TOP 30 Best Vacation lodging in Massachusetts

Race Brook Lodge is a charming institution nestled in the beautiful countryside of Sheffield, Massachusetts. Located at 864 South Undermountain Road, this unique establishment offers a blend of health, lodging, and park amenities for guests to enjoy. From cozy accommodations to wellness retreats, Race Brook Lodge provides a tranquil escape from the hustle and bustle of everyday life. Explore the lush surroundings, unwind in the peaceful atmosphere, and rejuvenate your mind, body, and soul at this idyllic retreat in the heart of the Berkshires.

Sheffield Lodge is a charming lodging located at 400 South Undermountain Road in Sheffield, Massachusetts, United States. Nestled in the picturesque Berkshire Mountains, this cozy retreat offers comfortable accommodations and a peaceful atmosphere for guests looking to escape the hustle and bustle of city life. Whether you're seeking a romantic getaway or a relaxing vacation in nature, Sheffield Lodge provides a tranquil setting for all guests to unwind and rejuvenate. With its convenient location near local attractions and outdoor activities, this institution is the perfect destination for those seeking a peaceful retreat in the heart of Massachusetts.

Swann Lodge is a charming lodging facility located on Brett Road in the picturesque town of Monterey, Massachusetts. Surrounded by beautiful scenery and offering a peaceful retreat for guests, Swann Lodge is the perfect destination for those seeking a relaxing getaway in the United States. With cozy accommodations and a warm, welcoming atmosphere, Swann Lodge provides a comfortable and inviting stay for visitors looking to unwind and recharge in the tranquil surroundings of Monterey. Whether you're exploring the nearby attractions or simply enjoying the serenity of the area, Swann Lodge offers a memorable experience for all who stay.

Lily's Lodge is a cozy and welcoming lodging establishment located at 9 Norman Street in West Springfield, Massachusetts. Our charming lodge offers comfortable accommodations for guests looking to relax and unwind in a peaceful setting. With a convenient location in the heart of West Springfield, Lily's Lodge is the perfect home base for exploring all that the area has to offer. Whether you are visiting for business or leisure, our friendly staff is dedicated to providing exceptional service to ensure a memorable stay. Book your stay at Lily's Lodge and experience true hospitality in the beautiful city of West Springfield.

FearlessRose vacation rental is a cozy and welcoming lodging institution located on Appleton Street in Springfield, Massachusetts, United States. Our rental property offers a comfortable and stylish accommodation option for travelers looking to experience the charm of Springfield. With modern amenities, spacious rooms, and a convenient location, FearlessRose vacation rental is the perfect choice for a relaxing and enjoyable stay in the area. Whether you are visiting for business or pleasure, our institution provides a peaceful retreat where you can unwind and recharge during your trip. Book your stay with us today and experience the comfort and convenience of FearlessRose vacation rental.

Economy Lodge is a cozy and affordable lodging option located at 682 Main Street in the charming town of Sturbridge, Massachusetts. Whether you are passing through on a road trip or visiting the nearby attractions such as Old Sturbridge Village, our convenient location makes it easy to explore the area. Our comfortable rooms and friendly staff ensure a pleasant stay for all guests. Enjoy a relaxing night's sleep and wake up refreshed to start your day. Choose Economy Lodge for a budget-friendly and comfortable accommodation option in Sturbridge.

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.

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.

Holiday Inn Club Vacations Oak n’ Spruce Resort - Tour Reception is a welcoming lodging institution located in Lee, Massachusetts, United States. Situated at 165 Meadow Street, this resort offers a relaxing and comfortable environment for guests to enjoy during their vacation. The tour reception area provides guests with information about the resort's amenities and activities, ensuring a memorable stay for all visitors. With its convenient location and friendly staff, Holiday Inn Club Vacations Oak n’ Spruce Resort - Tour Reception is the perfect choice for those seeking a peaceful getaway in the beautiful Berkshires region.

33 Main offers a luxurious lodging experience curated by renowned designer Annie Selke. Located in the charming town of Lenox, Massachusetts, this upscale accommodation combines modern amenities with classic New England charm. Each room is elegantly decorated with Selke's signature style, creating a cozy and inviting atmosphere for guests to relax and unwind. With its prime location on Main Street, guests can easily explore the local shops, restaurants, and cultural attractions that Lenox has to offer. Whether you're visiting for a romantic getaway or a weekend retreat, 33 Main promises a memorable and indulgent stay in the heart of the Berkshires.

Berkshire Mountain Lodge is a charming lodging institution located at 8 Dan Fox Drive in Pittsfield, Massachusetts. Situated in the beautiful Berkshires region, the lodge offers a perfect blend of cultural attractions, historical sites, and natural beauty. Guests can explore nearby attractions such as The Mount, the former estate of American author Edith Wharton, and Tanglewood, the summer home of the Boston Symphony Orchestra. Berkshire Mountain Lodge is a family-friendly vacation destination that offers a variety of amenities and activities for guests of all ages. The resort has received numerous awards, including the RCI Gold Crown Status, Tripadvisor's Travelers' Choice Award, and the Hotels.com Loved by Guests Award, all of which recognize the exceptional service and hospitality provided by the lodge.

Vacation Village in the Berkshires is a charming lodging institution located at 276 Brodie Mountain Road in Hancock, Massachusetts, United States. Nestled in the picturesque Berkshires region, this resort offers cozy accommodations and top-notch amenities for a relaxing and enjoyable vacation experience. Guests can unwind in spacious suites equipped with modern comforts, take a dip in the indoor or outdoor pools, or explore the nearby attractions such as ski slopes, hiking trails, and cultural venues. Whether you're seeking a romantic getaway or a fun family vacation, Vacation Village in the Berkshires is the perfect destination for your next trip.

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.

Bascom Lodge is a charming lodging institution nestled in the picturesque surroundings of Adams, Massachusetts. Located at 3 Summit Road, this historic lodge offers guests a unique and tranquil retreat in the heart of the Berkshires. With cozy accommodations and stunning views of the surrounding mountains, Bascom Lodge is the perfect destination for nature lovers and outdoor enthusiasts. Whether you're looking to relax and unwind or explore the nearby hiking trails and attractions, Bascom Lodge provides a comfortable and welcoming atmosphere for all guests. Experience the beauty and serenity of the Berkshires at Bascom Lodge.

Berkshire Lakeside Lodge is a charming lodging located at 3949 Jacobs Ladder Road in Becket, Massachusetts. Situated in the stunning Berkshire Mountains, this cozy retreat offers guests a peaceful and serene escape surrounded by nature. With comfortable accommodations and beautiful views of the nearby lake, Berkshire Lakeside Lodge is the perfect destination for those looking to relax and unwind. Whether you're seeking a romantic getaway or a family vacation, this lodge provides a warm and welcoming atmosphere for all guests to enjoy.

Blue Vista Motor Lodge is a charming lodging establishment located at 229 Mohawk Trail in the picturesque town of Florida, Massachusetts. Surrounded by the stunning natural beauty of the Berkshires, this cozy lodge offers comfortable accommodations and a warm, welcoming atmosphere. Whether you are passing through on a road trip or looking for a peaceful retreat in the mountains, Blue Vista Motor Lodge is the perfect place to rest and recharge. With friendly staff, clean rooms, and convenient amenities, your stay at Blue Vista Motor Lodge is sure to be a relaxing and enjoyable experience.

Hawk Mountain Lodge is a charming lodging establishment located at 7 Main Street in the picturesque town of Charlemont, Massachusetts. Nestled in the heart of the United States, this cozy retreat offers a tranquil and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. With comfortable accommodations and friendly service, Hawk Mountain Lodge is the perfect home away from home for travelers exploring the beautiful New England region. Whether you're seeking adventure in the nearby mountains or simply looking to unwind and recharge, a stay at Hawk Mountain Lodge promises a memorable and rejuvenating experience.

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.

Mary's Motor Lodge is a cozy and comfortable lodging option located at 1159 Fall River Avenue in Seekonk, Massachusetts. Our friendly staff is dedicated to providing top-notch service to ensure a pleasant stay for all our guests. Conveniently situated near local attractions and dining options, Mary's Motor Lodge is the perfect choice for travelers looking for a relaxing and affordable accommodation. Whether you are visiting for business or pleasure, come experience the warm hospitality and convenience of Mary's Motor Lodge during your stay in Seekonk.

Boston Lodge & Suites is a charming lodging facility located at 7 Doris Street in the heart of Boston, Massachusetts. Our cozy rooms and suites are designed to provide a comfortable and relaxing stay for our guests. Whether you are visiting for business or leisure, our convenient location offers easy access to all that Boston has to offer. Enjoy our friendly service, modern amenities, and affordable rates during your stay at Boston Lodge & Suites.

Located at 278 Cabot Street in Beverly, Massachusetts, The Cabot Lodge is a charming boutique hotel just steps away from The Cabot Theater. Guests can enjoy the many restaurants, bars, and local breweries within walking distance. The lodge is conveniently located just 2 miles away from historic downtown Salem, making it the perfect spot for exploring the area. Guests rave about the cozy and clean rooms, friendly staff, and great amenities. Whether you're in town for parents weekend at a local college or looking for a romantic getaway, The Cabot Lodge is the ideal place to stay.

Marriott Vacation Club Pulse at Custom House, Boston is a luxurious lodging institution located at 3 McKinley Square, in the heart of Boston, Massachusetts, United States. This historic building offers stunning views of the city skyline and waterfront, along with modern amenities and comfortable accommodations. Guests can enjoy easy access to popular attractions, shopping, and dining options in the bustling city center. Whether you are visiting for business or leisure, Marriott Vacation Club Pulse at Custom House provides a convenient and elegant stay in one of America's most vibrant cities.

Nestled in the serene woods of Falmouth, Massachusetts, Treehouse Lodge offers a unique and enchanting lodging experience. Located at 527 Woods Hole Road, this one-of-a-kind institution provides guests with the opportunity to stay in beautifully crafted treehouses, surrounded by nature and tranquility. Each treehouse is thoughtfully designed and equipped with modern amenities for a comfortable and memorable stay. Whether you are seeking a romantic getaway, a family vacation, or a peaceful retreat, Treehouse Lodge is the perfect destination. Immerse yourself in the beauty of the forest and rejuvenate your soul at this magical retreat in the heart of Cape Cod.

Falmouth Heights Motor Lodge is a charming lodging establishment located at 146 Falmouth Heights Road in the picturesque town of Falmouth, Massachusetts. Situated in the United States, this cozy motor lodge offers comfortable and affordable accommodations for guests looking to explore the beautiful Cape Cod region. With its convenient location near the beach and local attractions, Falmouth Heights Motor Lodge is the perfect choice for a relaxing getaway or a fun-filled vacation. Experience warm hospitality and a welcoming atmosphere during your stay at this lovely institution.

ShoreWay Acres Inn & Cape Cod Lodging is a charming and historic lodging option located at 59 Shore Street in Falmouth, Massachusetts. This family-owned inn offers a unique glimpse into authentic Cape Cod life, past and present, with a focus on preserving history and tradition. The inn started with nine rooms in a historic sea captain's home built in 1806 and has since expanded to offer 70 rooms with modern amenities. Guests can enjoy a variety of accommodations, from traditional rooms to suites and vacation rentals with full kitchens. The inn is located on one of Falmouth's most historic streets, providing a peaceful and residential atmosphere while still being within walking distance to Falmouth Village and Surf Drive Beach. Nearby attractions include Martha's Vineyard ferries, the Shining Sea Bikeway, and day trips to Plymouth, Hyannis, and Provincetown.

Pinewood Lodge Campground and Function Hall is a charming destination nestled in the heart of Plymouth, Massachusetts. Situated at 190 Pinewood Road, this institution offers a unique blend of campground, lodging, and park facilities. With spacious campsites, cozy cabins, and well-maintained grounds, guests can enjoy a peaceful retreat surrounded by nature. The function hall provides a versatile space for events and gatherings, making it an ideal venue for weddings, reunions, and celebrations. Whether you're looking to relax in the great outdoors or host a special event, Pinewood Lodge Campground and Function Hall has everything you need for a memorable stay.

Bearskin Neck Motor Lodge is an ocean front lodging located at 64 Bearskin Neck in Rockport, Massachusetts. Despite the term "motor lodge," our rooms are clean and provide a pleasant atmosphere for your stay. Enjoy a bottle of wine and some steamed lobsters on the back deck while watching the sunset. Our friendly staff is always available to provide restaurant recommendations or trip ideas. Each room is equipped with air conditioning, refrigerators, cable TV, and free WiFi. All rooms have ocean front views and a shared balcony with chairs right outside your door. Additional deck tables are available adjacent to the hotel. Free parking is available on Bearskin Neck, with one parking spot per room. We also offer Express Check-In for your convenience. Our central location allows easy access to shops, restaurants, and Front Beach. The office is open from 9 am to 7 PM daily, and assistance is available after hours by calling (978) 546-6677. The deck behind the main office is currently being renovated to create a new alfresco seating area called The Hideaway, which will offer cocktails, beer, wine, and light bites like charcuterie. We look forward to welcoming you to Bearskin Neck Motor Lodge for a relaxing and enjoyable stay.

Cloverleaf Pet Lodge is a premier pet boarding facility located at 558 Carriage Shop Road in Falmouth, Massachusetts, United States. Our dedicated staff treats your pets like our own personal guests, providing a unique lodging experience based on individual care and attention. Dogs have access to over an acre of beautiful, fence-enclosed land to run and play with friends, while cats enjoy their own separate space. Our competitive rates include amenities that many others charge extra for, making us the perfect choice for your pet's next stay. Whether your pet has special requirements or needs medication, we can accommodate them with love and care. Boarding rates start at just $65 per night. Contact us today for more information and to book your pet's stay at Cloverleaf Pet Lodge!

Captain's Lodge Motel is a cozy and welcoming lodging option located at 237 Eastern Avenue in the picturesque town of Gloucester, Massachusetts. Situated just moments away from the stunning coastline and vibrant downtown area, this charming motel offers comfortable accommodations and top-notch service. Guests can relax in well-appointed rooms, take a dip in the outdoor pool, or enjoy a delicious meal at the on-site restaurant. Whether you're in town for a weekend getaway or an extended stay, Captain's Lodge Motel is the perfect choice for a memorable and enjoyable experience.

Sandwich Lodge & Resort is a charming lodging institution located in the historic town of Sandwich, Massachusetts. Situated at 54 Massachusetts 6A, this resort offers a peaceful and picturesque setting for guests to relax and unwind. The resort features comfortable accommodations, a variety of amenities, and friendly staff to ensure a pleasant stay for all visitors. Whether you are looking for a romantic getaway, a family vacation, or a business retreat, Sandwich Lodge & Resort is the perfect destination for your next trip to Cape Cod.