TOP 30 Best Charming country 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.

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.

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.

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.

Country Manor is a premier real estate agency located at 59 South Westfield Street in Agawam, Massachusetts. Our experienced team of agents are dedicated to helping clients find their dream home or sell their property quickly and efficiently. With a focus on personalized service and attention to detail, we strive to make the buying or selling process as smooth and stress-free as possible. Whether you are looking for a cozy cottage or a sprawling estate, Country Manor is here to help you every step of the way. Contact us today to learn more about how we can assist you with all of your real estate needs.

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.

The Inn At Richmond is a charming lodging establishment located at 802 State Road in the picturesque town of Richmond, Massachusetts, United States. Nestled in the heart of the Berkshires, this historic inn offers a peaceful retreat for guests seeking a relaxing getaway. With cozy rooms, elegant decor, and modern amenities, The Inn At Richmond provides a comfortable and inviting atmosphere for visitors to enjoy. Whether you're looking to explore the nearby attractions or simply unwind in a tranquil setting, this institution is the perfect choice for your stay in the Berkshires.

The Inn at Kenmore Hall is a charming lodging located at 1385 State Road in Richmond, Massachusetts. Nestled in the beautiful countryside of the United States, this institution offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With comfortable accommodations and attentive staff, visitors can enjoy a restful stay surrounded by scenic views and serene surroundings. Whether you're looking for a romantic getaway or a quiet weekend retreat, The Inn at Kenmore Hall is the perfect destination for a memorable stay.

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.

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.

Located at 91 Walker Street in Lenox, Massachusetts, the Hampton Terrace Inn is a historic bed and breakfast that has been rated the #1 place to stay in Lenox on Tripadvisor. Originally built in 1897, this inn was once owned by some of the wealthiest families in the country and was among the first of the "Berkshire cottages" to welcome guests. Today, the inn offers romantic cottages and suites that have been updated with modern amenities while still preserving the property's rich history. Just a 5-minute walk from downtown Lenox, Hampton Terrace Inn is the perfect location for a Berkshires getaway. Guests can enjoy private baths, air conditioning, HDTVs, free Wi-Fi, complimentary cognac and liqueurs, and a full breakfast buffet included in their room rate. The inn also features a heated pool, jetted tubs, and fireplaces for guests to relax and unwind after a day of exploring the Berkshires.

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.

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.

THE 1896 House Inn and Country Lodgings is a charming accommodation located at 910 Cold Spring Road in the picturesque town of Williamstown, Massachusetts. This historic institution offers a cozy and comfortable stay in a beautiful countryside setting. With a range of accommodations to choose from, including rooms in the main inn and private cottages, guests can enjoy a peaceful retreat surrounded by nature. The inn also features a delicious on-site restaurant, perfect for enjoying a meal after a day of exploring the nearby attractions such as the Williams College Museum of Art or the Clark Art Institute. Whether you are looking for a romantic getaway or a family vacation, THE 1896 House Inn and Country Lodgings provides a welcoming and relaxing atmosphere for all guests.

Lanesborough Country Inn is a charming lodging located at 499 South Main Street in Lanesborough, Massachusetts, United States. This cozy inn offers a peaceful retreat in the picturesque Berkshire Mountains, surrounded by beautiful nature and just a short drive from cultural attractions such as Tanglewood and the Norman Rockwell Museum. Guests can relax in comfortable rooms, enjoy delicious breakfasts, and unwind in the serene setting of the inn's grounds. Whether you're looking for a romantic getaway or a relaxing escape, Lanesborough Country Inn provides a warm and welcoming atmosphere for your stay.

The Goldenrod Country Inn is a charming bar and lodging establishment located at 144 Huntington Road in the picturesque town of Worthington, Massachusetts. Nestled in the heart of the countryside, this cozy inn offers a warm and inviting atmosphere for guests looking to relax and unwind. With comfortable accommodations, a well-stocked bar, and friendly staff, The Goldenrod Country Inn is the perfect destination for a weekend getaway or a peaceful retreat in the New England countryside.

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 at Crumpin-Fox is a charming 30-room country inn located at 71 Northfield Road in Bernardston, Massachusetts, just a few miles from the Vermont state line. Originally opened in 1979, the inn has been a favorite among visitors to the Crumpin-Fox golf course and local boarding schools. Guests can enjoy a continental breakfast served on weekends from 8-10 a.m. during the months of May through October. The inn is the perfect place to stay for a round of golf at Crumpin-Fox Club, a group event, or a relaxing weekend getaway in the picturesque Pioneer Valley of New England. We are committed to following state regulations for COVID-19 protocols to ensure the safety and well-being of our guests. We look forward to welcoming you to The Inn at Crumpin-Fox on your next trip to northwestern Massachusetts!

Clamber Hill Inn & Restaurant is a charming establishment located at 111 North Main Street in Petersham, Massachusetts. This quaint inn offers cozy lodging accommodations and a top-rated restaurant all under one roof. Guests can enjoy a peaceful retreat in the heart of the New England countryside, with beautifully appointed rooms and delicious meals made with locally sourced ingredients. Whether you're looking for a weekend getaway or a special dining experience, Clamber Hill Inn & Restaurant is the perfect destination for food and lodging in Massachusetts.

Nestled in the picturesque town of Sudbury, Massachusetts, the Inn On The Horse Farm offers a unique and tranquil lodging experience. Located at 277 Old Sudbury Road, this charming inn is surrounded by acres of beautiful farmland and rolling hills. Guests can enjoy a peaceful retreat in a cozy room, each uniquely decorated with a country charm. The Inn On The Horse Farm also offers horseback riding opportunities for guests to explore the scenic countryside. Whether you are looking for a relaxing getaway or a romantic escape, this charming inn is the perfect destination.

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 Spencer Country Inn is a charming lodging establishment located at 500 Main Street in Spencer, Massachusetts, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind. The inn is known for its friendly staff, delicious breakfast options, and convenient location near local attractions. Whether you are visiting for business or pleasure, the Spencer Country Inn is the perfect place to stay during your time in Spencer.

The Lyttleton Inn is a charming lodging establishment located at 423 King Street in Littleton, Massachusetts, United States. This historic inn offers a cozy and welcoming atmosphere for guests looking for a peaceful retreat. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a delicious breakfast in the morning and relax in the beautiful garden area. The inn is conveniently located near local attractions, shops, and restaurants, making it the perfect choice for travelers exploring the area. Experience New England hospitality at its finest at The Lyttleton Inn.

Country Inn & Suites by Radisson, Brockton (Boston), MA is a charming lodging institution located at 50 Christy's Drive in Brockton, Massachusetts, United States. This cozy hotel offers comfortable and spacious rooms, a complimentary hot breakfast, an indoor pool, a fitness center, and a business center. Conveniently located near Boston, guests can enjoy easy access to local attractions and activities while staying in a peaceful and relaxing environment. Perfect for both business and leisure travelers, Country Inn & Suites by Radisson, Brockton (Boston), MA provides a welcoming atmosphere and top-notch hospitality.

Located at 101 Main Street in Rowley, Massachusetts, Briar Barn Inn is a charming lodging institution just 30 miles from the bustling city of Boston. Offering a blend of laid-back luxury and heartfelt hospitality, Briar Barn Inn provides a quintessential country inn experience with a modern twist. The farmhouse setting of the inn features 30 guest rooms that combine rustic charm with contemporary finishes, creating a serene retreat or romantic getaway. The Spa at Briar Barn Inn offers a tranquil escape with three treatment rooms for massages, facials, wax treatments, and more. The intimate spa provides a relaxing environment for guests to indulge in personalized wellness treatments.

The Old Red Farm Inn is a charming lodging establishment located at 20 Stockton Short Cut Street in Wareham, Massachusetts. This historic inn offers cozy accommodations in a picturesque setting, perfect for a relaxing getaway. Guests can enjoy comfortable rooms, delicious breakfast options, and a warm, welcoming atmosphere. Whether you're looking for a romantic retreat or a peaceful escape, the Old Red Farm Inn is the perfect choice for your next stay in Massachusetts.

Located at 854 Scenic Highway in Bourne, Massachusetts, the Bournedale Village Inn offers a variety of room types to cater to different visitor needs. From Standard rooms with kitchenettes to Full Kitchen Rooms and a charming Cape Cod style Cottage Suite, there is something for everyone at this cozy inn. The Standard rooms feature two double beds with comfortable bedding, a dresser, closet, and bedside tables for personal belongings. The room has a studio apartment feel with a separate dining space and a full kitchen equipped with utensils, dishes, mugs, pots, and pans. Guests can cook full meals and store groceries for extended stays.

Craigville Beach Inn is a charming family-owned motel located in the quaint Cape Cod village of Centerville, just a short distance from Craigville Beach. Our central location makes it convenient for travelers to explore all areas of Cape Cod, from the tranquility of Osterville to the excitement of Hyannis. Our cozy rooms offer a variety of options, including King Beds, Double Queen Beds, and in-room Kitchenette amenities. Each room is equipped with Free Internet Access, Expanded Cable with Flat Screen TVs, Mini Refrigerators, and Coffee Makers. Guests can also enjoy a complimentary continental breakfast each morning.

The Manor House Inn is a charming lodging establishment located at 31 Centre Street in the picturesque town of Nantucket, Massachusetts. This historic inn offers a cozy and inviting atmosphere for guests looking to experience the beauty and charm of Nantucket. The Manor House Inn features comfortable rooms, delicious breakfast options, and friendly staff to ensure a memorable stay for all visitors. With its convenient location in the heart of Nantucket, guests can easily explore the island's beaches, shops, and attractions. Whether you're visiting for a weekend getaway or a longer vacation, the Manor House Inn is the perfect place to relax and unwind in Nantucket.