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TOP 30 Charming inn with dining in Massachusetts
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Thornewood Inn
Thornewood Inn is a charming and historic lodging located at 453 Stockbridge Road in the picturesque town of Great Barrington, Massachusetts. Nestled in the heart of the Berkshires, this cozy inn offers a tranquil escape for guests looking to relax and unwind. The beautifully appointed rooms are elegantly furnished and offer modern amenities for a comfortable stay. Guests can enjoy a delicious breakfast each morning and explore the surrounding area, which is known for its scenic beauty and cultural attractions. Whether you are seeking a romantic getaway or a peaceful retreat, Thornewood Inn is the perfect destination for your next vacation.
The Egremont Village Inn
The Egremont Village Inn is a charming and historic lodging establishment located at 17 Main Street in the picturesque town of Egremont, Massachusetts, United States. This cozy inn offers a comfortable and welcoming atmosphere, perfect for a relaxing getaway in the Berkshires. Guests can enjoy beautifully appointed rooms, delicious meals at the on-site restaurant, and easy access to the area's many attractions and outdoor activities. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, The Egremont Village Inn is the perfect choice for your stay in the Berkshires.
The Old Inn On The Green
Located in the quaint village of New Marlborough in Massachusetts, The Old Inn On The Green is a historic institution offering both bar services and lodging. The inn, originally a stagecoach relay, features beautifully restored guest rooms, fine dining in candlelit rooms, and seasonal outdoor dining on the garden terrace. The Southfield Store, open for takeout daily, is also part of the institution. Whether you are visiting for business or pleasure, for dinner or an overnight stay, The Old Inn On The Green provides a charming and authentic experience in the heart of the Berkshire region. With its picturesque surroundings of rolling fields and meadows, this historic inn is a perfect destination for those seeking a peaceful retreat in New England. Visit us at 134 Hartsville-New Marlborough Rd, New Marlborough, MA 01230 or contact us at 413-229-7924 or info@oldinn.com. Feel the love and experience the best of the oldest at The Old Inn On The Green.
New Boston Inn
The New Boston Inn is a charming and historic establishment located at 101 North Main Street in the picturesque town of Sandisfield, Massachusetts. This institution offers a unique combination of a bar, restaurant, and lodging, making it the perfect destination for travelers and locals alike. Guests can enjoy delicious meals made with locally-sourced ingredients in the cozy dining room, relax with a drink at the bar, or spend the night in one of the comfortable and beautifully appointed rooms. With its warm hospitality and inviting atmosphere, the New Boston Inn is the ideal spot for a memorable dining and lodging experience in the heart of New England.
Hillside Garden Inn
Located in the picturesque town of Sandisfield, Massachusetts, Hillside Garden Inn offers a charming and relaxing Bed and Breakfast experience. Housed in the historic Elijah Twining House, dating back to 1785, guests can enjoy immaculate accommodations and gracious hospitality. The inn boasts a spacious wrap-around porch overlooking the Farmington River, as well as a screened-in patio and hilltop gazebo with stunning panoramic views of the distant hills. Sandisfield, with its beautiful landscapes and thriving arts scene, is the perfect destination for outdoor enthusiasts and culture lovers alike. The Berkshires region offers plenty of activities year-round, from skiing and hiking to water sports and cultural events. For those who enjoy shopping, Prime Outlets are just a short drive away.
Welcome Inn
Welcome Inn is a charming lodging establishment located at 2041 Riverdale Street in West Springfield, Massachusetts. Our cozy rooms and welcoming atmosphere make us the perfect choice for travelers looking for a comfortable and affordable place to stay. Conveniently located near local attractions and dining options, Welcome Inn offers a convenient and pleasant stay for all guests. Our friendly staff is dedicated to providing excellent customer service and ensuring that your stay is enjoyable. Book your stay with us today and experience the warm hospitality of Welcome Inn.
Westside Inn
Westside Inn is a cozy and comfortable lodging facility situated at 1032 Riverdale Street in West Springfield, Massachusetts. Our convenient location makes it easy for guests to explore all that the area has to offer, from shopping and dining to outdoor recreation. The inn offers a range of well-appointed rooms, each equipped with modern amenities to ensure a pleasant stay. Whether you are visiting for business or leisure, Westside Inn is the perfect choice for your accommodation needs. Experience warm hospitality and a relaxing atmosphere at our charming inn in the heart of West Springfield.
Bel Air Inn
Bel Air Inn is a cozy lodging facility located at 387 Riverdale Street in West Springfield, Massachusetts. This charming inn offers comfortable accommodations and a welcoming atmosphere for guests looking for a relaxing stay. Conveniently situated in a prime location, Bel Air Inn is the perfect choice for travelers visiting the area for business or pleasure. With its friendly staff, clean rooms, and affordable rates, Bel Air Inn is a top choice for those seeking a comfortable and convenient place to stay in West Springfield.
River Inn Motel
The River Inn Motel is a charming lodging establishment located at 55 Main Street in West Springfield, Massachusetts, United States. This cozy motel offers comfortable rooms and friendly service to ensure a pleasant stay for all guests. Conveniently situated near local attractions and dining options, the River Inn Motel is the perfect choice for travelers looking for affordable and convenient accommodations in the area. Whether you are visiting for business or leisure, you can relax and unwind in the welcoming atmosphere of this quaint motel. Book your stay today and experience the hospitality of the River Inn Motel.
Wilbraham Inn
The Wilbraham Inn is a charming lodging establishment located at 2009 Boston Post Road in Wilbraham, Massachusetts. Situated in a picturesque town in the United States, the inn offers comfortable and cozy accommodations for guests looking to relax and unwind. With its convenient location and welcoming atmosphere, the Wilbraham Inn is the perfect choice for travelers seeking a peaceful retreat in the heart of New England.
Days Inn by Wyndham Sturbridge
Days Inn by Wyndham Sturbridge is a cozy lodging option located at 400 Route 15 in Sturbridge, Massachusetts, United States. This charming inn offers comfortable rooms and convenient amenities for a relaxing stay. Guests can enjoy a complimentary breakfast, free Wi-Fi, and a seasonal outdoor pool. The inn is conveniently located near popular attractions such as Old Sturbridge Village and the Stageloft Repertory Theater. Whether you are visiting for business or pleasure, Days Inn by Wyndham Sturbridge is the perfect choice for your stay in Sturbridge.
Publick House Historic Inn
Publick House Historic Inn is a charming and cozy establishment located at 277 Main Street in Sturbridge, Massachusetts. This historic inn offers a unique combination of food, lodging, and restaurant services, making it the perfect destination for a relaxing getaway or a delicious meal. With its quaint New England charm and warm hospitality, Publick House Historic Inn provides guests with a truly memorable experience. Whether you're looking for a comfortable place to stay, a delectable meal, or a cozy spot to relax, this institution has everything you need for a delightful stay in Sturbridge.
Russell Inn
The Russell Inn is a charming restaurant located at 65 Westfield Road in Russell, Massachusetts, United States. Known for its cozy atmosphere and delicious food, the Russell Inn is a popular dining destination for both locals and visitors alike. With a menu featuring a variety of dishes made with fresh, locally-sourced ingredients, guests can enjoy a satisfying meal in a welcoming setting. Whether you're looking for a casual lunch or a special dinner, the Russell Inn offers something for everyone to enjoy.
The Old Inn On The Green Restaurant
The Old Inn On The Green Restaurant is a charming dining establishment located at 134 Hartsville-New Marlborough Road in New Marlborough, Massachusetts, United States. The dining rooms are beautifully illuminated by candlelight and feature cozy fireplaces in each room. The restaurant boasts an award-winning wine list curated by General Manager Eric Goulange. The decor includes comfortable windsor chairs, mahogany tavern tables, iron chandeliers, and wall sconces that reflect the inn's early history. During the summer months, guests can enjoy dinner on the garden terrace under a white canopy with views of the dome steepled 19th-century Meeting House and the surrounding wooded country road. After dinner, patrons can relax in the taproom with a glass of port or retire to one of the historic bedrooms upstairs for an overnight stay.
Southwick Inn
The Southwick Inn is a charming establishment located at 479 College Highway in Southwick, Massachusetts. This cozy bar and restaurant offers a welcoming atmosphere and delicious food for guests to enjoy. Whether you're looking for a casual meal or a place to relax with friends, the Southwick Inn is the perfect spot. With a menu featuring a variety of tasty dishes and a selection of drinks to choose from, you're sure to have a great time at this local favorite. Come visit the Southwick Inn and experience their warm hospitality and delectable cuisine for yourself.
Jae's at the Hilton Garden Inn
Jae's at the Hilton Garden Inn is a charming restaurant located at 1032 South Street in Pittsfield, Massachusetts. This cozy establishment offers a warm and inviting atmosphere, perfect for enjoying a delicious meal with friends and family. With a diverse menu featuring a variety of culinary delights, guests can indulge in freshly prepared dishes made with the finest ingredients. Whether you're in the mood for a hearty breakfast, a light lunch, or a satisfying dinner, Jae's has something for everyone. Come and experience exceptional hospitality and mouthwatering cuisine at Jae's at the Hilton Garden Inn.
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires is a charming lodging destination nestled in the picturesque town of Lee, Massachusetts. Surrounded by the stunning beauty of the Berkshires, this resort offers a perfect retreat for families and couples looking to relax and unwind in a peaceful setting. The resort features spacious accommodations, including comfortable rooms and suites, all equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a range of on-site facilities, including indoor and outdoor pools, a fitness center, tennis courts, and a game room. There are also organized activities and events for guests of all ages to enjoy.
Knox Trail Inn
The Knox Trail Inn is a charming establishment located in Otis, Massachusetts, offering a cozy atmosphere and delicious food. Situated at 1898 East Otis Road, this bar and restaurant is a favorite among locals and visitors alike. Whether you're looking for a casual spot to grab a drink with friends or a hearty meal after a day of exploring the area, the Knox Trail Inn has you covered. With a diverse menu featuring classic American dishes and a welcoming staff, this institution is the perfect place to unwind and enjoy good food in a picturesque setting.
Apple Tree Inn
Located at 10 Richmond Mountain Road in Lenox, Massachusetts, the Apple Tree Inn is a charming lodging option that serves as the perfect retreat for those looking to nurture their creativity. Surrounded by the natural beauty of the Berkshires, this institution offers a peaceful escape from the ordinary where guests can unlock new ideas and inspiration. The inn features a picturesque 1885 Victorian main house with 13 rooms that blend historic charm with modern amenities such as Frette linens. Additionally, there is a rustic Lodge with 21 rooms that provide a cozy and tranquil setting overlooking the lush green forests and rolling hills of the Berkshires.
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 Red Lion Inn
Located at 30 Main Street in Stockbridge, Massachusetts, The Red Lion Inn is a historic landmark of hospitality that has been welcoming guests for 250 years. The property includes the original Main Inn, a contemporary guest house, and unique lodging options like the turn-of-the-century Firehouse. Enjoy the heated outdoor pool, Hot Tub, and Pool House stocked with fresh towels and games. The culinary experience at The Red Lion Inn is top-notch, with seasonal menu items sourced from local farmers, craft cocktails, and an award-winning wine selection. Live music at The Lion’s Den adds to the vibrant atmosphere. Guests rave about the cozy rooms, delicious food, and exceptional service. Don't miss out on the curated packages and experiences to make the most of your stay in the Berkshires. The Red Lion Inn is a proud member of Historic Hotels of America and the National Trust for Historic Preservation. Come experience the charm and history of The Red Lion Inn for yourself.
Berkshire Valley Inn
Berkshire Valley Inn is a charming lodging located at 2541 Hancock Road in the picturesque town of Williamstown, Massachusetts. Surrounded by the stunning Berkshire Mountains, this cozy inn offers a peaceful retreat for guests looking to relax and unwind. The well-appointed rooms provide a comfortable and inviting atmosphere, perfect for a weekend getaway or a longer stay. Guests can enjoy the beautiful surroundings, explore nearby hiking trails, or visit the many attractions in the area. Whether you're seeking a quiet escape or an adventurous vacation, Berkshire Valley Inn is the perfect destination for your next trip to the Berkshires.
Gateways Inn Restaurant
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.
The Lakehouse Inn
The Lakehouse Inn is a charming lodging located at 615 Laurel Street in the picturesque town of Lee, Massachusetts, United States. This cozy inn offers a peaceful retreat for guests looking to relax and unwind by the lake. With comfortable accommodations, beautiful views, and friendly staff, The Lakehouse Inn is the perfect destination for a tranquil getaway. Whether you're looking to explore the surrounding area or simply enjoy a peaceful escape, this charming inn provides a warm and inviting atmosphere for guests to enjoy.
Garden Gables Inn
Garden Gables Inn is a charming lodging establishment located at 135 Main Street in Lenox, Massachusetts, United States. Nestled in the heart of the picturesque town, this historic inn offers a tranquil escape for guests looking to relax and unwind. The beautifully landscaped gardens surrounding the property provide a peaceful setting for guests to enjoy. The inn features elegantly appointed rooms and suites, each uniquely decorated with a blend of modern amenities and classic charm. Guests can start their day with a delicious breakfast served in the cozy dining room or out on the sunny terrace. With its convenient location near local attractions, shops, and restaurants, Garden Gables Inn is the perfect choice for a memorable stay in Lenox.
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, is a charming lodging option located at One West Street in Pittsfield, Massachusetts, United States. This hotel offers comfortable accommodations and a range of amenities for both business and leisure travelers. Guests can enjoy spacious rooms and suites, a fitness center, on-site dining options, and convenient access to local attractions such as Tanglewood, Norman Rockwell Museum, and the Berkshire Museum. With its prime location and excellent service, Holiday Inn & Suites Pittsfield-Berkshires is the perfect choice for a relaxing stay in the heart of the Berkshires.
Country Inn
Country Inn is a charming lodging establishment located at 37 Corey Road in Hancock, Massachusetts, United States. Nestled in the picturesque countryside, this quaint inn offers a cozy and inviting atmosphere for guests looking to relax and unwind. With comfortable accommodations, warm hospitality, and beautiful surroundings, Country Inn is the perfect destination for a peaceful getaway in the heart of nature. Whether you are visiting for a romantic weekend escape or a family vacation, you will feel right at home at this idyllic retreat.
Sunset Inn.
Sunset Inn is a charming lodging facility located at 150 Housatonic Street in the picturesque town of Lee, Massachusetts, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind. With its convenient location near popular attractions and scenic views, Sunset Inn is the perfect choice for a peaceful getaway in the heart of the Berkshires. Whether you're visiting for business or pleasure, you'll find everything you need for a comfortable stay at Sunset Inn.
Pilgrim Inn
Pilgrim Inn is a charming lodging establishment located at 165 Housatonic Street in Lee, Massachusetts, United States. Situated in the heart of the picturesque Berkshires region, this institution offers cozy and comfortable accommodations for travelers seeking a peaceful retreat. The Pilgrim Inn provides a warm and welcoming atmosphere, with well-appointed rooms and friendly staff dedicated to ensuring a pleasant stay for all guests. Whether you are visiting for business or pleasure, Pilgrim Inn is the perfect choice for a relaxing and enjoyable experience in the beautiful town of Lee.
Morgan House Inn & Restaurant
Morgan House Inn & Restaurant is a charming establishment located at 33 Main Street in Lee, Massachusetts, United States. This institution offers a cozy and inviting atmosphere perfect for enjoying a meal or drinks with friends and family. The restaurant serves delicious food made with fresh, locally sourced ingredients, while the bar offers a variety of cocktails, wines, and beers. Whether you're looking for a casual meal or a special occasion dinner, Morgan House Inn & Restaurant is the perfect place to relax and indulge in good food and drinks.
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