TOP 10 Charming upscale lodge in Massachusetts

The Stagecoach Tavern at Race Brook Lodge is a charming and historic institution located in Sheffield, Massachusetts. Situated at 854 South Undermountain Road, this cozy tavern offers a unique dining experience in a rustic setting. Guests can enjoy a variety of delicious food and drinks, from classic pub fare to gourmet entrees, all served in a warm and inviting atmosphere. Whether you're looking for a casual meal with friends or a romantic dinner for two, The Stagecoach Tavern is the perfect spot to relax and unwind. With its friendly staff, excellent service, and beautiful surroundings, this institution is a must-visit destination for anyone in the area.

The Lodge Restaurant is a charming dining establishment located at 148 Gore Road in Webster, Massachusetts. This cozy restaurant offers a warm and inviting atmosphere, perfect for enjoying a delicious meal with friends and family. With a menu featuring a variety of mouthwatering dishes, including hearty comfort food and gourmet cuisine, The Lodge Restaurant is sure to satisfy even the most discerning palate. Whether you're looking for a casual lunch or a special dinner, this restaurant is the perfect choice for a memorable dining experience.

33 Main offers a luxurious lodging experience curated by renowned designer Annie Selke. Located in the charming town of Lenox, Massachusetts, this upscale accommodation combines modern amenities with classic New England charm. Each room is elegantly decorated with Selke's signature style, creating a cozy and inviting atmosphere for guests to relax and unwind. With its prime location on Main Street, guests can easily explore the local shops, restaurants, and cultural attractions that Lenox has to offer. Whether you're visiting for a romantic getaway or a weekend retreat, 33 Main promises a memorable and indulgent stay in the heart of the Berkshires.

Located at 278 Cabot Street in Beverly, Massachusetts, The Cabot Lodge is a charming boutique hotel just steps away from The Cabot Theater. Guests can enjoy the many restaurants, bars, and local breweries within walking distance. The lodge is conveniently located just 2 miles away from historic downtown Salem, making it the perfect spot for exploring the area. Guests rave about the cozy and clean rooms, friendly staff, and great amenities. Whether you're in town for parents weekend at a local college or looking for a romantic getaway, The Cabot Lodge is the ideal place to stay.

Charm Provincetown is a quaint and cozy lodging establishment located at 156 Bradford Street in the picturesque town of Provincetown, Massachusetts. This charming inn offers a unique and welcoming atmosphere, perfect for a relaxing getaway by the sea. With comfortable accommodations and personalized service, Charm Provincetown is the ideal destination for those looking to experience the beauty and charm of Cape Cod. Whether you are seeking a romantic retreat or a peaceful escape, this intimate inn is sure to provide a memorable and enjoyable stay.

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 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.

Valley View Apartments is a charming residential community located at 507 Whitney Avenue in Holyoke, Massachusetts. Nestled in a scenic valley, the apartments offer stunning views of the surrounding landscape. The complex features spacious and modern units with a range of floor plans to suit every lifestyle. Residents can enjoy amenities such as a fitness center, swimming pool, and community clubhouse. With its convenient location near shopping, dining, and entertainment options, Valley View Apartments offers the perfect blend of comfort and convenience for all residents. Come experience upscale living in a serene setting at Valley View Apartments.

The Royal is a charming bar located at 160 Center Avenue in Middleborough, Massachusetts. With its cozy atmosphere and friendly staff, it is the perfect spot to unwind after a long day or catch up with friends over a drink. The Royal offers a wide selection of beers, wines, and cocktails, as well as delicious bar snacks to enjoy. Whether you're looking for a laid-back evening or a lively night out, The Royal is the place to be. Come and experience the royal treatment at this beloved neighborhood bar.

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 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.

The Black Swan Lee - Lenox, Ascend Hotel Collection is a charming lodging institution located at 435 Laurel Street in Lee, Massachusetts, United States. This unique hotel offers a cozy and inviting atmosphere for guests to relax and unwind during their stay. With comfortable accommodations and top-notch amenities, The Black Swan Lee is the perfect choice for travelers looking for a memorable experience in the heart of the Berkshires. Whether you are visiting for business or pleasure, this hotel is sure to exceed your expectations with its exceptional service and convenient location. Book your stay at The Black Swan Lee - Lenox, Ascend Hotel Collection for a truly unforgettable experience.

Located in the charming town of Lenox, Massachusetts, Gateways Inn Restaurant is a multi-faceted institution offering a variety of services including a bar, fine dining restaurant, lodging accommodations, and a night club. Situated at 51 Walker Street, this elegant establishment provides guests with a unique and unforgettable experience. Whether you're looking to enjoy a delicious meal, relax in luxurious accommodations, or dance the night away, Gateways Inn Restaurant has something for everyone. With its prime location in the heart of Lenox, this institution is the perfect destination for locals and tourists alike.

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.

Located at 30 East Street in Stockbridge, Massachusetts, The Inn at Stockbridge is a charming Georgian-style bed and breakfast nestled on six beautifully landscaped acres in the tranquil Berkshires. Offering three distinct lodging options to cater to every traveler's preferences, guests can choose between the elegant Main House, the cozy Cottage House, or the rustic-chic Barn. Immerse yourself in the thriving arts and culture scene of the Berkshires, with world-class museums and entertainment venues just minutes away. Explore attractions like the Norman Rockwell Museum, MASS MoCA, and Tanglewood, or enjoy exclusive offerings such as tee times at Stockbridge Golf Club and deals at local ski resorts.

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 Whitlock is a charming lodging establishment located at 16 Church Street in the picturesque town of Lenox, Massachusetts. This historic building offers a cozy and inviting atmosphere for guests to relax and unwind during their stay. With comfortable accommodations and friendly staff, The Whitlock is the perfect destination for a peaceful getaway in the heart of the United States. Experience the beauty of Lenox and make unforgettable memories at The Whitlock.

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.

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.

Whistler's Inn is a charming lodging establishment located at 5 Greenwood Street in the picturesque town of Lenox, Massachusetts, United States. This cozy inn offers comfortable accommodations and personalized service to make guests feel right at home. With its convenient location near popular attractions such as Tanglewood and the Norman Rockwell Museum, Whistler's Inn is the perfect choice for travelers looking to experience the beauty and culture of the Berkshires. Whether you're visiting for a romantic getaway or a family vacation, Whistler's Inn provides a peaceful retreat in the heart of Lenox.

67 Church Street is a charming lodging located in the heart of Lenox, Massachusetts. This historic institution offers comfortable accommodations and personalized service in a picturesque setting. Guests can enjoy the convenience of being just steps away from the town's shops, restaurants, and cultural attractions. Whether you are visiting Lenox for business or pleasure, 67 Church Street provides a cozy and welcoming home away from home.

The Whately Inn is a charming establishment located in Whately, Massachusetts. Offering a blend of comfortable lodging, delicious dining options, and warm hospitality, The Whately Inn is the perfect destination for travelers looking for a cozy and inviting place to stay. Situated at 193 Chestnut Plain Road, this institution offers a variety of accommodations to suit every guest's needs. Whether you're looking for a relaxing weekend getaway or a convenient stopover during your travels, The Whately Inn has everything you need for a memorable stay. Enjoy a delectable meal at the on-site restaurant, featuring a menu of locally sourced ingredients and classic New England flavors. With its picturesque surroundings and welcoming atmosphere, The Whately Inn is a true gem in the heart of Massachusetts.

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.

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.

Freepoint Hotel Cambridge, Tapestry Collection by Hilton is a modern and stylish lodging option located at 220 Alewife Brook Parkway in Cambridge, Massachusetts, United States. This unique hotel offers a blend of sophisticated design, upscale amenities, and personalized service to ensure a comfortable stay for guests. The property features beautifully appointed rooms, a fitness center, a restaurant, and event space for meetings and special occasions. Conveniently located near Harvard University and other popular attractions, Freepoint Hotel Cambridge is the perfect choice for business and leisure travelers alike. Experience the charm and hospitality of this Hilton Tapestry Collection hotel during your next visit to Cambridge.

Located at 18 Third Avenue in Burlington, Massachusetts, the Archer Hotel Burlington is a charming lodging option just 12 miles northeast of Boston. Situated on 3rd Ave, a road lined with restaurants, entertainment venues, and shops, including the popular Wegmans food market, this casually elegant hotel offers luxurious rooms and suites. Guests can enjoy a welcoming hotel bar and friendly hosts who are dedicated to providing top-notch service. Sign up for their email and text notifications to receive 20% off a future stay and access to exclusive offers and news.

Porter Square Hotel is a charming and modern lodging option located at 1924 Massachusetts Avenue in the heart of Cambridge, Massachusetts. The hotel offers a unique blend of comfort and style, with thoughtfully designed rooms and upscale amenities. Guests can enjoy easy access to nearby attractions, shopping, and dining options in the vibrant Porter Square neighborhood. Whether visiting for business or leisure, Porter Square Hotel provides a welcoming and convenient stay for all travelers.

The Inn at Woburn is a charming lodging establishment located at 14 Hill Street in the picturesque town of Woburn, Massachusetts. This historic inn offers a cozy and inviting atmosphere for guests looking for a comfortable stay in a beautiful New England setting. The Inn features well-appointed rooms with modern amenities, a delicious breakfast served daily, and friendly staff who are dedicated to ensuring a memorable experience for every visitor. Whether you are in town for business or pleasure, The Inn at Woburn is the perfect choice for your next stay in Massachusetts.

The Groton Inn is a historic and charming lodging establishment located at 128 Main Street in Groton, Massachusetts, United States. Nestled in the heart of a picturesque New England town, this iconic inn offers guests a warm and inviting atmosphere with modern amenities. With its convenient location, guests can easily explore local attractions, shops, and restaurants. Whether you are visiting for business or pleasure, The Groton Inn provides a cozy and comfortable retreat for a memorable stay.