TOP 30 Best Relaxing countryside stay in Massachusetts

Chloe's Countryside Kennels is a premier pet boarding facility located at 203 Leonard Street in Acushnet, Massachusetts. Our peaceful countryside setting provides a safe and comfortable environment for your furry friends while you are away. Our experienced staff is dedicated to providing top-notch care for your pets, ensuring they receive plenty of love, attention, and exercise during their stay. With spacious indoor and outdoor play areas, cozy sleeping quarters, and a focus on personalized care, Chloe's Countryside Kennels is the perfect home away from home for your beloved pets. Visit us today and see why we are the go-to destination for pet boarding in the Acushnet area.

The Countryside Motel, located at 115 Mechanic Street in Bellingham, Massachusetts, offers comfortable and affordable lodging in a charming countryside setting. Our well-maintained rooms are perfect for travelers looking for a peaceful retreat while still being conveniently located near local attractions and amenities. Whether you're visiting for business or pleasure, our friendly staff is dedicated to ensuring your stay is enjoyable and relaxing. Book your stay at Countryside Motel for a cozy and welcoming experience in the heart of beautiful Bellingham.

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.

The Bursley Manor is a charming lodging located at 651 Main Street in the picturesque town of Barnstable, Massachusetts. This historic institution offers a unique and cozy atmosphere for guests looking to relax and unwind in a beautiful setting. With its comfortable accommodations and welcoming staff, The Bursley Manor provides a perfect retreat for travelers seeking a peaceful getaway. Enjoy the tranquility of the surrounding area, explore the nearby attractions, or simply relax in the comfort of this charming establishment. Experience the charm and hospitality of The Bursley Manor during your next visit to Barnstable.

Brewster By The Sea Inn is a charming lodging establishment located at 716 Main Street in Brewster, Massachusetts, United States. This cozy inn offers a relaxing and peaceful retreat for guests looking to unwind and enjoy the beauty of Cape Cod. The inn features beautifully decorated rooms, a delicious homemade breakfast served daily, and a convenient location near the beach and local attractions. With its friendly staff and comfortable accommodations, Brewster By The Sea Inn is the perfect destination for a memorable getaway on the Cape.

Luina Greine Farm is a charming institution located at 65 Common Street in Groton, Massachusetts. This picturesque farm offers a serene and peaceful environment for visitors to enjoy nature and connect with animals. The farm is home to a variety of animals, including horses, sheep, and chickens, making it a perfect destination for families and animal lovers. Visitors can also participate in farm activities such as feeding the animals, horseback riding, and exploring the beautiful grounds. Whether you are looking for a relaxing day out in the countryside or a fun and educational experience, Luina Greine Farm is the perfect destination.

The Guest House at Field Farm is a charming lodging establishment located at 554 Sloan Road in beautiful Williamstown, Massachusetts. Nestled in the picturesque countryside, this guest house offers a peaceful and serene retreat for visitors looking to escape the hustle and bustle of city life. With comfortable accommodations, stunning views of the surrounding landscape, and warm hospitality, The Guest House at Field Farm is the perfect destination for a relaxing getaway. Whether you're looking to explore the nearby attractions or simply unwind in a tranquil setting, this institution provides a welcoming and cozy atmosphere for all guests.

Harbour House Inn B&B is a charming lodging establishment located at 725 North State Road in the picturesque town of Cheshire, Massachusetts, United States. This cozy bed and breakfast offers comfortable accommodations in a historic building, with a warm and inviting atmosphere. Guests can enjoy a delicious homemade breakfast each morning, as well as access to a peaceful garden and relaxing common areas. Whether you are looking for a romantic getaway or a peaceful retreat in the Berkshires, Harbour House Inn B&B is the perfect choice for your stay.

The Dancing Bear Guest House, also known as Blooming Inn, is a charming accommodation option located in the heart of Shelburne Falls, Massachusetts. Housed in the historic Moses W. Merrill homestead dating back to 1852, this inn offers comfortable lodgings in a setting that exudes historic elegance. Each room is equipped with a private bathroom for convenience, and guests can enjoy spacious living and dining rooms for relaxation. The inn also provides self-serve coffee, tea, and toast-making facilities, as well as access to a refrigerator for storing personal food items. Guests can customize their breakfast with English Muffins and special bread, adding to the flexibility of their morning routine. Additionally, the lovely garden and outdoor breakfast option enhance the overall guest experience, providing a serene setting for a memorable stay. The cozy guest sitting rooms and dining room offer inviting spaces for socializing, reading, or enjoying a quiet moment. With amenities like fireplaces and scenic views, these common areas enhance comfort and relaxation. Whether visiting for a short-term stay or longer duration, the Dancing Bear Guest House AKA Blooming Inn offers a convenient and pleasant lodging option within a historic setting.

Shelburne Springs is a charming lodging institution located at 904 Mohawk Trail in the picturesque town of Shelburne Falls, Massachusetts. Nestled in the heart of the scenic Berkshires, this cozy retreat offers comfortable accommodations and a peaceful atmosphere for guests looking to unwind and relax. With its convenient location near local attractions such as the Bridge of Flowers and the Mohawk Trail State Forest, Shelburne Springs is the perfect destination for a weekend getaway or a longer stay in the beautiful New England countryside. Whether you're seeking a romantic retreat or a family vacation, Shelburne Springs provides a welcoming and memorable experience for all who visit.

Cedar Hill Farm Bed & Breakfast offers a charming and cozy retreat in the heart of Essex, Massachusetts. Situated at 22 John Wise Avenue, this quaint lodging establishment provides a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of city life. Surrounded by picturesque landscapes and scenic views, Cedar Hill Farm Bed & Breakfast is the perfect destination for a romantic getaway or a weekend of rest and rejuvenation. With comfortable accommodations, delicious breakfast options, and friendly hospitality, this charming bed and breakfast is sure to make your stay unforgettable.

The Chestnut House is a charming lodging establishment located at 3 Chestnut Street in the picturesque town of Nantucket, Massachusetts. This cozy inn offers a warm and inviting atmosphere, perfect for a relaxing getaway or a romantic escape. The Chestnut House features comfortable accommodations, friendly staff, and a convenient location near local attractions and amenities. Guests can enjoy a peaceful stay in one of the well-appointed rooms, each designed with comfort and style in mind. Whether you're visiting Nantucket for business or pleasure, The Chestnut House is the perfect place to call home during your stay.

The Old Manse Inn is a charming and historic bed and breakfast located at 1861 Main Street in Brewster, Massachusetts. This cozy inn offers a warm and welcoming atmosphere, with beautifully decorated rooms and exceptional hospitality. Guests can enjoy a delicious homemade breakfast each morning, relax in the peaceful garden, or explore the nearby beaches and attractions of Cape Cod. Whether you're looking for a romantic getaway or a relaxing retreat, the Old Manse Inn is the perfect choice for your stay in Brewster.

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 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.

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.

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.

Kingfisher Lodging is a pet-friendly accommodation located at 177 Main Street in Dennis, Massachusetts. Since 2001, the Fisher family has been welcoming guests to this historic property on Cape Cod. The recently renovated motel is just a short drive from some of the finest beaches, restaurants, and attractions in the area. Guests can relax at the outdoor pool, one of the largest in the region, or take their four-legged friend to the fenced-in dog run. The hotel prides itself on being one of the few pet-friendly options on Cape Cod.

Stonover Farm is a charming lodging institution located at 169 Under Mountain Road in Lenox, Massachusetts, United States. Surrounded by picturesque countryside, this tranquil farm offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. The property features beautifully appointed rooms, a cozy fireplace, and stunning views of the rolling hills. Guests can enjoy a relaxing stay in this idyllic setting, with opportunities for hiking, biking, and exploring the nearby attractions. Whether you're seeking a romantic getaway or a peaceful weekend retreat, Stonover Farm provides a warm and welcoming atmosphere for a memorable stay.

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 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.

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.

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.

Welcome to AMC Noble View Outdoor Center, your premier destination for lodging and outdoor adventures in Russell, Massachusetts. Nestled at 635 South Quarter Road, our center is perched 1,100 feet above the Connecticut Valley, offering breathtaking views of the surrounding towns, countryside, and the cities of Westfield and Springfield. Whether you're seeking a serene escape or an adventurous getaway, Noble View has something for everyone. Our guests can explore 360 acres of pristine woodlands, trails, and historic farm fields. In the warmer months, enjoy hiking through the lush landscapes, and when winter arrives, break out of your routine with exhilarating cross-country skiing and snowshoeing.

Warfield House Inn is a charming lodging option located at 200 Warfield Road in the picturesque town of Charlemont, Massachusetts. This historic inn offers a cozy and inviting atmosphere, perfect for a relaxing getaway in the beautiful New England countryside. Guests can enjoy comfortable accommodations, delicious meals, and warm hospitality during their stay. Whether you're looking for a romantic retreat or a family vacation, Warfield House Inn provides a peaceful and tranquil setting for your next escape.

Bowers House Bed and Breakfast is a charming lodging establishment located at 9 Bowers Avenue in Somerville, Massachusetts, United States. This cozy and welcoming bed and breakfast offers comfortable accommodations for travelers looking for a home away from home. Guests can enjoy a delicious breakfast each morning and relax in the peaceful surroundings of this historic property. With its convenient location and personalized service, Bowers House Bed and Breakfast is the perfect choice for a relaxing stay in Somerville.

Katama Farm is a picturesque park located at 415 Katama Road in Edgartown, Massachusetts. This serene and beautiful institution offers visitors a peaceful retreat from the hustle and bustle of everyday life. With sprawling green spaces, scenic walking trails, and stunning views of the surrounding landscape, Katama Farm is the perfect place to relax, unwind, and connect with nature. Whether you're looking to take a leisurely stroll, have a picnic with family and friends, or simply enjoy the tranquility of the outdoors, Katama Farm has something for everyone. Come visit this hidden gem in the heart of Massachusetts and experience the beauty and serenity of Katama Farm for yourself.

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.

Morrison House Bed and Breakfast is a charming lodging establishment located at 221 Morrison Avenue in Somerville, Massachusetts. This cozy and welcoming inn offers comfortable accommodations and a warm atmosphere for guests to relax and unwind. The beautifully decorated rooms and common areas provide a home-away-from-home experience for visitors. Conveniently situated in a residential neighborhood, Morrison House is just a short drive away from the bustling city of Boston, making it an ideal choice for both leisure and business travelers. Enjoy a delicious homemade breakfast each morning and personalized hospitality during your stay at Morrison House Bed and Breakfast.

Cozy Corner Motel is a charming lodging facility located at 284 Sand Springs Road in the picturesque town of Williamstown, Massachusetts. Nestled in a serene corner of the countryside, this quaint motel offers comfortable and affordable accommodations for visitors looking to explore the beauty of the Berkshires. With cozy rooms and friendly staff, guests can relax and unwind in a peaceful setting. Whether you're in town for a weekend getaway or an extended stay, Cozy Corner Motel provides a warm and welcoming atmosphere for all travelers.