TOP 30 Best Romantic getaway packages in Massachusetts

Madison Inn is a charming lodging option located at 18 Kennebec Avenue in Oak Bluffs, Massachusetts. This quaint inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to enjoy a relaxing stay on Martha's Vineyard. With its convenient location and cozy rooms, Madison Inn is the perfect choice for travelers seeking a peaceful retreat in the heart of this picturesque seaside town. Enjoy a comfortable stay at Madison Inn and experience the beauty and charm of Oak Bluffs, Massachusetts.

The Lamb and Lion Inn, located at 2504 Main Street in Barnstable, Massachusetts, is a classic Cape Cod inn with the spirit of a small luxury hotel. It has been recognized as one of the top 12 pet-friendly properties in the world, making it the perfect destination for travelers with furry friends. The inn offers ultimate guest privacy with multiple separate entrances and exits, ensuring a peaceful and relaxing stay. Situated on 4 acres in historic Cape Cod Bay, the inn is just minutes away from Barnstable Village's shops, restaurants, waterfront dining, and whale watch boat. Guests can also enjoy a short walk to a sunset beach and hiking trails, as well as a ten-minute drive to the island ferries and Hyannis' nightlife. The inn dates back to a 1740 farmhouse with horse stables that have been converted into suites, and features the original 1740 Barn and a central courtyard for a fun and relaxed atmosphere.

Sesuit Harbor House is a charming lodging institution located in Dennis, Massachusetts, along Massachusetts 6A. Nestled in the heart of Cape Cod, this quaint bed and breakfast offers cozy and comfortable accommodations for guests looking to relax and unwind by the sea. With its picturesque surroundings and warm hospitality, Sesuit Harbor House provides the perfect retreat for those seeking a peaceful getaway in the beautiful coastal town of Dennis, Massachusetts.

Prince Albert Guest House is a charming lodging establishment located at 164 Commercial Street in the picturesque town of Provincetown, Massachusetts. This historic guest house offers comfortable accommodations and personalized service to enhance your stay in this beautiful coastal town. Whether you are looking for a relaxing getaway or a fun-filled adventure, Prince Albert Guest House is the perfect choice for your next vacation. In addition to providing lodging services, the guest house also operates as a real estate agency and travel agency, helping guests find their dream vacation home or plan the perfect itinerary for their trip. Experience the warm hospitality and inviting atmosphere of Prince Albert Guest House during your visit to Provincetown.

Bradford Carver House is a charming lodging establishment located at 70 Bradford Street in the picturesque town of Provincetown, Massachusetts, United States. This historic house offers a cozy and welcoming atmosphere for guests looking to explore the beauty of Cape Cod. With comfortable accommodations and a convenient location near local attractions, Bradford Carver House is the perfect choice for a relaxing getaway in Provincetown.

The Nantucket Hotel & Resort is a historic lodging institution located at 77 Easton Street in Nantucket, Massachusetts, United States. Situated in the charming Brant Point neighborhood, it is just steps away from downtown Nantucket and a short bike ride from the beach. As Nantucket's only year-round hotel, The Nantucket Hotel offers warm hospitality and a range of amenities for guests to enjoy. Guests can choose from elegant 1-4 bedroom suites and cottages with luxurious touches and ocean views. The hotel features two heated pools, a children's program, concierge services, and shuttle service to Jetties Beach and around town. Dining options include Breeze and Sailor’s Valentine, offering a mix of nostalgia and contemporary flair.

Cliffside Beach Club is a luxurious lodging institution located at 46 Jefferson Avenue in the picturesque town of Nantucket, Massachusetts. Situated right on the beach, guests can enjoy stunning ocean views and easy access to the sandy shores. The club offers a range of upscale accommodations, from elegant rooms to spacious suites, all designed to provide a comfortable and relaxing stay. Guests can also take advantage of the on-site amenities, including a swimming pool, fitness center, and fine dining restaurant. Whether you're looking for a romantic getaway or a family vacation, Cliffside Beach Club provides the perfect retreat for those seeking a peaceful and rejuvenating experience by the sea.

The Clarendon House is a charming lodging option located at 118 Bradford Street in Provincetown, Massachusetts. This historic institution offers a cozy and welcoming atmosphere for guests looking to experience the beauty of Cape Cod. With comfortable accommodations and a convenient location near local attractions, The Clarendon House is the perfect choice for a relaxing getaway. Whether you're looking to explore the town or simply unwind in a peaceful setting, this institution provides everything you need for a memorable stay in the United States.

A Beach Breeze Inn is a charming lodging located at 169 Massachusetts 28, in the picturesque town of Harwich, Massachusetts. This cozy inn offers comfortable accommodations just a short walk away from the beach, allowing guests to enjoy the soothing sounds of the ocean and the refreshing sea breeze. The inn provides a relaxing atmosphere, perfect for a peaceful getaway or a romantic retreat. With its convenient location and welcoming ambiance, A Beach Breeze Inn is the ideal choice for those looking to unwind and rejuvenate by the sea.

Chatham Inn is a luxurious institution located at 359 Main Street in Chatham, Massachusetts, United States. This establishment offers a unique experience, being Cape Cod’s only Relais & Châteaux and Forbes Five-Star hotel. Renovated between 2016 and 2019, Chatham Inn seamlessly blends modern decor, top-notch amenities, and exceptional service with the rich history of the oldest inn on the Cape. It has been recognized as one of the top hotels for service and romance in the United States, as well as being rated the number one hotel in Chatham and Cape Cod. The 18 beautifully renovated guest rooms and suites at Chatham Inn feature modern luxuries while preserving the inn's historic charm. Guests can choose from twin, queen, or king bed options, as well as spacious Premier King Rooms or Suites with private balconies, fireplaces, and wet bars. A Chef’s à la carte Breakfast is included in the stay, served in the elegant dining room.

Pleasant Bay Village Resort is a charming lodging institution located at 1191 Orleans Road in the picturesque town of Chatham, Massachusetts, United States. Situated near the stunning Pleasant Bay, this resort offers guests a peaceful and serene retreat surrounded by natural beauty. The resort features comfortable accommodations, including cozy cottages and well-appointed guest rooms, perfect for a relaxing getaway. Guests can enjoy amenities such as a swimming pool, tennis courts, and a delicious on-site restaurant. Whether you're looking for a romantic escape or a family vacation, Pleasant Bay Village Resort provides a tranquil and idyllic setting for your stay in Cape Cod.

The Seagrove is a charming lodging establishment located at 25 Seaview Road in Eastham, Massachusetts, United States. Situated near the coast, guests can enjoy beautiful views and easy access to the beach. The Seagrove is proud to offer a 10% discount to active and retired Military as a token of appreciation for their service. Proof of service is required and the discount cannot be combined with any other offer. Come stay at The Seagrove for a relaxing and memorable getaway by the sea.

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.

Saphire Inn is a charming lodging institution located at 56A Highland Avenue in Sharon, Massachusetts, United States. Nestled in a serene and picturesque setting, Saphire Inn offers a comfortable and welcoming atmosphere for guests looking for a relaxing stay. With well-appointed rooms and excellent amenities, Saphire Inn is the perfect choice for travelers seeking a peaceful retreat in the heart of New England. Whether you are visiting for business or pleasure, Saphire Inn ensures a memorable and enjoyable experience for all guests.

Vicky's Travel Services Inc is a reputable travel agency located at 695 Washington Street in Attleboro, Massachusetts, United States. With a team of experienced travel experts, we specialize in providing personalized travel solutions for all your vacation needs. Whether you're looking to book a relaxing beach getaway, an adventurous hiking trip, or a romantic European tour, we are here to help you plan the perfect itinerary. Contact us today to start planning your dream vacation with Vicky's Travel Services Inc.

Arpin Travel Services is a trusted travel agency located at 461 Pulaski Boulevard in Bellingham, Massachusetts, United States. Our team of experienced travel experts is dedicated to providing personalized service and creating unforgettable travel experiences for our clients. Whether you're looking to book a family vacation, a romantic getaway, or a business trip, we are here to help you every step of the way. Contact us today to start planning your next adventure!

Cruises.com is a premier travel agency located at 100 Quannapowitt Parkway in Wakefield, Massachusetts. Specializing in cruises, this institution offers a wide range of vacation packages to exotic destinations around the world. With a team of experienced travel experts, Cruises.com is dedicated to helping customers find the perfect cruise experience tailored to their preferences and budget. Whether you're looking for a relaxing Caribbean getaway or an adventurous Alaskan expedition, Cruises.com has you covered. Book your dream cruise today and set sail for an unforgettable vacation experience.

CheapCruises.com is a leading travel agency located in Wakefield, Massachusetts, United States. As the name suggests, they specialize in offering affordable cruise packages to various destinations around the world. With a wide selection of cruise lines and itineraries to choose from, CheapCruises.com makes it easy for travelers to find the perfect vacation at a great price. Whether you're looking for a quick getaway or an extended adventure at sea, CheapCruises.com has something for everyone. Book your dream cruise today and set sail for an unforgettable experience!

Cranberry Cottages is a charming accommodation located at 785 State Highway in Eastham, Massachusetts, United States. Nestled in a picturesque setting, Cranberry Cottages offers cozy and comfortable cottages for guests looking for a relaxing getaway on Cape Cod. Each cottage is tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the tranquil surroundings, explore the nearby beaches, or take a short drive to the bustling town center for shopping and dining. Whether you're looking for a romantic retreat or a family vacation, Cranberry Cottages provides the perfect setting for a memorable stay on the Cape.

Ocean View Point is a stunning tourist attraction located at Bayview Avenue in Rockport, Massachusetts, United States. This picturesque spot offers visitors breathtaking views of the ocean, making it the perfect place to relax and soak in the natural beauty of the area. Whether you're looking to unwind and enjoy the peaceful surroundings or snap some Instagram-worthy photos, Ocean View Point is a must-visit destination for anyone exploring the charming coastal town of Rockport.

Cape Destinations is a premier travel agency located at 182 Queen Anne Road in Harwich, Massachusetts, United States. Specializing in creating unforgettable experiences on Cape Cod, our team of expert travel advisors are dedicated to helping clients plan the perfect vacation. Whether you're looking for a relaxing beach getaway, a romantic weekend escape, or an adventure-filled family trip, Cape Destinations has you covered. With personalized service and insider knowledge of the best attractions, accommodations, and activities in the area, we ensure that every detail of your trip is taken care of. Contact us today to start planning your dream vacation to Cape Cod with Cape Destinations.

The James is a vibrant and inviting bar, food, and restaurant located at 1027 Great Plain Avenue in Needham, Massachusetts. Known for its delicious menu offerings and craft cocktails, The James is a popular spot for locals and visitors alike. The cozy atmosphere and friendly staff make it the perfect place to unwind after a long day or catch up with friends over a meal. Whether you're looking for a casual drink, a tasty bite to eat, or a full dining experience, The James has something for everyone. Come in and see why it's a favorite destination in Needham.

Sunset Meadow of Massachusetts is a charming institution located at 296 South Main Street in Sheffield, Massachusetts. This multi-faceted establishment offers a variety of services including a bar, food options, a liquor store, and a general store. Guests can enjoy a relaxing atmosphere while sipping on cocktails at the bar, indulging in delicious food offerings, or browsing through a selection of wines and spirits at the liquor store. The general store also provides a convenient shopping experience for everyday essentials. Whether you're looking for a place to unwind with friends or simply need to pick up some groceries, Sunset Meadow of Massachusetts has something for everyone.

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.

Berkshire Valley Inn is a charming lodging located at 2541 Hancock Road in the picturesque town of Williamstown, Massachusetts. Surrounded by the stunning Berkshire Mountains, this cozy inn offers a peaceful retreat for guests looking to relax and unwind. The well-appointed rooms provide a comfortable and inviting atmosphere, perfect for a weekend getaway or a longer stay. Guests can enjoy the beautiful surroundings, explore nearby hiking trails, or visit the many attractions in the area. Whether you're seeking a quiet escape or an adventurous vacation, Berkshire Valley Inn is the perfect destination for your next trip to the Berkshires.

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.

Located in the heart of Shelburne Falls, Massachusetts, The Blooming Inn is a charming accommodation option housed in the historic Moses W. Merrill homestead dating back to 1852. Each room comes with a private bathroom for a comfortable stay, and guests can enjoy the spacious living and dining rooms. The inn offers self-serve coffee, tea, and toast-making facilities, as well as breakfast options like English Muffins and special bread. The lovely garden and outdoor breakfast option enhance the guest experience, providing a serene setting. With cozy sitting rooms and a designated dining room, guests can socialize or find solitude. The Blooming Inn prioritizes convenience and relaxation, making it a perfect choice for a memorable stay in Shelburne Falls.

The Amherst Inn is a cozy and charming lodging establishment located at 257 Main Street in the heart of Amherst, Massachusetts. This historic inn offers comfortable accommodations and personalized service to ensure a memorable stay for guests. Whether you are visiting for business or pleasure, the Amherst Inn provides a peaceful retreat with easy access to local attractions, shops, and dining options. Experience the warmth and hospitality of New England at the Amherst Inn.

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 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.