TOP 30 Best Upscale restaurant in Massachusetts

Masse's American Bistro is a charming bar and restaurant located at 1329 Memorial Drive in Chicopee, Massachusetts. Known for its cozy atmosphere and delicious American cuisine, Masse's offers a diverse menu featuring classic dishes with a modern twist. Whether you're looking for a casual meal with friends or a special night out with a loved one, Masse's American Bistro is the perfect destination. Come enjoy a unique dining experience in the heart of Chicopee.

Fame Lounge/Eatery is a trendy and vibrant restaurant located at 386 Dwight Street in Holyoke, Massachusetts. Known for its delicious and diverse menu offerings, this establishment is a popular choice for both locals and visitors alike. From mouthwatering appetizers to hearty entrees and decadent desserts, Fame Lounge/Eatery caters to all tastes and preferences. The modern and inviting atmosphere makes it the perfect spot for a casual meal with friends or a special night out. Come experience the culinary delights and warm hospitality at Fame Lounge/Eatery today!

Ristorante Fine Dining is an elegant and sophisticated restaurant located in East Longmeadow, Massachusetts, United States. Our establishment offers a luxurious dining experience with a focus on high-quality ingredients, expertly crafted dishes, and impeccable service. From our exquisite menu to our elegant ambiance, Ristorante Fine Dining is the perfect place for a special occasion or a romantic evening out. Join us for an unforgettable culinary experience that will tantalize your taste buds and leave you craving more.

Wheatleigh is a luxurious lodging institution located on Hawthorne Road in Lenox, Massachusetts, United States. This grand estate offers a unique and elegant experience for guests looking to immerse themselves in opulence and sophistication. With its stunning architecture, lush gardens, and impeccable service, Wheatleigh provides a truly unforgettable stay for those seeking a refined retreat in the heart of the Berkshires. Whether you are looking for a romantic getaway, a peaceful escape, or a lavish event venue, Wheatleigh promises to exceed your expectations and create lasting memories.

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.

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.

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.

Wyndhurst Golf & Club is a premier dining destination located at 55 Lee Road in Lenox, Massachusetts. This upscale restaurant offers a luxurious dining experience with a stunning view of the golf course. Indulge in a delicious menu featuring a variety of gourmet dishes prepared by talented chefs. The elegant atmosphere and impeccable service make Wyndhurst Golf & Club the perfect spot for a special occasion or a romantic dinner. Come and enjoy a memorable dining experience at this exquisite establishment in the heart of Massachusetts.

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 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.

Gianni Fig's Ristorante is a charming Italian restaurant located at 6 Elm Street in Deerfield, Massachusetts. Known for its authentic and delicious Italian cuisine, this cozy eatery offers a warm and inviting atmosphere for guests to enjoy a memorable dining experience. From traditional pasta dishes to mouth-watering pizzas, Gianni Fig's Ristorante prides itself on using fresh ingredients and creating flavorful meals that will satisfy any craving. Whether you're looking for a romantic dinner for two or a family-friendly meal, this restaurant is the perfect spot to indulge in classic Italian dishes. Come visit Gianni Fig's Ristorante and taste the flavors of Italy right here 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.

The VERVE Boston Natick, Tapestry Collection by Hilton is a stylish and modern lodging destination located at 1360 Worcester Street in Natick, Massachusetts, United States. This hotel offers a unique and vibrant atmosphere, with contemporary design and upscale amenities. Guests can enjoy comfortable accommodations, delicious dining options, and convenient access to nearby attractions. Whether traveling for business or leisure, The VERVE Boston Natick provides a welcoming and luxurious experience for all visitors.

Located at 27 Patriot Place in Foxborough, Massachusetts, the Hilton Garden Inn Foxborough Patriot Place is a premier lodging destination for travelers seeking comfort and convenience. Situated near Gillette Stadium and Patriot Place, guests can enjoy easy access to shopping, dining, and entertainment options. The hotel offers spacious and modern rooms, a fitness center, an indoor pool, and a delicious on-site restaurant. Whether visiting for business or pleasure, guests can expect exceptional service and a memorable stay at this upscale hotel.

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.

Hyatt House Boston/Waltham is a stylish and modern lodging option located at 54 4th Avenue in Waltham, Massachusetts. This upscale hotel offers spacious and comfortable rooms, perfect for both short-term and extended stays. Guests can enjoy amenities such as a fitness center, complimentary breakfast, and a cozy lounge area. The convenient location allows for easy access to nearby attractions and dining options. Whether traveling for business or leisure, Hyatt House Boston/Waltham provides a welcoming and comfortable atmosphere for all guests.

Embassy Suites by Hilton Boston Waltham is a luxurious lodging option located at 550 Winter Street in Waltham, Massachusetts, United States. This upscale hotel offers spacious suites with separate living areas and bedrooms, perfect for both business and leisure travelers. Guests can enjoy complimentary cooked-to-order breakfast and evening reception with drinks and snacks. The hotel also features a fitness center, indoor pool, and on-site restaurant. With its convenient location near Boston and top attractions, Embassy Suites by Hilton Boston Waltham is the ideal choice for a comfortable and enjoyable stay.

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.

The Hilton Boston/Woburn is a luxurious lodging institution located at 2 Forbes Road in Woburn, Massachusetts, United States. This upscale hotel offers modern amenities and comfortable accommodations for both business and leisure travelers. Guests can enjoy a range of onsite facilities including a fitness center, indoor pool, and restaurant. The hotel's convenient location provides easy access to nearby attractions and businesses, making it an ideal choice for visitors to the Boston area. Whether staying for a weekend getaway or an extended business trip, guests can expect exceptional service and a memorable stay at the Hilton Boston/Woburn.

Crowne Plaza Boston - Woburn, an IHG Hotel, is a luxurious lodging destination located at 15 Middlesex Canal Park Drive in Woburn, Massachusetts, United States. This upscale hotel offers a comfortable and modern atmosphere with top-notch amenities and exceptional service. Guests can enjoy spacious rooms, a fitness center, a restaurant, a bar, and a business center. The convenient location provides easy access to nearby attractions and businesses, making it an ideal choice for both leisure and business travelers. Experience a relaxing and enjoyable stay at Crowne Plaza Boston - Woburn.

Cambria Hotel Boston Somerville is a modern and stylish lodging option located at 515 Somerville Avenue in the vibrant city of Somerville, Massachusetts. This hotel offers a comfortable and convenient stay for guests looking to explore the Boston area. With spacious rooms, top-notch amenities, and a prime location, Cambria Hotel Boston Somerville is the perfect choice for both business and leisure travelers. Enjoy easy access to popular attractions, dining options, and entertainment venues while staying in this upscale hotel. Experience a seamless blend of comfort and luxury at Cambria Hotel Boston Somerville.

DoubleTree Suites by Hilton Boston is a luxurious lodging option located at 400 Soldiers Field Road in the vibrant city of Boston, Massachusetts. This upscale hotel offers spacious and elegant suites, complete with modern amenities and stunning views of the city skyline. Guests can enjoy delicious dining options at the on-site restaurant, relax by the indoor pool, or stay active in the fitness center. With its convenient location near popular attractions and a warm, welcoming atmosphere, DoubleTree Suites by Hilton Boston is the perfect choice for both business and leisure travelers.

Heritage of Sherborn is a charming restaurant located in the heart of Sherborn, Massachusetts. Situated at 33 North Main Street, this establishment offers a unique dining experience that celebrates the rich heritage of the area. With a diverse menu featuring delicious food and beverages, Heritage of Sherborn is the perfect spot to enjoy a meal with family and friends. Whether you're looking for a casual drink at the bar or a sit-down meal in the cozy dining area, this restaurant has something for everyone. Come and experience the warmth and hospitality of Heritage of Sherborn today!

The Boston Marriott Burlington is a luxurious lodging institution located at One Burlington Mall Road in Burlington, Massachusetts. This upscale hotel offers modern amenities, spacious rooms, and exceptional service to ensure a comfortable and enjoyable stay for guests. Situated in a prime location, guests can easily access nearby attractions, shopping centers, and dining options. Whether traveling for business or leisure, the Boston Marriott Burlington provides a relaxing and convenient retreat for all visitors.

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.

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.

Hotel 1868 is a charming lodging establishment located at 1868 Massachusetts Avenue in the heart of Cambridge, Massachusetts, United States. This boutique hotel offers a unique blend of modern amenities and historic charm, providing guests with a comfortable and memorable stay. The stylish rooms are elegantly furnished and equipped with all the necessary conveniences for a relaxing visit. Guests can enjoy a delicious breakfast in the cozy dining area or explore the vibrant neighborhood filled with shops, restaurants, and attractions. Whether visiting for business or pleasure, Hotel 1868 is the perfect choice for travelers seeking a welcoming and convenient accommodation experience.

The Inn at Hastings Park is a charming and luxurious boutique hotel located in the historic town of Lexington, Massachusetts. Situated at 2027 Massachusetts Avenue, this elegant institution offers a unique blend of modern amenities and historic charm. Guests can enjoy comfortable and stylish accommodations, exquisite dining at the on-site restaurant, and impeccable service from the friendly staff. Whether you are visiting for a romantic getaway, a business trip, or a special event, The Inn at Hastings Park provides a relaxing and unforgettable experience in the heart of New England.