TOP 30 Charming inn in Massachusetts

The Inn at Freeman Elms Farm B&B is a charming and welcoming lodging establishment located in the picturesque town of New Marlborough, Massachusetts. Situated at 566 Mill River Great Barrington Road, this historic bed and breakfast offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of city life. Surrounded by the natural beauty of the Berkshires, the Inn at Freeman Elms Farm B&B provides a cozy and comfortable atmosphere for guests to unwind and recharge. The property boasts beautifully appointed rooms, each uniquely decorated to provide a home away from home experience. Guests can enjoy a delicious homemade breakfast each morning, made with locally sourced ingredients.

Holiday Inn Express & Suites Great Barrington - Lenox Area is a modern and comfortable lodging option located at 415 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the heart of the picturesque Lenox Area, this hotel offers guests a convenient and relaxing stay with easy access to a variety of attractions and activities. The hotel features spacious and well-appointed guest rooms and suites, each equipped with modern amenities such as flat-screen TVs, free Wi-Fi, and comfortable bedding. Guests can also enjoy complimentary breakfast each morning, as well as access to a fitness center and indoor pool.

Welcome to Quality Inn Great Barrington, a 100% smoke-free hotel located at 372 Main Street in the charming forested mountain town of Great Barrington, Massachusetts. Whether you are visiting for business or pleasure, our hotel offers excellent value and a range of amenities to ensure a great experience during your stay. Our hotel features free wifi throughout the property, a complimentary continental breakfast each morning, free parking, an exercise room, and 24-hour desk service. Each room is equipped with a fridge, microwave, flat-screen television, desk with chair, coffee maker, and more. We strive to provide all the amenities you expect, along with special touches to enhance your Berkshires experience.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a cozy and modern lodging option located at 249 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the heart of the picturesque Berkshires region, this hotel offers guests a convenient and comfortable stay with close proximity to popular attractions such as Tanglewood, Norman Rockwell Museum, and Ski Butternut. The hotel features spacious and well-appointed rooms and suites, a complimentary hot breakfast buffet, a fitness center, an indoor pool, and free Wi-Fi. Whether you are visiting for business or leisure, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires provides a welcoming and relaxing atmosphere for all guests.

The Wainwright Inn Bed & Breakfast is a charming and historic lodging establishment located at 518 South Main Street in the picturesque town of Great Barrington, Massachusetts, United States. This cozy inn offers comfortable accommodations in a beautiful Victorian-style setting, perfect for a relaxing getaway or romantic retreat. Guests can enjoy a delicious homemade breakfast each morning and explore the nearby attractions, including the Berkshire Mountains and quaint shops and restaurants in the town center. With its warm hospitality and inviting atmosphere, The Wainwright Inn Bed & Breakfast is the perfect choice for a memorable stay in the Berkshires.

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 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.

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.

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.

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.

Quality Inn is a cozy and comfortable lodging institution located at 2 Southampton Road in Westfield, Massachusetts, United States. This charming hotel offers a relaxing atmosphere and modern amenities to ensure a pleasant stay for all guests. With spacious rooms, friendly staff, and convenient location, Quality Inn is the perfect choice for both business and leisure travelers. Whether you are visiting for a weekend getaway or a business trip, you can expect top-notch service and a memorable experience at Quality Inn.

Hampton Inn Westfield is a cozy and comfortable lodging option located at 39 Southampton Road in Westfield, Massachusetts, United States. This charming hotel offers modern amenities and excellent service to ensure a pleasant stay for guests. Whether you are visiting for business or leisure, Hampton Inn Westfield provides a convenient and welcoming atmosphere for all travelers. Enjoy a restful night's sleep in their well-appointed rooms, indulge in a complimentary breakfast, and take advantage of the hotel's fitness center and indoor pool. With its convenient location and top-notch accommodations, Hampton Inn Westfield is the perfect choice for your next stay in the area.

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.

Express Inn is a cozy and comfortable lodging located at 1557 Riverdale Street in West Springfield, Massachusetts. Conveniently situated in the heart of this charming town, our inn offers a relaxing and welcoming atmosphere for guests to enjoy during their stay. With clean and spacious rooms, friendly staff, and convenient amenities, Express Inn is the perfect choice for travelers looking for a home away from home. Whether you're visiting for business or pleasure, our institution provides a convenient and affordable option for your accommodation needs. Book your stay with us today and experience the warmth and hospitality of Express Inn.

Springfield Inn is a charming lodging establishment located at 1573 Riverdale Street in West Springfield, Massachusetts, United States. Situated in a convenient location, the inn offers comfortable accommodations and excellent amenities for both leisure and business travelers. With its welcoming atmosphere and friendly staff, guests can enjoy a relaxing stay while exploring the nearby attractions and activities. Whether you are visiting for a weekend getaway or a business trip, Springfield Inn provides a cozy and convenient home away from home.

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 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.

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.

Riverdale Inn is a charming lodging located at 1500 Riverdale Street in West Springfield, Massachusetts. Situated in a picturesque setting, this cozy inn offers a relaxing and comfortable stay for guests visiting the area. The rooms are tastefully decorated and equipped with modern amenities to ensure a pleasant stay. The friendly staff at Riverdale Inn are dedicated to providing exceptional service and making guests feel right at home. Whether you are in town for business or leisure, this welcoming inn is the perfect place to unwind and enjoy a peaceful retreat.

Naomi's Inn Bed and Breakfast is a charming and cozy lodging located at 20 Springfield Street in Springfield, Massachusetts, United States. This historic inn offers comfortable accommodations with a personal touch, making guests feel right at home. The beautifully decorated rooms, delicious homemade breakfast, and warm hospitality create a welcoming atmosphere for travelers looking for a relaxing stay. Conveniently situated near local attractions and amenities, Naomi's Inn Bed and Breakfast is the perfect choice for a memorable and enjoyable getaway in Springfield.

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.

The Trainmaster's Inn, located at 1292 South Main Street in Palmer, Massachusetts, offers a unique and high-end lodging experience. From the same team behind The Steaming Tender Restaurant, this inn allows guests to immerse themselves in the architectural beauty of the 19th century while enjoying modern comforts. Guests can choose to stay in the Inn itself or in one of the unique properties offered, such as the 1946 Bangor Aroostook Caboose overlooking the New England Central Railroad Railyard. The caboose has been meticulously restored to maintain its authentic charm.

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.

La Quinta Inn & Suites by Wyndham Sturbridge is a charming lodging establishment situated at 478 Main Street in the picturesque town of Sturbridge, Massachusetts, United States. This cozy hotel offers comfortable and well-appointed rooms and suites, perfect for both leisure and business travelers. Guests can enjoy a complimentary breakfast, free Wi-Fi, and access to amenities such as a fitness center and outdoor pool. The hotel's convenient location provides easy access to local attractions, including Old Sturbridge Village and the Sturbridge Host Hotel & Conference Center. Whether you are visiting for a relaxing getaway or a productive business trip, La Quinta Inn & Suites by Wyndham Sturbridge promises a pleasant and enjoyable stay.

Sturbridge Country Inn is a charming lodging establishment located at 530 Main Street in the historic town of Sturbridge, Massachusetts, United States. This quaint inn offers a cozy and welcoming atmosphere, perfect for a relaxing getaway or a romantic weekend retreat. Guests can enjoy comfortable accommodations, delicious breakfast options, and personalized service from the friendly staff. The inn's convenient location provides easy access to local attractions such as Old Sturbridge Village, restaurants, and shops. Whether you're looking for a peaceful escape or a convenient base for exploring the area, Sturbridge Country Inn is the ideal choice for your next stay in Sturbridge.

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.

Hamilton Inn is a charming lodging establishment located at 172 Main Street in the heart of Sturbridge, Massachusetts. This cozy inn offers comfortable accommodations and a warm, inviting atmosphere for guests looking to relax and unwind. With its convenient location, guests can easily explore the nearby attractions, shops, and restaurants in the area. Whether you are visiting for business or pleasure, Hamilton Inn provides a peaceful retreat for travelers seeking a home away from home.

The Old Sturbridge Inn & Reeder Family Lodges is a charming lodging option located at 369 Main Street in Sturbridge, Massachusetts. Nestled in the heart of historic Sturbridge, this institution offers a cozy and comfortable stay for guests looking to experience the beauty and charm of New England. The inn and lodges provide a warm and welcoming atmosphere, with beautifully appointed rooms and modern amenities. Whether you are visiting for a weekend getaway or a longer stay, the Old Sturbridge Inn & Reeder Family Lodges is the perfect choice for a memorable and relaxing stay in Massachusetts.

The Hampton Inn Auburn is a cozy and comfortable lodging option located at 736 Southbridge Street in Auburn, Massachusetts. This charming hotel offers a convenient location for travelers looking to explore the beautiful surroundings of central Massachusetts. With well-appointed rooms, friendly staff, and modern amenities, the Hampton Inn Auburn is the perfect choice for both business and leisure travelers. Guests can enjoy a complimentary hot breakfast, free Wi-Fi, a fitness center, and a sparkling indoor pool during their stay. Whether you're visiting for a weekend getaway or a business trip, the Hampton Inn Auburn provides a welcoming and relaxing atmosphere for all guests.

River Inn is a charming lodging establishment nestled in the heart of Springfield, Massachusetts. Located in the United States, this cozy inn offers comfortable accommodations and a warm, inviting atmosphere for guests to relax and unwind. With a picturesque setting along the river, guests can enjoy scenic views and a peaceful environment. Whether you are traveling for business or leisure, River Inn provides a convenient and welcoming place to stay during your time in Springfield.