TOP 30 Unique vacations in Massachusetts

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Maple House Bed & Breakfast is a charming lodging establishment located at 51 Middletown Hill Road in Rowe, Massachusetts, United States. Nestled in a picturesque countryside setting, this cozy B&B offers guests a peaceful retreat surrounded by nature. The well-appointed rooms are tastefully decorated and provide a comfortable stay for visitors looking to relax and unwind. Guests can enjoy a delicious homemade breakfast each morning, made with locally sourced ingredients. The friendly staff at Maple House Bed & Breakfast are dedicated to providing exceptional hospitality and ensuring that guests have a memorable and enjoyable stay. Whether you are looking for a romantic getaway or a peaceful escape from the hustle and bustle of city life, Maple House Bed & Breakfast is the perfect destination for your next vacation.

Upland Meadows Farm B&B is a charming bed and breakfast located in the picturesque town of Cummington, Massachusetts. Situated at 338 West Cummington Road, this institution offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of city life. Surrounded by lush meadows and rolling hills, Upland Meadows Farm B&B provides comfortable accommodations and warm hospitality. Guests can enjoy the beauty of the countryside, explore nearby hiking trails, or simply relax on the porch and take in the stunning views. Whether you're looking for a romantic getaway or a quiet weekend retreat, Upland Meadows Farm B&B is the perfect destination for your next escape.

Cumworth Farm Blueberries and Bed & Breakfast is a charming lodging located at 472 West Cummington Road in the picturesque town of Cummington, Massachusetts. Nestled in the heart of blueberry country, this cozy bed and breakfast offers guests a unique experience surrounded by nature and tranquility. Guests can enjoy picking fresh blueberries on the farm, relaxing in the comfortable accommodations, and indulging in delicious homemade breakfasts made with locally sourced ingredients. Whether you're looking for a peaceful retreat or a fun outdoor adventure, Cumworth Farm Blueberries and Bed & Breakfast is the perfect destination for a memorable stay in the beautiful Berkshires.

Melody's Place Lodging is a charming retreat nestled in the picturesque town of Charlemont, Massachusetts. Located at 193 Main Street, this cozy inn offers a peaceful escape for guests looking to relax and rejuvenate. The welcoming atmosphere and comfortable accommodations make it the perfect destination for a weekend getaway or a longer stay. In addition to cozy rooms, Melody's Place also features a spa where guests can indulge in a variety of relaxing treatments. Whether you're seeking a tranquil retreat or a romantic getaway, Melody's Place Lodging is the ideal destination for your next vacation.

Blue Heron Farm in Charlemont, Massachusetts is a charming lodging destination nestled on 250 acres of pristine countryside. This unique institution offers a tranquil retreat for visitors looking to escape the hustle and bustle of city life. The farm also serves as a real estate agency, helping clients find their dream homes in the picturesque New England landscape. Additionally, Blue Heron Farm operates as a travel agency, providing personalized itineraries for those looking to explore the beauty of western Massachusetts. Whether you're seeking a peaceful getaway or looking to invest in a piece of paradise, Blue Heron Farm is the perfect destination for all your lodging, real estate, and travel needs.

Bourke Shire Farm Bed & Breakfast is a charming lodging located at 15 South Road in the picturesque town of Heath, Massachusetts. Nestled in the heart of the United States, this cozy B&B offers guests a peaceful and relaxing retreat surrounded by the beauty of the countryside. The property features comfortable rooms, delicious home-cooked meals, and friendly hospitality. Whether you're looking for a romantic getaway or a weekend escape, Bourke Shire Farm Bed & Breakfast is the perfect destination for a memorable stay.

Welcome to Starlight Llama Solar Bed & Breakfast, located at 940 Chesterfield Road in Northampton, Massachusetts. Our unique lodging institution offers a peaceful and environmentally-friendly retreat for guests looking to escape the hustle and bustle of everyday life. Nestled in the picturesque surroundings of Northampton, our bed and breakfast is powered by solar energy and features charming llama companions for guests to interact with. Enjoy a comfortable stay in our cozy rooms, complete with modern amenities and stunning views of the surrounding landscape.

Cavalier Cottage Bed & Breakfast is a charming lodging establishment located at 236 East Oxbow Road in the picturesque town of Charlemont, Massachusetts. This cozy retreat offers guests a peaceful and comfortable stay in a beautiful countryside setting. The cottage-style accommodations are tastefully decorated and feature modern amenities to ensure a relaxing experience. Guests can enjoy a delicious homemade breakfast each morning and take advantage of the convenient location near outdoor recreational activities such as hiking, skiing, and river rafting. Whether you are looking for a romantic getaway or a relaxing escape, Cavalier Cottage Bed & Breakfast is the perfect destination for your next vacation.

Located on 60 Masterson Road in the picturesque town of Whately, Massachusetts, Hillside House Bed & Breakfast offers a charming and cozy retreat for travelers looking for a peaceful and relaxing stay. This quaint lodging institution is nestled on a hillside, providing stunning views of the surrounding countryside. Guests can enjoy comfortable accommodations, delicious homemade breakfasts, and warm hospitality from the friendly staff. Whether you are visiting for a weekend getaway or a longer vacation, Hillside House Bed & Breakfast is the perfect place to unwind and recharge in the heart of New England.

Delta Organic Farm B & B Center is a charming lodging facility located at 352 East Hadley Road in Amherst, Massachusetts, United States. Situated on a picturesque organic farm, guests can enjoy a peaceful and relaxing stay surrounded by nature. The center offers comfortable accommodations and delicious organic meals made from fresh produce grown on the farm. Visitors can also participate in farm activities and learn about sustainable farming practices. Whether you're looking for a weekend getaway or a unique farm experience, Delta Organic Farm B & B Center is the perfect destination.

Stone House Farm is a charming lodging institution located at 649 East Pleasant Street in Amherst, Massachusetts. Nestled in the picturesque countryside of New England, this historic stone house offers a peaceful and serene retreat for guests seeking a relaxing getaway. The farm is surrounded by lush greenery and beautiful gardens, providing a tranquil atmosphere for visitors to unwind and rejuvenate. With its cozy rooms, warm hospitality, and scenic views, Stone House Farm is the perfect destination for those looking to escape the hustle and bustle of city life and immerse themselves in the beauty of nature.

Big Sky Hilltop B&B is a charming lodging establishment located at 579 North Gulf Road in Belchertown, Massachusetts. Situated on a picturesque hilltop, this bed and breakfast offers guests stunning views of the surrounding landscape. The comfortable and cozy accommodations make for a perfect retreat for those looking to relax and unwind. The friendly staff at Big Sky Hilltop B&B are dedicated to providing guests with a memorable and enjoyable stay. Whether you are visiting for a weekend getaway or a longer vacation, this institution is the ideal choice for a peaceful and serene experience.

Lamb City Campground & Variety is a versatile institution located at 85 Royalston Road in Phillipston, Massachusetts. This unique establishment offers a range of services including campground facilities, car repair, a convenience store, food options, lodging accommodations, a park area, and a store for various needs. Situated on over 70 acres of picturesque woods at the beginning of the Mohawk Trail, Lamb City provides a peaceful retreat in nature just 90 minutes away from Boston. The campground is conveniently located within close proximity to major East Coast cities such as Boston, Hartford, and Albany.

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.

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.

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.

Aloft Lexington is a contemporary and stylish lodging option located at 727 Marrett Road in Lexington, Massachusetts, United States. This modern hotel offers a unique and vibrant atmosphere with sleek design and comfortable accommodations. Guests can enjoy amenities such as a fitness center, indoor pool, and on-site dining options. Conveniently located near historic sites, shopping, and dining, Aloft Lexington is the perfect choice for both business and leisure travelers looking for a chic and comfortable stay in the heart of Massachusetts.

Located in the heart of Cambridge, Massachusetts, the Courtyard by Marriott Boston Cambridge offers modern accommodations and convenient amenities for both business and leisure travelers. Situated on Memorial Drive, this hotel is just a short drive away from Harvard University, MIT, and other popular attractions in the area. The spacious guest rooms feature plush bedding, free Wi-Fi, and flat-screen TVs, while the on-site restaurant serves up delicious American cuisine. Guests can also enjoy access to a fitness center, indoor pool, and flexible meeting spaces for events and conferences. Whether you're visiting for work or play, the Courtyard by Marriott Boston Cambridge provides a comfortable and welcoming stay in this vibrant city.

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.

Rally Point Inn & Pub is a charming establishment located at 9 Mechanic Street in Foxborough, Massachusetts. This cozy inn and pub offers a welcoming atmosphere where guests can enjoy delicious food, refreshing drinks, and great company. Whether you're looking for a casual meal with friends or a place to unwind after a long day, Rally Point has something for everyone. With its convenient location and friendly staff, this institution is the perfect spot to relax and enjoy a memorable dining experience.

The Pineapple Inn is a charming lodging establishment located at 633 South Washington Street in North Attleborough, Massachusetts. This quaint inn offers cozy accommodations and a warm, welcoming atmosphere for guests looking for a comfortable stay. With its convenient location in the heart of town, the Pineapple Inn is the perfect choice for travelers seeking a peaceful retreat. Whether you're visiting for business or pleasure, you'll find everything you need for a relaxing stay at this lovely institution.

Love The Reef is a charming institution located at 3 Church Street in Wilmington, Massachusetts, United States. As a unique combination of a food, pet store, and general store, Love The Reef offers a wide range of products and services to cater to all your needs. From gourmet food items to high-quality pet supplies, this institution is dedicated to providing top-notch products with a focus on customer satisfaction. Visit Love The Reef today and experience a one-of-a-kind shopping experience that will leave you coming back for more.

Essex Street Inn & Suites, part of the Ascend Hotel Collection, is a charming and cozy lodging option located in the heart of historic Newburyport, Massachusetts. Situated at 7 Essex Street, this boutique hotel offers comfortable accommodations, modern amenities, and personalized service to ensure a memorable stay for guests. Whether you are visiting for business or leisure, Essex Street Inn & Suites provides a convenient and welcoming home away from home in this picturesque coastal town.

The Garrison Inn Boutique Hotel is a charming and elegant lodging located in the heart of historic Newburyport, Massachusetts. Situated at 11 Brown Square, this boutique hotel offers luxurious accommodations in a beautifully restored 19th-century building. Guests can enjoy a unique and personalized experience with impeccable service, modern amenities, and stylish décor. The Garrison Inn is the perfect destination for travelers seeking a tranquil and sophisticated retreat in the quaint coastal town of Newburyport.

Avalon, the Inn on Cuttyhunk, is a charming and intimate lodging establishment located on the picturesque island of Cuttyhunk in Gosnold, Massachusetts. With its stunning ocean views, cozy accommodations, and warm hospitality, Avalon provides the perfect retreat for those looking to escape the hustle and bustle of everyday life. Whether you're seeking a romantic getaway, a peaceful solo retreat, or a fun-filled family vacation, Avalon offers a relaxing and rejuvenating experience for all guests. Immerse yourself in the natural beauty of Cuttyhunk Island while staying at Avalon, where comfort, tranquility, and personalized service await you.

The Paquachuck Inn, located at 2056 Main Road in Westport, Massachusetts, invites you to experience a historic stay on the coast. Built in 1827 by privateer Issac Cory, this three-story post and beam building once served as a ship chandlery, general store, customs house, and post office. Original artifacts from its maritime past, such as store cabinets and harpoons, can still be found throughout the inn. Situated on Westport Point, with views of the harbor entrance, fishing fleet, and oyster farm, the Paquachuck Inn offers a glimpse into the town's rich history. The name "Paquachuck" comes from the local clam, the quahog, and reflects the area's Native American heritage.

Irving House at Harvard is a charming lodging institution located at 24 Irving Street in Cambridge, Massachusetts, United States. As a small hotel and bed and breakfast in Harvard Square, we offer family-friendly and eco-friendly accommodations for our guests. With 44 comfortable rooms, we provide a welcoming atmosphere and friendly service to make your stay enjoyable. Explore the cultural and academic delights of Harvard Square and Cambridge, then relax in our quiet parlor or dining room. Enjoy breakfast, off-street parking, and wifi included in our rates. Whether you're visiting for a short trip or an extended stay, Irving House at Harvard is the perfect choice for your accommodations. Book directly on our website to take advantage of special offers and experience the balance of comfort and convenience at our inn.

Thatch Quarters on Broadway is a charming lodging establishment located at 30 West Broadway in the bustling city of Boston, Massachusetts. Nestled in the heart of the historic city, this quaint inn offers cozy accommodations and personalized service to make your stay truly memorable. Whether you are visiting for business or pleasure, Thatch Quarters on Broadway provides a comfortable and convenient home away from home. Experience the charm of Boston while staying at this unique institution.

Rogers and Brown House Bed & Breakfast is a charming lodging establishment located at 83 County Road in Ipswich, Massachusetts, United States. This historic property offers cozy and comfortable accommodations for guests looking to experience the beauty and charm of New England. The inn features beautifully decorated rooms, a delicious homemade breakfast served each morning, and a warm and welcoming atmosphere. Guests can relax in the peaceful surroundings of the property or explore the nearby attractions such as Crane Beach and the Ipswich River Wildlife Sanctuary. Whether you are visiting for a romantic getaway or a weekend retreat, Rogers and Brown House Bed & Breakfast is the perfect place to stay.

The Outermost Inn is a charming restaurant located at 81 Lighthouse Road in Aquinnah, Massachusetts, United States. Situated on the scenic Martha's Vineyard, this institution offers a unique dining experience with breathtaking views of the Atlantic Ocean. The menu features fresh seafood, locally sourced ingredients, and a variety of dishes that showcase the flavors of New England. Guests can enjoy a meal in the cozy dining room or on the outdoor patio overlooking the ocean. With its warm hospitality and delicious cuisine, the Outermost Inn is the perfect place to enjoy a memorable meal on the island.