TOP 30 Best Romantic getaways in Massachusetts

Grieshaber's Getaway is a premier travel agency located at 60 Sutton Place in East Longmeadow, Massachusetts. We specialize in creating unforgettable travel experiences for our clients, offering a wide range of services including booking flights, accommodations, and activities. Our team of experienced travel experts is dedicated to providing personalized service and expert advice to help you plan the perfect getaway. Whether you're looking for a relaxing beach vacation, a thrilling adventure, or a romantic escape, Grieshaber's Getaway has you covered. Contact us today to start planning your dream vacation!

Getaways by the Sea is a charming lodging institution located at 500 Ocean Street in Barnstable, Massachusetts. Situated right by the sea, this cozy retreat offers guests a peaceful and relaxing environment to escape the hustle and bustle of everyday life. Whether you're looking for a romantic weekend getaway or a family vacation, Getaways by the Sea provides comfortable accommodations and stunning ocean views. With easy access to the beach and nearby attractions, this institution is the perfect destination for those seeking a coastal retreat. Book your stay at Getaways by the Sea and experience the beauty of the Massachusetts coast.

Gateway Getaway is a premier real estate agency located at 123 Packard Street in the picturesque town of Plymouth, Massachusetts. Our dedicated team of professionals is committed to helping clients find their dream homes or investment properties in this charming coastal community. Whether you're looking for a beachfront retreat, a historic colonial, or a cozy cottage, Gateway Getaway has the expertise and resources to make your real estate dreams a reality. Contact us today to start your journey towards finding the perfect gateway to your new life in Plymouth.

Yes! Getaways is a premier travel agency located on Newbury Street in the bustling city of Boston, Massachusetts. Our dedicated team of travel experts is committed to helping you plan the perfect getaway, whether it's a relaxing beach vacation, an adventurous mountain retreat, or a cultural city escape. With personalized service and attention to detail, we strive to create unforgettable travel experiences for our clients. Contact us today to start planning your next dream vacation with Yes! Getaways.

Blissful Getaways is a premier finance and travel agency located in the heart of Boston, Massachusetts. Our team of experienced professionals is dedicated to helping our clients plan their dream vacations while staying within their budget. Whether you're looking for a relaxing beach getaway, an adventurous mountain retreat, or a cultural city escape, we have the expertise to make it happen. Visit us at 21 Wormwood Street and let us help you create unforgettable memories on your next Blissful Getaway.

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.

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.

Foolhardy Hill is a charming campground, lodging, and park located at 232 Zoar Road in the picturesque town of Charlemont, Massachusetts, United States. Nestled in the rolling hills of the Berkshires, this institution offers a one-of-a-kind experience for nature lovers and outdoor enthusiasts. With spacious campsites, cozy cabins, and a variety of recreational activities, including hiking, fishing, and birdwatching, Foolhardy Hill provides the perfect getaway for those looking to unwind and reconnect with the great outdoors. Whether you're seeking a peaceful retreat or an action-packed adventure, this hidden gem is sure to delight visitors of all ages.

Downton Valley is a charming lodging institution located at 1089 Westhampton Road in Northampton, Massachusetts, United States. Nestled in the picturesque Downton Valley, this institution offers guests a peaceful and serene retreat surrounded by nature. The cozy rooms are elegantly decorated and provide all the comforts of home. Guests can enjoy a delicious breakfast in the dining area or relax on the outdoor patio overlooking the beautiful valley. With its convenient location and warm hospitality, Downton Valley is the perfect destination for a relaxing getaway.

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.

Addison Choate is a charming lodging institution located at 49 Broadway Avenue in Rockport, Massachusetts, United States. This cozy and welcoming establishment offers comfortable accommodations for visitors looking to explore the picturesque seaside town of Rockport. With its convenient location near the waterfront and local attractions, Addison Choate provides a peaceful retreat for guests seeking a relaxing getaway. Experience the beauty of Rockport while staying at this quaint and inviting lodging institution.

Nobnocket Boutique Inn is a chic Martha's Vineyard Hotel located at 60 Mount Aldworth Road in Tisbury, Massachusetts, United States. All rooms at this lodging feature en-suite bathrooms, individually controlled heating and A/C, WiFi, hair-dryers, designer Bluetooth radio/speaker, luxurious Frette linens and towels, Gilchrist & Soames toiletries, Nespresso Coffee machines, TV/DVD, and contemporary ceiling fans. This secluded retreat on 2 acres of gardens offers a unique island experience where guests can enjoy their entire vacation without leaving the property. The modern interior design and expansive outdoor space provide a relaxing escape from the crowds, making it the perfect place for a luxury retreat on Martha's Vineyard. Winner of the prestigious travel award "Best Martha's Vineyard Inn 2019" from Yankee Magazine, this boutique hotel offers tailor-made services for solo, local, and relaxing travelers. Guests can experience summer hiking on Martha's Vineyard at The Brickyard at Menemsha Hills. Come and relax at this refreshingly modern Vineyard Haven Hotel.

The Crocker House Inn is a charming lodging establishment located at 12 Crocker Avenue in the picturesque town of Tisbury, Massachusetts, United States. This historic inn offers guests a cozy and comfortable retreat with beautifully decorated rooms, modern amenities, and warm hospitality. Situated in a convenient location near local attractions, shops, and dining options, the Crocker House Inn is the perfect choice for travelers looking for a relaxing and memorable stay on Martha's Vineyard. Whether you're visiting for a romantic getaway, family vacation, or business trip, the Crocker House Inn provides a welcoming atmosphere and top-notch service for all guests.

Morning Glory Bed & Breakfast is a charming lodging establishment located at 22 Hardy Street in the historic town of Salem, Massachusetts. This cozy and welcoming B&B offers comfortable accommodations and a delicious homemade breakfast each morning. Guests can relax in the beautifully decorated rooms and enjoy the peaceful atmosphere of this quaint inn. Conveniently situated near Salem's top attractions, including museums, shops, and restaurants, Morning Glory Bed & Breakfast is the perfect choice for a relaxing getaway in this picturesque New England town.

The Amelia Payson House is a charming and historic lodging located at 16 Winter Street in Salem, Massachusetts. This beautifully restored institution offers guests a cozy and comfortable stay in a quaint New England setting. With its convenient location near Salem's popular attractions and landmarks, visitors can easily explore the rich history and culture of this picturesque town. The Amelia Payson House provides a warm and welcoming atmosphere, making it the perfect choice for travelers seeking a unique and memorable experience in Salem.

Sea Street Inn is a charming lodging establishment located at 328 Sea Street in Barnstable, Massachusetts, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind by the sea. With its convenient location near the beach and local attractions, Sea Street Inn is the perfect destination for a peaceful getaway on Cape Cod. Enjoy a cozy room, friendly service, and a memorable stay at this quaint seaside retreat.

Beech Tree Bed & Breakfast is a charming lodging establishment located at 55 Broadway Terrace in the picturesque town of Rockport, Massachusetts. Nestled among the beautiful beech trees, this cozy B&B offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of city life. The accommodation features comfortable rooms, delicious breakfast options, and a warm and welcoming atmosphere. Whether you are visiting for a romantic getaway or a weekend of exploration, Beech Tree Bed & Breakfast is the perfect home away from home.

The Captain David Kelley House is a charming and historic lodging located at 539 Main Street in Barnstable, Massachusetts. This beautiful inn offers a cozy and welcoming atmosphere, with elegantly appointed rooms and modern amenities. Guests can enjoy a delicious homemade breakfast each morning and relax in the peaceful surroundings of the inn's garden. The Captain David Kelley House is the perfect place to stay for a relaxing getaway on Cape Cod.

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.

The Inn on Main is a charming lodging establishment located on Massachusetts 6A in Yarmouth, Massachusetts. This cozy inn offers a comfortable and welcoming atmosphere for guests to relax and unwind during their stay. With its convenient location in the heart of Yarmouth, guests can easily explore the nearby attractions, shops, and restaurants. The Inn on Main provides well-appointed rooms, friendly staff, and top-notch amenities to ensure a memorable and enjoyable experience for all visitors. Whether you are in town for a weekend getaway or a business trip, the Inn on Main is the perfect place to call home while in Yarmouth.

Welcome to 8 Dyer Hotel, a charming and stylish lodging located in the heart of Provincetown, Massachusetts. Situated at 8 Dyer Street, our hotel offers a relaxing and comfortable stay just steps away from the bustling shops, restaurants, and beaches of this vibrant coastal town. Our beautifully appointed rooms feature modern amenities and thoughtful touches to ensure a memorable stay. Whether you're looking to relax by the fireplace in our cozy lounge or explore the picturesque surroundings, 8 Dyer Hotel is the perfect choice for your next getaway. Experience the best of Provincetown at 8 Dyer Hotel.

The Inn at 7 Central is a charming lodging establishment located at 7 Central Street in the picturesque town of Provincetown, Massachusetts. This cozy inn offers comfortable accommodations and personalized service, making it the perfect home away from home for travelers visiting the area. Guests can enjoy a peaceful stay in beautifully decorated rooms, relax in the inviting common areas, and take advantage of the convenient location near local attractions, shops, and restaurants. Whether you're seeking a romantic getaway or a relaxing retreat, the Inn at 7 Central has everything you need for a memorable stay in Provincetown.

The Long Dell Inn is a charming and cozy lodging located at 436 South Main Street in Barnstable, Massachusetts. This historic inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind. The inn's convenient location allows for easy access to local attractions, shops, and restaurants. With its personalized service and attention to detail, the Long Dell Inn is the perfect choice for a memorable stay on Cape Cod.

The Inn at Cook Street is a charming bed and breakfast located in the heart of Provincetown, Massachusetts. Situated at 7 Cook Street, this historic inn offers cozy and comfortable accommodations for guests looking to experience the beauty of Cape Cod. With its convenient location near the beach, shops, and restaurants, the Inn at Cook Street is the perfect place to relax and unwind during your stay in Provincetown. Enjoy a delicious homemade breakfast each morning and take advantage of the inn's welcoming atmosphere and personalized service. Whether you're visiting for a romantic getaway or a weekend escape, the Inn at Cook Street is a wonderful choice for your lodging needs.

The Inn at Yarmouth Port is a charming lodging establishment located in the heart of Yarmouth, Massachusetts. Situated at 168 Massachusetts 6A, this historic inn offers a cozy and inviting atmosphere for guests looking to relax and unwind on Cape Cod. The Inn features beautifully decorated rooms, each with its own unique character and modern amenities. Guests can enjoy a delicious breakfast each morning, as well as complimentary Wi-Fi and parking. The Inn's convenient location allows easy access to local attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a peaceful retreat, The Inn at Yarmouth Port is the perfect choice for your next vacation.

The Liberty Hill Inn is a charming lodging located in Yarmouth, Massachusetts, United States. Situated at 77 Massachusetts 6A, this cozy inn offers a peaceful retreat for guests looking to relax and unwind. The beautifully decorated rooms and suites provide a comfortable and inviting atmosphere, while the friendly staff ensures a warm and welcoming stay. Guests can enjoy a delicious breakfast each morning and explore the nearby attractions, including beaches, shops, and restaurants. Whether visiting for a romantic getaway or a weekend escape, the Liberty Hill Inn is the perfect destination for a memorable stay in Cape Cod.

Admiral's Landing is a charming lodging establishment located at 158 Bradford Street in the picturesque town of Provincetown, Massachusetts. This cozy inn offers a comfortable and inviting atmosphere for guests to relax and unwind during their stay. With its convenient location, guests can easily explore all that Provincetown has to offer, from its beautiful beaches to its vibrant arts and culture scene. Whether you're looking for a romantic getaway or a fun-filled vacation with friends, Admiral's Landing is the perfect place to call home during your time in this historic seaside town.

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.

The Sea Meadow Inn, located at 1187 Main Street in Brewster, Massachusetts, is a charming lodging institution housed in a historic building dating back to 1783. The inn has been beautifully restored to preserve its unique architectural features, including wide-plank pumpkin pine floors and fireplaces. The B&B style rooms offer luxurious beds, private baths, and exceptional amenities for a peaceful night's sleep. Surrounded by serene acres of gardens filled with local flowers and wildlife, guests can relax on the tree swing, hammock, or enjoy birdwatching from the back porch. The outdoor shower, grill, and firepit are perfect for enjoying evenings with family and friends after a day at the nearby bay beach or exploring the National Seashore, Provincetown, Nantucket, or Martha's Vineyard.

The Captain Freeman Inn, located at 15 Breakwater Road in Brewster, Massachusetts, is a beautifully restored Sea Captain's mansion just a short walk away from Breakwater Beach. This award-winning Bed and Breakfast has been recognized with the Tripadvisor Certificate of Excellence for the past 11 years, offering guests a deluxe seaside experience year-round. Guests can enjoy the outdoor heated salt water swimming pool and custom firepit, providing the ultimate in luxury and relaxation in every season. The inn also offers a gourmet three-course breakfast made with farm-to-table ingredients, served in a charming indoor dining area or on the screened porch.