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TOP 30 Upscale lodging for weekend escape in Massachusetts
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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 Barrington Bed and Breakfast
The Barrington Bed and Breakfast is a charming lodging establishment located at 281 Main Street in the picturesque town of Great Barrington, Massachusetts. This cozy B&B offers a warm and inviting atmosphere for guests looking for a relaxing getaway in the heart of the Berkshires. The beautifully decorated rooms are equipped with modern amenities to ensure a comfortable stay, and guests can enjoy a delicious homemade breakfast each morning. Conveniently located near shops, restaurants, and attractions, The Barrington Bed and Breakfast is the perfect choice for those seeking a peaceful retreat in a quaint New England town.
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.
Stockbridge Country Inn
The Stockbridge Country Inn is a charming bed and breakfast located at 26 Glendale Road in Stockbridge, Massachusetts. Nestled in the heart of the picturesque Berkshires, this cozy inn offers beautifully appointed guest accommodations, each with its own unique character and style. Guests can enjoy a peaceful and relaxing atmosphere, surrounded by stunning gardens and a cozy fireplace room. Conveniently located just 1 mile away from the Norman Rockwell Museum and Chesterwood, The Stockbridge Country Inn is the #1 closest Berkshires Bed and Breakfast to these popular attractions. This makes it an ideal choice for visitors looking to explore the museum while enjoying the serene surroundings of the Berkshires.
Devonfield Inn
Devonfield Inn is a charming lodging establishment located at 85 Stockbridge Road in Lee, Massachusetts, United States. Nestled in the picturesque Berkshire Mountains, this cozy inn offers a peaceful and serene retreat for guests seeking a relaxing getaway. The beautifully appointed rooms and suites are tastefully decorated and provide all the comforts of home. Guests can enjoy a delicious homemade breakfast each morning, as well as afternoon tea and snacks. The inn also features a lovely garden area, perfect for unwinding and taking in the natural beauty of the surrounding landscape. Whether you're looking for a romantic escape or a peaceful retreat, Devonfield Inn is the perfect destination for your next vacation.
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.
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 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.
Inn on Boltwood
The Inn on Boltwood is a charming and elegant institution located in the heart of Amherst, Massachusetts. Situated at 30 Boltwood Avenue, this historic property offers luxurious accommodations, exquisite dining options, and top-notch service. Whether you are looking for a comfortable place to stay, a delicious meal, or a relaxing getaway, the Inn on Boltwood is the perfect choice. With its convenient location and upscale amenities, this institution is sure to exceed your expectations and provide you with a memorable experience.
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.
Briar Barn Inn
Located at 101 Main Street in Rowley, Massachusetts, Briar Barn Inn is a charming lodging institution just 30 miles from the bustling city of Boston. Offering a blend of laid-back luxury and heartfelt hospitality, Briar Barn Inn provides a quintessential country inn experience with a modern twist. The farmhouse setting of the inn features 30 guest rooms that combine rustic charm with contemporary finishes, creating a serene retreat or romantic getaway. The Spa at Briar Barn Inn offers a tranquil escape with three treatment rooms for massages, facials, wax treatments, and more. The intimate spa provides a relaxing environment for guests to indulge in personalized wellness treatments.
The Envoy Hotel, Autograph Collection
The Envoy Hotel, Autograph Collection is a stylish and modern lodging located at 70 Sleeper Street in Boston, Massachusetts. Situated in the heart of the bustling Seaport District, this hotel offers luxurious accommodations with stunning views of the Boston Harbor and city skyline. Guests can enjoy top-notch amenities, including a rooftop bar, a fitness center, and a restaurant serving delicious cuisine. Whether traveling for business or leisure, The Envoy Hotel provides a unique and unforgettable experience for all guests.
Harborside Inn
Harborside Inn is a charming lodging establishment located at 185 State Street in the heart of Boston, Massachusetts. Offering comfortable accommodations and exceptional service, this inn is the perfect place to stay for both business and leisure travelers. With its convenient location near the waterfront and popular attractions, guests can easily explore all that Boston has to offer. Whether you are visiting for a weekend getaway or an extended stay, Harborside Inn provides a cozy and welcoming atmosphere for a memorable experience in the historic city of Boston.
The Coonamessett
The Coonamessett is a charming lodging establishment located at 311 Gifford Street in Falmouth, Massachusetts. Nestled in a serene and picturesque setting, this institution offers a peaceful retreat for travelers seeking a relaxing getaway. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the beautiful surroundings, take a leisurely stroll in the nearby trails, or unwind in the tranquil garden area. With its warm hospitality and convenient location, The Coonamessett is the perfect choice for a memorable stay in Falmouth.
The Inn At Castle Hill
The Inn at Castle Hill is a charming lodging located at 280 Argilla Road in Ipswich, Massachusetts. Nestled in a picturesque setting, this historic inn offers guests a peaceful and relaxing retreat. With comfortable rooms, stunning views, and welcoming hospitality, The Inn at Castle Hill is the perfect destination for a weekend getaway or a romantic escape. Guests can explore the beautiful grounds, enjoy delicious meals at the on-site restaurant, and take in the natural beauty of the surrounding area. Whether you're looking for a peaceful retreat or a romantic getaway, The Inn at Castle Hill is the perfect choice for your next vacation.
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.
Auberge Gladstone
Auberge Gladstone is a charming lodging establishment located at 8 Vernon Street in the picturesque town of Plymouth, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near local attractions such as Plymouth Rock and the Mayflower II, Auberge Gladstone is the perfect home base for exploring all that this historic town has to offer. Whether you're visiting for a romantic getaway or a family vacation, Auberge Gladstone promises a memorable stay filled with comfort and hospitality.
Addison Choate
Addison Choate is a charming lodging institution located at 49 Broadway Avenue in Rockport, Massachusetts, United States. This cozy and welcoming establishment offers comfortable accommodations for visitors looking to explore the picturesque seaside town of Rockport. With its convenient location near the waterfront and local attractions, Addison Choate provides a peaceful retreat for guests seeking a relaxing getaway. Experience the beauty of Rockport while staying at this quaint and inviting lodging institution.
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
The Edgar Hotel Martha's Vineyard, part of the Ascend Hotel Collection, is a charming lodging located at 227 Upper Main Street in Edgartown, Massachusetts. This boutique hotel offers a unique and personalized experience for guests looking to explore the beauty of Martha's Vineyard. With comfortable accommodations, modern amenities, and a convenient location near local attractions, the Edgar Hotel is the perfect choice for a relaxing getaway on the island.
Franklin Hotel Martha's Vineyard
The Franklin Hotel Martha's Vineyard is a charming lodging located at 222 Upper Main Street in Edgartown, Massachusetts, United States. This historic hotel offers a unique and relaxing atmosphere for guests looking to experience the beauty of Martha's Vineyard. With comfortable accommodations, personalized service, and a convenient location near local attractions, the Franklin Hotel is the perfect destination for a memorable vacation or weekend getaway. Enjoy the quaint New England charm of Edgartown while staying at this lovely hotel.
The Club at New Seabury
The Club at New Seabury is a luxurious lodging institution located at 95 Shore Drive West in Mashpee, Massachusetts, United States. Nestled in the beautiful seaside community of New Seabury, this prestigious club offers upscale accommodations and world-class amenities for guests looking to relax and unwind in style. With stunning views of the ocean and access to private beaches, golf courses, and fine dining options, The Club at New Seabury is the perfect destination for those seeking a truly unforgettable getaway. Whether you're looking to escape for a weekend retreat or plan a special event, this exclusive institution promises a memorable experience in a picturesque setting.
Inn at Cook Street
The Inn at Cook Street is a charming bed and breakfast located in the heart of Provincetown, Massachusetts. Situated at 7 Cook Street, this historic inn offers cozy and comfortable accommodations for guests looking to experience the beauty of Cape Cod. With its convenient location near the beach, shops, and restaurants, the Inn at Cook Street is the perfect place to relax and unwind during your stay in Provincetown. Enjoy a delicious homemade breakfast each morning and take advantage of the inn's welcoming atmosphere and personalized service. Whether you're visiting for a romantic getaway or a weekend escape, the Inn at Cook Street is a wonderful choice for your lodging needs.
The Inn at Yarmouth Port
The Inn at Yarmouth Port is a charming lodging establishment located in the heart of Yarmouth, Massachusetts. Situated at 168 Massachusetts 6A, this historic inn offers a cozy and inviting atmosphere for guests looking to relax and unwind on Cape Cod. The Inn features beautifully decorated rooms, each with its own unique character and modern amenities. Guests can enjoy a delicious breakfast each morning, as well as complimentary Wi-Fi and parking. The Inn's convenient location allows easy access to local attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a peaceful retreat, The Inn at Yarmouth Port is the perfect choice for your next vacation.
Revere Guest House
Revere Guest House is a charming lodging located at 14 Court Street in the picturesque town of Provincetown, Massachusetts, United States. This cozy guest house offers a warm and welcoming atmosphere, perfect for a relaxing getaway. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the beautiful surroundings and explore the nearby attractions such as beaches, shops, and restaurants. Whether you are looking for a romantic retreat or a fun-filled vacation, Revere Guest House is the perfect choice for your accommodation needs.
Liberty Hill Inn
The Liberty Hill Inn is a charming lodging located in Yarmouth, Massachusetts, United States. Situated at 77 Massachusetts 6A, this cozy inn offers a peaceful retreat for guests looking to relax and unwind. The beautifully decorated rooms and suites provide a comfortable and inviting atmosphere, while the friendly staff ensures a warm and welcoming stay. Guests can enjoy a delicious breakfast each morning and explore the nearby attractions, including beaches, shops, and restaurants. Whether visiting for a romantic getaway or a weekend escape, the Liberty Hill Inn is the perfect destination for a memorable stay in Cape Cod.
The Clarendon House
The Clarendon House is a charming lodging option located at 118 Bradford Street in Provincetown, Massachusetts. This historic institution offers a cozy and welcoming atmosphere for guests looking to experience the beauty of Cape Cod. With comfortable accommodations and a convenient location near local attractions, The Clarendon House is the perfect choice for a relaxing getaway. Whether you're looking to explore the town or simply unwind in a peaceful setting, this institution provides everything you need for a memorable stay in the United States.
Chatham Inn
Chatham Inn is a luxurious institution located at 359 Main Street in Chatham, Massachusetts, United States. This establishment offers a unique experience, being Cape Cod’s only Relais & Châteaux and Forbes Five-Star hotel. Renovated between 2016 and 2019, Chatham Inn seamlessly blends modern decor, top-notch amenities, and exceptional service with the rich history of the oldest inn on the Cape. It has been recognized as one of the top hotels for service and romance in the United States, as well as being rated the number one hotel in Chatham and Cape Cod. The 18 beautifully renovated guest rooms and suites at Chatham Inn feature modern luxuries while preserving the inn's historic charm. Guests can choose from twin, queen, or king bed options, as well as spacious Premier King Rooms or Suites with private balconies, fireplaces, and wet bars. A Chef’s à la carte Breakfast is included in the stay, served in the elegant dining room.
The Windsor Inn
The Windsor Inn is a charming lodging establishment located at 87 Windsor Street in the heart of Cambridge, Massachusetts. This cozy inn offers comfortable accommodations and personalized service to ensure a memorable stay for all guests. With its convenient location near popular attractions and amenities, The Windsor Inn is the perfect choice for travelers looking to experience the vibrant culture and history of Cambridge. Whether you are visiting for business or pleasure, The Windsor Inn provides a peaceful retreat in a bustling city. Book your stay today and experience the warmth and hospitality of this delightful inn.
- Upscale lodging for weekend escape in Amherst
- Upscale lodging for weekend escape in Boston
- Upscale lodging for weekend escape in Brewster
- Upscale lodging for weekend escape in Cambridge
- Upscale lodging for weekend escape in Chatham
- Upscale lodging for weekend escape in Edgartown
- Upscale lodging for weekend escape in Falmouth
- Upscale lodging for weekend escape in Great Barrington
- Upscale lodging for weekend escape in Ipswich
- Upscale lodging for weekend escape in Lee
- Upscale lodging for weekend escape in Lenox
- Upscale lodging for weekend escape in Mashpee
- Upscale lodging for weekend escape in Plymouth
- Upscale lodging for weekend escape in Provincetown
- Upscale lodging for weekend escape in Rockport
- Upscale lodging for weekend escape in Yarmouth
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