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TOP 30 Upscale outdoor accommodations in Massachusetts
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MGM Springfield
MGM Springfield is a premier casino and lodging destination located in Springfield, Massachusetts. Situated at One MGM Way, this luxurious establishment offers a wide range of entertainment options, including slot machines, table games, live shows, and fine dining experiences. Guests can also enjoy luxurious accommodations and top-notch amenities during their stay. Whether you're looking to try your luck at the casino or simply relax in style, MGM Springfield has something for everyone. Come and experience the excitement and luxury of this world-class institution in the heart of Springfield.
Marriott Springfield Downtown
Marriott Springfield Downtown is a premier lodging destination located at 2 Boland Way in the heart of Springfield, Massachusetts. This upscale hotel offers luxurious accommodations, top-notch amenities, and exceptional service to ensure a comfortable and memorable stay for all guests. With its convenient location near popular attractions, shopping, and dining options, Marriott Springfield Downtown is the perfect choice for both business and leisure travelers looking to experience the best that Springfield has to offer. Whether you're in town for a weekend getaway or a business trip, you'll find everything you need for a relaxing and enjoyable stay at Marriott Springfield Downtown.
Chesapeake Inn of Lenox
The Chesapeake Inn of Lenox is a charming lodging establishment located at 210 West Street in the picturesque town of Lenox, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind in the heart of the Berkshires. With its convenient location near historic sites, cultural attractions, and outdoor activities, the Chesapeake Inn of Lenox is the perfect destination for a peaceful getaway or romantic retreat. Experience the beauty and hospitality of Lenox at this charming inn.
The Kemble Berkshires
The Kemble Berkshires is a historic lodging institution located at 2 Kemble Street in Lenox, Massachusetts, United States. Originally built in the 1880s for a U.S. Secretary of State and New Jersey State Senator, the property has been newly renovated by Shared Estates with modern finishes and luxurious amenities. The estate features manicured landscaping with stunning views of the Stockbridge Bowl. Guests can enjoy various spaces within the property, including a library room, music room, private bar, and seven fireplaces. The Kemble is 100% carbon neutral and can accommodate events for up to 175 guests. The property offers a dining room, professional kitchen, herb and vegetable garden, fire pit, and multi-level stone patios and decks. Guests can enjoy a wide range of amenities, including a virtual reality gaming room, retro arcade, outdoor sports equipment, and more. The Kemble Berkshires is owned by 143 investors through Shared Estates' equity crowdfunding model, making it a unique social equity vehicle in the real estate industry.
The Dewey
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
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.
The Porches Inn at MASS MoCA
The Porches Inn at MASS MoCA is a charming lodging option located at 231 River Street in North Adams, Massachusetts, United States. Situated right next to the renowned Massachusetts Museum of Contemporary Art (MASS MoCA), this unique inn offers a cozy and inviting atmosphere with a touch of artistic flair. Guests can enjoy comfortable accommodations in a historic Victorian row house, complete with modern amenities and stylish decor. The inn also features a relaxing outdoor pool, a fitness center, and a complimentary breakfast for guests to start their day off right. With its convenient location and eclectic charm, The Porches Inn at MASS MoCA is the perfect choice for a memorable stay in the Berkshires.
The Old Mill Inn
The Old Mill Inn, located at 87 School Street in Hatfield, Massachusetts, is a unique boutique New England Inn that offers a modern and upscale experience with an urban industrial feel. Recently renovated in January 2021, the Inn has completely refurbished all rooms and suites, providing guests with a one-of-a-kind stay. The Conway Room is available for patrons with mobility challenges, offering extra comforts and accommodations. Situated on the bank of the Mill River, guests can enjoy the relaxing sound of the rushing river and waterfall. The Old Mill Inn, originally built in 1870 as a grist mill, has a rich history of transformations and now serves as a boutique hotel with nine rooms and four guest suites with kitchens. Conveniently located near the Five Colleges, Deerfield Academy, and downtown Northampton, the Inn is a perfect destination for a private retreat, romantic getaway, or special event.
The Black Walnut Inn
The Black Walnut Inn is a charming lodging establishment located at 1184 North Pleasant Street in Amherst, Massachusetts. Nestled in the heart of the historic town, this inn offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The inn's cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a delicious breakfast in the quaint dining area or relax in the beautiful garden courtyard. With its convenient location and welcoming atmosphere, The Black Walnut Inn is the perfect choice for travelers seeking a memorable stay in Amherst.
Westford Regency Inn and Conference Center
The Westford Regency Inn and Conference Center is a premier lodging destination located at 219 Littleton Road in Westford, Massachusetts, United States. This elegant and comfortable hotel offers luxurious accommodations, top-notch amenities, and exceptional service to ensure a memorable stay for both business and leisure travelers. With spacious rooms, on-site dining options, a fitness center, and a beautiful outdoor pool, guests can relax and unwind in style. The conference center also provides state-of-the-art facilities for meetings, events, and weddings, making it the perfect choice for any occasion. Experience the ultimate in hospitality at the Westford Regency Inn and Conference Center.
Hyatt House Boston/Burlington
Hyatt House Boston/Burlington is a modern and comfortable lodging option located at 2 Van de Graaff Drive in Burlington, Massachusetts. This hotel offers spacious and well-appointed rooms, perfect for both short and long-term stays. Guests can enjoy amenities such as a fitness center, outdoor pool, complimentary breakfast, and a 24-hour market. The hotel's convenient location provides easy access to nearby attractions, shopping centers, and dining options. Whether traveling for business or leisure, Hyatt House Boston/Burlington is the perfect choice for a relaxing and enjoyable stay in the United States.
Five Bridge Inn
Five Bridge Inn is a charming lodging establishment situated at 152 Pine Street in Rehoboth, Massachusetts. This picturesque inn offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of city life. Surrounded by lush greenery and five scenic bridges, the inn provides a tranquil atmosphere for a memorable stay. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable experience. Guests can enjoy a delicious breakfast in the morning and unwind in the beautiful outdoor spaces. Whether you are looking for a romantic getaway or a peaceful weekend retreat, Five Bridge Inn is the perfect destination for a memorable stay in Massachusetts.
Compass Rose Inn
Located in the charming town of Newburyport, Massachusetts, the Compass Rose Inn offers a cozy and welcoming lodging experience. Situated at 5 1/2 Center Street, this quaint inn is the perfect destination for travelers seeking a peaceful retreat. The Compass Rose Inn boasts comfortable accommodations, friendly staff, and a convenient location near local attractions and dining options. Whether you're visiting for business or pleasure, you'll feel right at home at the Compass Rose Inn.
John Carver Inn & Spa
The John Carver Inn & Spa is a charming boutique hotel located in the heart of Historic Plymouth, Massachusetts. This lodging option offers a unique blend of Colonial charm and modern amenities, making it the perfect choice for visitors looking for a relaxing getaway. The hotel features 80 spacious guest rooms and luxury suites, each offering comfortable accommodations and upscale amenities. Guests can enjoy the exclusive Suite Dreams Experience in the elegant fireplace suites, which include oversized whirlpool tubs for ultimate relaxation. One of the highlights of the John Carver Inn & Spa is the Pilgrim Cove Indoor Theme Pool, which features an 80-foot water slide, waterfalls, a Jacuzzi, lap lanes, and a fitness room. This family-friendly hotel provides a fun and exciting experience for guests of all ages. Additionally, the on-site spa offers a tranquil escape with a variety of treatments and services to help guests unwind and rejuvenate.
AutoCamp Cape Cod
AutoCamp Cape Cod is a unique lodging institution located at 836 Palmer Avenue in Falmouth, Massachusetts, United States. After a day of exploring Martha’s Vineyard and Herring Cove Beach, guests can unwind at this scenic location by the Atlantic shore. Visitors can explore the historic towns of Falmouth and Woods Hole, bike on the Shining Sea Bikeway, swim in Buzzards Bay, or take a ferry to Martha’s Vineyard. The accommodation options at AutoCamp Cape Cod include iconic Airstream Suites, Premium and Accessible Cabins, and family-friendly accommodations with teepee-style tents.
Winnetu Oceanside Resort
Winnetu Oceanside Resort is a charming lodging institution located at 31 Dunes Road in Edgartown, Massachusetts, United States. This resort is Martha's Vineyard's only resort at iconic South Beach, offering a nostalgic experience reminiscent of carefree childhood days. With various accommodation options ranging from private home rentals to suites and cottages, Winnetu caters to every type of vacationer. Guests can enjoy the stunning beauty of Katama, where farm meets sea at South Beach, just a short distance from historic downtown Edgartown. The resort offers a range of amenities and activities for all ages, including rides in an antique firetruck, weekly clambakes in the summer, an award-winning children's program, and two swimming pools. Guests can also indulge in the flavors of Martha's Vineyard at The Dunes Deck while taking in breathtaking views. For those looking to explore the island, Winnetu provides complimentary shuttles to downtown Edgartown and water taxis to nearby attractions.
Land's End Inn
Land's End Inn is a charming and elegant lodging option located in Provincetown, Massachusetts. Situated at 22 Commercial Street, this historic inn offers stunning views of the ocean and easy access to the town's shops, restaurants, and attractions. The inn features beautifully decorated rooms, a cozy fireplace lounge, and a spacious outdoor terrace perfect for enjoying the sunset. With its prime location and luxurious accommodations, Land's End Inn is the perfect choice for a relaxing getaway on Cape Cod.
The Ruddy Turnstone Private Lodging
The Ruddy Turnstone Private Lodging is a charming and cozy accommodation located at 463 Main Street in Brewster, Massachusetts, United States. This private lodging offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The rooms are tastefully decorated and equipped with all the necessary amenities to ensure a comfortable stay. The location is ideal for those looking to explore the beauty of Cape Cod, with easy access to nearby beaches, shops, and restaurants. Whether you are visiting for a weekend getaway or an extended vacation, The Ruddy Turnstone Private Lodging is the perfect choice for your stay.
The Summer House India Street
The Summer House India Street is a charming lodging institution located at 31 India Street in the picturesque town of Nantucket, Massachusetts. Situated in a historic building, this cozy retreat offers guests a peaceful and relaxing atmosphere for their summer getaway. With comfortable accommodations and a convenient location near the island's attractions, The Summer House India Street is the perfect choice for those looking to experience the beauty of Nantucket. Immerse yourself in the island's rich history and natural beauty while staying at this lovely establishment.
Nantucket Inns
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.
Sea Meadow Inn
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 Platinum Pebble Boutique Inn
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.
Captain Freeman Inn
The Captain Freeman Inn, located at 15 Breakwater Road in Brewster, Massachusetts, is a beautifully restored Sea Captain's mansion just a short walk away from Breakwater Beach. This award-winning Bed and Breakfast has been recognized with the Tripadvisor Certificate of Excellence for the past 11 years, offering guests a deluxe seaside experience year-round. Guests can enjoy the outdoor heated salt water swimming pool and custom firepit, providing the ultimate in luxury and relaxation in every season. The inn also offers a gourmet three-course breakfast made with farm-to-table ingredients, served in a charming indoor dining area or on the screened porch.
Greyfinch Chatham Inn
Greyfinch Chatham Inn, located at 946 Main Street in Chatham, Massachusetts, is a lodging institution that welcomes adventurous travelers, friends, young families, and couples to enjoy a seaside oasis. The newly renovated Greyfinch offers elegantly transformed guestrooms and enhanced outdoor spaces, providing a tranquil retreat just minutes away from Chatham's best beaches and downtown shops and restaurants. Guests can indulge in the allure of elegant accommodations that exude a welcoming atmosphere, making them feel right at home. The inn also offers luxury amenities for a truly indulgent stay. The property is steeped in Chatham's rich history of fishing, farming, seafaring, and hospitality, giving guests a glimpse into local life on the Cape.
Rugosa Boutique Guest House
Rugosa Boutique Guest House is a charming lodging establishment located in Eastham, Massachusetts, United States. Situated at 4885 U.S. 6, this boutique guest house offers a cozy and intimate atmosphere for guests looking for a peaceful retreat on Cape Cod. The beautifully decorated rooms and personalized service make it a perfect choice for those seeking a relaxing getaway. With its convenient location and comfortable accommodations, Rugosa Boutique Guest House is the ideal place to stay while exploring the natural beauty and attractions of the Cape Cod area.
The Aven at Newton Highlands
The Aven at Newton Highlands is a premier real estate agency located at 99 Needham Street in Newton, Massachusetts, United States. Our community offers upscale amenities to accommodate every lifestyle, with easy access to the vibrant city of Boston and surrounding areas. Residents can enjoy a range of outdoor activities, from soaking up the sun to working out in the fitness center. Our 1, 2, and 3 bedroom homes feature gourmet kitchens, spacious common areas, and private patios for relaxation.
The Mill 185
The Mill 185 is a lively bar, food, and restaurant located at 185 West Boylston Street in West Boylston, Massachusetts. Offering a mix of American Comfort, Smokehouse, and Italian-American dishes, The Mill 185 provides a casual and upbeat atmosphere for guests to enjoy. Open 7 days a week, patrons can indulge in delicious food and beverages while taking in the welcoming ambiance. For special occasions, The Mill 185 offers a private function room that can accommodate up to 40 guests, as well as catering services for events held at other locations. With a flexible menu and drink options, guests can customize their experience to suit their preferences.
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- Upscale outdoor accommodations in Amherst
- Upscale outdoor accommodations in Brewster
- Upscale outdoor accommodations in Burlington
- Upscale outdoor accommodations in Chatham
- Upscale outdoor accommodations in Eastham
- Upscale outdoor accommodations in Edgartown
- Upscale outdoor accommodations in Falmouth
- Upscale outdoor accommodations in Harwich
- Upscale outdoor accommodations in Lenox
- Upscale outdoor accommodations in Nantucket
- Upscale outdoor accommodations in Newburyport
- Upscale outdoor accommodations in Newton
- Upscale outdoor accommodations in North Adams
- Upscale outdoor accommodations in Plymouth
- Upscale outdoor accommodations in Provincetown
- Upscale outdoor accommodations in Springfield
- Upscale outdoor accommodations in Westford
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