TOP 30 Upscale dining in Massachusetts

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Harbor View Hotel is a charming and historic lodging establishment located at 131 North Water Street in Edgartown, Massachusetts. Situated in the picturesque town of Edgartown, this hotel offers stunning views of the harbor and easy access to the island's beautiful beaches and attractions. With its elegant accommodations, top-notch amenities, and exceptional service, Harbor View Hotel is the perfect destination for a relaxing getaway or special occasion. Whether you're looking to unwind by the pool, dine at the on-site restaurant, or explore the surrounding area, this hotel provides a luxurious and unforgettable experience for guests.

The Charlotte Inn is a luxurious lodging institution located at 27 South Summer Street in the charming town of Edgartown, Massachusetts. This elegant inn offers a unique and unforgettable experience for guests seeking a tranquil and upscale retreat on Martha's Vineyard. With its beautifully appointed rooms, impeccable service, and exquisite dining options, The Charlotte Inn is the perfect destination for those looking to indulge in a truly refined and relaxing getaway. Whether you're exploring the island's picturesque surroundings or simply unwinding in the inn's serene atmosphere, The Charlotte Inn promises a memorable stay in a stunning New England setting.

The Richard is a charming lodging institution located at 104 Main Street in the picturesque town of Edgartown, Massachusetts. Offering a cozy and welcoming atmosphere, The Richard provides comfortable accommodations for guests looking to experience the beauty and charm of Martha's Vineyard. With its convenient location near local attractions, shops, and restaurants, The Richard is the perfect home base for visitors looking to explore all that Edgartown has to offer. Whether you're seeking a relaxing getaway or a fun-filled adventure, The Richard is the ideal place to stay during your visit to this historic New England town.

Located at 9 Main Street in Tisbury, Massachusetts, the Mansion House Inn on Martha's Vineyard offers a unique blend of luxury and relaxation. With sophisticated yet casual furnishings, guests can truly embrace the island state of mind. The inn features a variety of room types to suit all vacation needs, each offering spectacular views of Vineyard Haven Harbor and the sound. Guests can enjoy the 75-foot indoor pool, whirlpool, sauna, steam room, and modern exercise machines and equipment. The on-site luxury day spa is perfect for pampering yourself and your friends. The institution also offers virtual tours of their hotel rooms for those looking to explore before booking.

Bucatino Restaurant and Wine Bar is a charming establishment located at 7 Nathan Ellis Highway in Falmouth, Massachusetts. This cozy restaurant offers a delightful combination of delicious food and a wide selection of wines. Whether you're looking for a casual meal or a special night out, Bucatino's warm atmosphere and attentive staff are sure to make your dining experience memorable. With a menu featuring a variety of Italian-inspired dishes and a carefully curated wine list, Bucatino Restaurant and Wine Bar is the perfect spot to indulge in a culinary adventure. Come and enjoy a taste of Italy right in the heart of Falmouth.

The Dan'l Webster Inn & Spa is a charming and historic institution located on Main Street in Sandwich, Massachusetts. This elegant establishment offers a unique combination of a bar, restaurant, lodging, and spa services. Guests can enjoy delicious cuisine in the cozy dining rooms, relax with a cocktail in the inviting bar area, and unwind with luxurious spa treatments. The inn's beautifully appointed rooms provide a comfortable and relaxing retreat for visitors looking to experience the charm of Cape Cod. With its picturesque location and exceptional amenities, The Dan'l Webster Inn & Spa is the perfect destination for a relaxing getaway or special occasion.

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.

Sea Street Inn is a charming lodging establishment located at 328 Sea Street in Barnstable, Massachusetts, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind by the sea. With its convenient location near the beach and local attractions, Sea Street Inn is the perfect destination for a peaceful getaway on Cape Cod. Enjoy a cozy room, friendly service, and a memorable stay at this quaint seaside retreat.

New Seabury Country Club is a premier private club located in the picturesque town of Mashpee, Massachusetts. Situated at 95 Shore Drive West, this exclusive club offers world-class amenities and services for its members. With stunning views of the Atlantic Ocean, the club features a championship golf course, tennis courts, a luxurious spa, and multiple dining options. Whether you are looking to relax by the pool, socialize with friends, or enjoy a round of golf, New Seabury Country Club provides a sophisticated and upscale environment for its members to unwind and indulge in the finer things in life.

Monte Christos Restaurant is a charming bar and restaurant located at 745 State Road in Plymouth, Massachusetts, United States. Our establishment offers a cozy and inviting atmosphere where guests can enjoy delicious food and drinks in a relaxed setting. From our mouthwatering dishes to our refreshing cocktails, Monte Christos Restaurant is the perfect place to unwind and indulge in a memorable dining experience. Come join us for a delightful meal and excellent service at Monte Christos Restaurant.

Shor Home Furnishings & Interior Design is a premier furniture store and home goods store located in the heart of Provincetown, Massachusetts. Our showroom at 240 Commercial Street offers a wide selection of high-quality furniture, decor, and accessories to enhance any living space. In addition to our retail offerings, we also provide expert interior design services and general contracting for those looking to transform their home. Whether you're looking to update a single room or completely renovate your entire space, our team of professionals is here to help bring your design vision to life. Visit Shor Home Furnishings & Interior Design today and discover the perfect pieces to make your house feel like a home.

Via Mare is a charming seafood restaurant located at 17 Broad Street in the picturesque town of Nantucket, Massachusetts. Known for its fresh and flavorful seafood dishes, Via Mare offers a menu inspired by traditional New England cuisine with a modern twist. The cozy atmosphere and friendly staff make it the perfect spot for a casual lunch or a special dinner. Whether you're craving a classic lobster roll or a creative seafood pasta dish, Via Mare has something to satisfy every palate. Come experience the taste of the ocean at Via Mare.

White Elephant Nantucket is a luxurious lodging institution located at 50 Easton Street in the charming island of Nantucket, Massachusetts. This iconic hotel offers elegant accommodations with stunning views of the harbor and easy access to the island's pristine beaches. With its impeccable service, upscale amenities, and beautiful decor, White Elephant Nantucket is the perfect destination for a relaxing getaway or a special occasion. Whether you're looking for a romantic retreat or a family vacation, this renowned institution promises a memorable stay in one of the most picturesque locations in the United States.

Cliffside Beach Club is a luxurious lodging institution located at 46 Jefferson Avenue in the picturesque town of Nantucket, Massachusetts. Situated right on the beach, guests can enjoy stunning ocean views and easy access to the sandy shores. The club offers a range of upscale accommodations, from elegant rooms to spacious suites, all designed to provide a comfortable and relaxing stay. Guests can also take advantage of the on-site amenities, including a swimming pool, fitness center, and fine dining restaurant. Whether you're looking for a romantic getaway or a family vacation, Cliffside Beach Club provides the perfect retreat for those seeking a peaceful and rejuvenating experience by the sea.

21 Broad is a chic and stylish lodging institution located at 21 Broad Street in Nantucket, Massachusetts. This urban-inspired hotel seamlessly blends the vibrant energy of Nantucket's historic neighborhood with modern interior design, offering guests a unique and luxurious escape. From spinning tunes on the turntable to relaxing on the back deck around the fire pit, 21 Broad pampers guests with unexpected luxuries. The newly renovated Swain House at 21 Broad offers five distinct rooms and suites, providing a private and exclusive retreat for families and friends. With 27 modern accommodations featuring luxury linens and a range of amenities, 21 Broad is the perfect choice for discerning travelers looking to stay in the heart of Nantucket. Just two blocks from the Steamship Authority ferry terminal, this hotel is conveniently located in the bustling center of town.

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.

Greydon House, located at 17 Broad Street in Nantucket, Massachusetts, is a unique institution that combines a bar, restaurant, and lodging all in one historic sea captain's house. With 20 beautifully designed rooms by Roman and Williams, known for their work at Ace Hotel New York and The Standard, High Line, Greydon House stands out among Nantucket hotels. Guests can enjoy artworks by Terry Winters, an English garden, and a Venetian-inspired restaurant called Via Mare. The accommodations at Greydon House are stylish and luxurious, with custom-designed beds, block-printed linens by John Robshaw, Waterworks brass fixtures, and Acqua di Parma bath products. The restaurant, Via Mare, offers eclectic cuisine and drinks in a variety of settings, from the dining room to the covered porch to the garden.

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.

Located at 6 North Beach Street in Nantucket, Massachusetts, The Brant is a luxurious lodging institution that offers a unique and unforgettable island experience. Situated in the picturesque Brant Point area, guests can enjoy the convenience of being just minutes away from downtown and steps from the beach. The Brant redefines Nantucket hospitality with its exclusive amenities, impeccable design, and intuitive service. With a variety of room types to choose from, guests can personalize their stay to their preferences. Whether you prefer a room with a kitchenette for longer visits, a lofted ceiling, or a private porch, The Brant has everything you need to make your stay comfortable.

Pelham on Main is a charming lodging establishment located at 829 Main Street in Dennis, Massachusetts. This cozy inn offers a warm and inviting atmosphere for guests looking to relax and unwind on their vacation. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Situated in the heart of town, Pelham on Main is within walking distance to local shops, restaurants, and attractions, making it the perfect home base for exploring all that Dennis has to offer. Whether you're visiting for a weekend getaway or an extended stay, Pelham on Main is the ideal choice for your accommodation needs.

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 Wauwinet is a luxurious lodging institution located at 120 Wauwinet Road on the beautiful island of Nantucket, Massachusetts. Situated on the northeastern tip of the island, this elegant retreat offers stunning views of the Atlantic Ocean and Nantucket Bay. With a reputation for impeccable service, exquisite accommodations, and world-class amenities, The Wauwinet is the perfect destination for those seeking a peaceful and upscale getaway. Whether you're looking to relax on the beach, indulge in gourmet dining, or explore the charming town of Nantucket, The Wauwinet provides a truly unforgettable experience for all guests.

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.

27 Standish Street is a charming lodging institution located in Provincetown, Massachusetts, United States. This cozy retreat offers comfortable accommodations in a picturesque setting, perfect for those looking to relax and unwind. With its convenient location near the beach and various attractions, guests can easily explore all that Provincetown has to offer. Whether you're looking for a romantic getaway or a fun-filled vacation with friends, 27 Standish Street is the perfect choice for your stay in this beautiful coastal town.

Fanizzi’s Restaurant in Provincetown, Massachusetts is a must-visit dining destination located on Commercial Street. Owner Paul Fanizzi and his talented chefs have crafted a menu that offers a diverse range of culinary delights. From fresh seafood dishes to hearty Italian classics, there is something for everyone to enjoy. If you’re looking to host a special event or party, Fanizzi’s has a beautifully renovated function room that combines style and comfort. Whether you’re celebrating a birthday, anniversary, or any other occasion, our team will ensure that your event is a memorable one.

Kingfisher Harwich Port is a newly renovated lodging institution located at 1 Braddock Street in Harwich, Massachusetts, United States. Situated just steps away from Bank Street Beach and a short walk from the shops and restaurants in Harwich Port, our hotel offers guests a relaxing Cape Cod vacation experience. Our clean, updated rooms feature modern amenities such as free WiFi, individual A/C, flat screen TV with DirecTV channels, microwave, Keurig coffee maker, and mini-fridge. During your stay, you can enjoy the convenience of receiving a welcome text by 4pm on the day of your arrival, allowing you to access your room without the need to stop at the office. Complimentary onsite parking is available with a parking pass provided in your room. Housekeeping is provided by request only, ensuring that you can relax without interruptions.

Wychmere Beach Club is a luxurious lodging institution located at 23 Snow Inn Road in Harwich, Massachusetts, United States. Nestled on the shores of Cape Cod, this beachfront resort offers stunning views of the ocean and a tranquil atmosphere for guests to relax and unwind. The club features elegant accommodations, fine dining options, and a range of amenities including a private beach, swimming pools, and a spa. Whether you're looking for a romantic getaway or a family vacation, Wychmere Beach Club provides the perfect setting for a memorable stay by the sea.

Orta Trattoria and Lounge is an Italian restaurant located at 114 Main Street in Kingston, Massachusetts. This cozy establishment offers a relaxing and comfortable atmosphere where guests can enjoy delicious food and drinks. Whether you're celebrating a special occasion or just unwinding after a long day, Orta is the perfect place to be. The menu at Orta Trattoria and Lounge features a variety of Italian dishes, from fresh salads to hearty pasta dishes. You can also enjoy a selection of handcrafted cocktails made with premium spirits and fresh ingredients. The restaurant's owner, Brett, has a passion for Italian cuisine and brings his expertise to every dish.

Villaggio Prime Bar and Grille is a popular restaurant located in Barnstable, Massachusetts. Situated at 4631 Falmouth Road, this establishment offers a diverse menu of delicious food options, ranging from prime cuts of meat to fresh seafood dishes. With a warm and inviting atmosphere, Villaggio Prime Bar and Grille is the perfect spot for a casual meal with friends or a special dinner with loved ones. Whether you're looking to enjoy a relaxing evening out or celebrate a special occasion, this restaurant is sure to impress with its flavorful cuisine and friendly service.

The Mains'l is a charming lodging institution located at 535 Ocean Street in Barnstable, Massachusetts. Offering a cozy and comfortable stay, this establishment is perfect for travelers looking for a peaceful retreat by the sea. With its convenient location and welcoming atmosphere, The Mains'l is the ideal choice for those seeking a relaxing getaway on the picturesque coast of Massachusetts.