States. This exciting destination offers a refreshing oasis for visitors of all ages to cool off and enjoy a day of water play. With interactive fountains, water features, and plenty of space to splash around, the Inn Street Fountain & Splash Pad is the perfect place to beat the heat and create lasting memories with family and friends. Come and experience the joy and excitement of this lively attraction in the heart of downtown Newburyport.

Days Inn by Wyndham Leominster/Fitchburg Area is a comfortable and convenient lodging option located at 482 North Main Street in Leominster, Massachusetts. This hotel offers a range of amenities including free Wi-Fi, a complimentary continental breakfast, an outdoor pool, and a fitness center. The rooms are spacious and well-equipped with modern facilities to ensure a pleasant stay for guests. With its central location, guests can easily access nearby attractions and dining options. Whether traveling for business or leisure, Days Inn by Wyndham Leominster/Fitchburg Area is a great choice for a relaxing stay in Massachusetts.

Cuttyhunk Island Residency is a unique institution located on the picturesque Cuttyhunk Island in Gosnold, Massachusetts, United States. This residency program offers a peaceful and serene environment for individuals seeking a retreat to focus on their health and wellness. With a focus on holistic healing and personal growth, residents can enjoy a range of activities such as yoga, meditation, hiking, and healthy eating. The institution also offers educational workshops and classes to help individuals develop new skills and knowledge. Whether you are looking to improve your physical health or mental well-being, Cuttyhunk Island Residency provides a supportive and nurturing environment for personal transformation.

Laurel Ridge Bed and Breakfast is a charming lodging establishment located at 648 Southbridge Road in Warren, Massachusetts, United States. Nestled in a picturesque setting, this cozy B&B offers guests a peaceful and relaxing retreat. With comfortable accommodations and personalized service, Laurel Ridge Bed and Breakfast is the perfect choice for a weekend getaway or a romantic escape. Experience the beauty of the New England countryside while enjoying modern amenities and warm hospitality at this lovely inn.

Roaring Brook is a prestigious institution located in the picturesque town of Huntington, Massachusetts, in the United States. Known for its dedication to excellence in education and commitment to fostering a nurturing learning environment, Roaring Brook offers a wide range of academic programs and extracurricular activities to help students reach their full potential. The institution's beautiful campus is surrounded by lush greenery and provides a peaceful setting for students to grow and thrive. With a team of experienced and dedicated educators, Roaring Brook is a place where students can receive a top-notch education and prepare for a successful future.

The Cottage B and B is a charming lodging establishment located at 14 Prospect Hill Road in the picturesque town of Stockbridge, Massachusetts. This historic bed and breakfast offers cozy accommodations in a beautifully restored cottage, providing guests with a peaceful and relaxing retreat. In addition to its comfortable rooms, The Cottage B and B also features a small museum showcasing local artifacts and history, adding a unique touch to the overall guest experience. Whether you are looking for a romantic getaway or a cultural escape, The Cottage B and B is the perfect destination for your next visit to Stockbridge.

Conroy's Bed & Breakfast is a charming lodging establishment located at 11 East Street in the picturesque town of Stockbridge, Massachusetts, United States. Nestled in a quaint and peaceful neighborhood, this cozy bed and breakfast offers comfortable accommodations and warm hospitality for guests looking to relax and unwind in a homely atmosphere. With its convenient location near local attractions, shops, and restaurants, Conroy's Bed & Breakfast is the perfect choice for travelers seeking a memorable stay in the heart of Stockbridge.

The Dewey is a charming lodging establishment located at 7 Hubbard Street in Lenox, Massachusetts. This cozy inn offers comfortable accommodations in a picturesque setting, perfect for those looking to relax and unwind in the heart of the Berkshires. The Dewey's convenient location allows guests to easily explore the many attractions and activities in the area, including historic sites, art galleries, and outdoor adventures. With its warm hospitality and inviting atmosphere, The Dewey is the ideal destination for a peaceful getaway in the beautiful New England countryside.

Life House, Berkshires is a charming lodging located at 194 Pittsfield Road in Lenox, Massachusetts. Nestled in the picturesque Berkshires region, this institution offers a peaceful and serene retreat for guests looking to escape the hustle and bustle of everyday life. The accommodations are cozy and comfortable, providing a welcoming atmosphere for visitors to relax and unwind. With its convenient location and warm hospitality, Life House, Berkshires is the perfect destination for a memorable getaway in the heart of the Berkshires.

Berkshire Yankee Suites is a charming lodging establishment located at 20 West Housatonic Street in the picturesque city of Pittsfield, Massachusetts. Our suites offer a cozy and comfortable stay for travelers looking to explore the beautiful Berkshire region. Each suite is tastefully decorated and equipped with modern amenities to ensure a relaxing stay. Our convenient location allows guests easy access to local attractions, dining options, and outdoor activities. Whether you are visiting for business or pleasure, Berkshire Yankee Suites is the perfect home away from home in the heart of the Berkshires.

Berkshire Lakeside Lodge is a charming lodging located at 3949 Jacobs Ladder Road in Becket, Massachusetts. Situated in the stunning Berkshire Mountains, this cozy retreat offers guests a peaceful and serene escape surrounded by nature. With comfortable accommodations and beautiful views of the nearby lake, Berkshire Lakeside Lodge is the perfect destination for those looking to relax and unwind. Whether you're seeking a romantic getaway or a family vacation, this lodge provides a warm and welcoming atmosphere for all guests to enjoy.

26 Church Street is a charming lodging institution located in the heart of Lenox, Massachusetts. Situated at the address 26 Church Street, this cozy establishment offers a warm and inviting atmosphere for guests looking to experience the beauty of the Berkshires. With comfortable accommodations and a convenient location near local attractions, 26 Church Street is the perfect choice for a relaxing getaway in this picturesque New England town. Whether you're exploring the nearby shops and restaurants or simply unwinding in your well-appointed room, you'll feel right at home at this lovely inn.

Downton Valley is a charming lodging institution located at 1089 Westhampton Road in Northampton, Massachusetts, United States. Nestled in the picturesque Downton Valley, this institution offers guests a peaceful and serene retreat surrounded by nature. The cozy rooms are elegantly decorated and provide all the comforts of home. Guests can enjoy a delicious breakfast in the dining area or relax on the outdoor patio overlooking the beautiful valley. With its convenient location and warm hospitality, Downton Valley is the perfect destination for a relaxing getaway.

Cavalier Cottage Bed & Breakfast is a charming lodging establishment located at 236 East Oxbow Road in the picturesque town of Charlemont, Massachusetts. This cozy retreat offers guests a peaceful and comfortable stay in a beautiful countryside setting. The cottage-style accommodations are tastefully decorated and feature modern amenities to ensure a relaxing experience. Guests can enjoy a delicious homemade breakfast each morning and take advantage of the convenient location near outdoor recreational activities such as hiking, skiing, and river rafting. Whether you are looking for a romantic getaway or a relaxing escape, Cavalier Cottage Bed & Breakfast is the perfect destination for your next vacation.

Located on 60 Masterson Road in the picturesque town of Whately, Massachusetts, Hillside House Bed & Breakfast offers a charming and cozy retreat for travelers looking for a peaceful and relaxing stay. This quaint lodging institution is nestled on a hillside, providing stunning views of the surrounding countryside. Guests can enjoy comfortable accommodations, delicious homemade breakfasts, and warm hospitality from the friendly staff. Whether you are visiting for a weekend getaway or a longer vacation, Hillside House Bed & Breakfast is the perfect place to unwind and recharge in the heart of New England.

Maguire House Bed & Breakfast is a charming and cozy lodging establishment located at 30 Cobb Road in Ashburnham, Massachusetts, United States. Nestled in a picturesque setting, this bed and breakfast offers a warm and welcoming atmosphere for guests looking for a peaceful retreat. The historic house features comfortable rooms with modern amenities, delicious homemade breakfast served each morning, and friendly hospitality from the owners. Whether you are visiting for a romantic getaway, a family vacation, or a business trip, Maguire House Bed & Breakfast is the perfect place to relax and unwind in a beautiful New England setting.