Most romantic hotels in Massachusetts for a couples getaway

Inn at Cook Street

Provincetown - Massachusetts

The Inn at Cook Street is located in the heart of Provincetown's art gallery district and is an ode to its 1836 beginnings. With individually decorated guest rooms and a daily hot breakfast served by hosts Dustin and Spencer, this is the perfect place to relax and take in the quaint atmosphere of the city. Enjoy a cozy cuddle with the adorable Talulah, the Inn's resident pup, or soak up the garden views from the outdoor patios. Get a taste of the lively action of P-Town with a 10-minute walk to the heart of the city, or stay in and take advantage of the good WiFi and let Patrick and John Jay guide you with their helpful recommendations. Whether you're looking for a restful break or a night out on the town, the Inn at Cook Street is the ideal place to stay!

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Charles and Charles MV

Vineyard Haven - Massachusetts

Charles and Charles is the perfect place for a relaxing getaway. With its outdoor pool, complimentary bikes for guest use, and close proximity to Vineyard Haven ferry terminal, this inn is a great place to explore the surrounding town and beaches. Enjoy a luxurious night's sleep in one of their comfortable suites and indulge in the delicious gourmet breakfast served each morning by the pool. Owner Charles is friendly and helpful, providing tips and recommendations for your trip and even offering a drop-off service from the ferry port. Enjoy a worry-free stay with amenities such as free Wi-Fi, private parking, and Covid safety protocols in place. Come and experience the perfect blend of comfort and convenience at Charles and Charles!

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Lands End Inn - Adults Only

Provincetown - Massachusetts

Lands End Inn offers a luxurious and unique accommodation experience with panoramic ocean views and lush gardens. The individually decorated rooms come with free Wi-Fi, flat-screen TVs and many thoughtful touches. Enjoy a complimentary breakfast and wine and cheese served daily from 5-7pm. Take a 20-minute walk to downtown and explore the quaint Cape Cod architecture. Unwind with a drink on the terrace and take in the stunning views. Relax in one of the many cozy corners, or indulge in the eclectic decor. The friendly and helpful staff will ensure you have a wonderful stay.

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The Platinum Pebble Boutique Inn - Adults Only Property

Harwich Port - Massachusetts

The Platinum Pebble Boutique Inn - Adults Only Property is a truly special place to stay. Located in Harwich Port, the inn offers spacious and comfortable rooms with a patio or balcony, free WiFi, flat-screen TV, and a private bathroom with a shower, bathrobes, slippers, and a hairdryer. The inn also has plenty of amenities such as bikes, a seasonal outdoor swimming pool, and a garden to enjoy breakfast. The innkeepers are very friendly and helpful, providing printed suggestions of places to visit in the area, setting up an outdoor fireplace, and offering cookies and beach gear for use. The food is delicious and the breakfast is better than expected. All in all, The Platinum Pebble Boutique Inn is the perfect place for a relaxing and romantic getaway.

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Brewster by the Sea Inn

Brewster - Massachusetts

Brewster By The Sea Inn is a charming and inviting inn located in Brewster, Massachusetts and only 1.6 km from Paine's Creek Beach. The inn offers beautiful, well-appointed accommodations and exceptional service. The owner, Amy, ensures each guest has a personalized welcome note and there is always a lovely tea and coffee bar available in the guest house entryway. She also provides delicious, healthy breakfasts every morning, served at individual tables set by the pool with clean pressed tablecloths. Additionally, Amy and her assistant, Joy, are knowledgeable about the area and offer plenty of suggestions. Guests will also be charmed by Amy's friendly and lovable dog, Sweet Pea. Whether you're looking for a romantic getaway or a family vacation, Brewster By The Sea Inn is the perfect home away from home.

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The Tern Inn Bed & Breakfast and Cottages

West Harwich - Massachusetts

The Tern Inn Bed & Breakfast and Cottages is the perfect destination for a relaxing getaway in Harwich, Cape Cod. Located 850 metres from the beach and 64 km from Dennis Beaches, you can enjoy the stunning views and access local events such as baseball games, beaches, restaurants and more. All guest rooms are recently renovated, spacious and cozy, with essential amenities and snacks provided. Breakfast is delicious and freshly prepared with a selection of hot and cold items. The owners are very friendly and knowledgeable, providing great tips and advice to ensure you have the best stay possible. The property is also great for those travelling with motorcycles and trailers, as the Inn is accommodating to storing them safely. Enjoy the best of Harwich and Cape Cod with a stay at The Tern Inn Bed & Breakfast and Cottages.

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White Porch Inn

Provincetown - Massachusetts

Stay at the White Porch Inn for an unforgettable stay in Provincetown. Centrally located, you can take advantage of the views of Provincetown harbour and the convenience of being less than 3 miles from Provincetown Airport. Enjoy free Wi-Fi, tastefully remodeled rooms with flat-screen TVs and modern art, and a jetted tub in your room. The friendly staff will cater to your needs while maintaining a discreet distance. Enjoy breakfast delivered to your room, or take a few minutes walk to the main thoroughfare of shops, restaurants and the marina. Enjoy a peaceful getaway and feel safe and secure in the knowledge that the Inn is clean and well kept.

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Compass Rose Inn

Newburyport - Massachusetts

Compass Rose Inn is a picturesque, all-suites boutique inn located in the heart of historic Newburyport. Each suite is uniquely decorated with a seating area and fireplace, to evoke the feeling of a bygone era. Enjoy the breathtaking Merrimack River waterfront, just two minutes away, and explore restaurants, galleries, and hidden-gem stores. The innkeeper offers a delicious breakfast spread and is always available to make reservations or suggest activities. Relax in the luxury modern bathrooms, and get a restful night's sleep on the inn’s luxurious king bed. With its beautiful decor, hospitable staff, and unbeatable location, Compass Rose Inn offers an unforgettable Newburyport experience.

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Captain Farris House

South Yarmouth - Massachusetts

Captain Farris House Bed & Breakfast offers a dream experience in an historical inn. Located in South Yarmouth, just steps from the shops and restaurants of the town centre and less than 5 minutes' drive from Bass River Beach, this charming old mansion exudes comfort and warmth. Carol and Jeff, our wonderful hosts, make sure all your needs are taken care of, while Yvonne serves delicious, homemade breakfasts. Our room was very pretty and unique, with attention to details such as the candies on the bed as a nice welcome for their guests. With amenities such as soft towels and a bath robe, and its convenient location, Captain Farris House is the perfect place for a relaxing stay in Cape Cod.

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Queen Vic Guest House

Provincetown - Massachusetts

Welcome to the Queen Vic Guest House, a historic Inn located in a former sea captain's home, just steps from the beach. Enjoy a complimentary continental breakfast each morning, including fresh fruits and baked items. Our host, Stan and Josh, will go above and beyond to make sure you have the best experience possible. Our rooms are comfortable and well appointed, with some providing access to a second floor deck. Enjoy a cozy fire pit in the front for people watching or a romantic balcony up top. Let us help you make your stay in Ptown one to remember!

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Captain's House Inn

Chatham - Massachusetts

Nestled in 2 acres of beautifully landscaped English gardens, this 1839 Chatham B&B provides a unique and memorable guest experience. Enjoy a complimentary gourmet breakfast each morning, a romantic platter (cheese, fruit and sparkling wine), tea and snacks twice a day, and optional high-tea and lunch services. Experience the classic charm of Cape Cod in your room, with fireplaces, freshly brewed coffee, and beautiful old furniture. Relax in the Adirondack chairs in the yard or explore downtown Chatham, just a short drive away. Friendly and attentive staff, including Stephanie, will make sure you have a wonderful and comfortable stay.

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Somerset House Inn

Provincetown - Massachusetts

Somerset House Inn is the perfect spot for a cozy getaway in the heart of Provincetown. Located just across the street from the beach and only a few minutes from the ferry terminal, this historic Hollywood chic B&B offers clean, comfortable rooms, complimentary breakfast, and early evening drinks. Hosted by the friendly Courtney, you'll feel right at home while enjoying beautiful views of the Cape Cod Bay, delicious meals, and tips on the best restaurants, shows, and activities. Relax on the roof deck with your morning tea and soak in the breathtaking views of the ocean. Somerset House Inn is the perfect place for an unforgettable escape.

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Prince Albert Guest House, Provincetown

Provincetown - Massachusetts

Prince Albert Guest House is an elegant, clean and comfortable guest house located in the heart of Provincetown, Massachusetts. Just 3.7 km from Herring Cove Beach, it is the perfect place to relax and enjoy the beautiful scenery. Upon arrival, you are welcomed by the friendly owner, Paul, and his smart and affectionate puppy, Ruby. The check-in process is smooth, and the room is spacious with a mini-fridge, a king-sized bed and a modern bathroom. You can relax in the outdoor patios, or take a walk across the street to the bay. Help yourself breakfast is easy and tasty, and there is a selection of hot drinks and coffee available all day. Enjoy a glass of wine at sunset, or take advantage of the house's close proximity to the action in P-Town. Whether you're looking for a relaxing weekend away, or a fun night out, Prince Albert Guest House has it all.

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Bearskin Neck Motor Lodge

Rockport - Massachusetts

This oceanfront motel in Rockport, Massachusetts is a perfect place to enjoy a peaceful getaway. Located just 8 minutes' walk from Front Beach, the spacious deck area offers stunning views of the ocean and the rocky jetty at the end of Bearskin Neck. The room was recently renovated and included a cozy king size bed, refrigerator, and a coffee maker. Enjoy the sound of the waves crashing against the rocks from the comfort of your room or take a stroll to the nearby shops, restaurants, and art galleries. Check-in is easy with the no-contact option, and onsite parking is available for each guest at no additional charge. Enjoy the views of the sunset from the large common area deck or relax with a cup of coffee in the morning and listen to the ocean. Don't forget to plan for flexible hours due to Covid-19. Enjoy your stay and take in the beauty of the oceanfront at this Rockport motel.

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Clark Currier Inn

Newburyport - Massachusetts

The Clark Currier Inn is an historic bed and breakfast located in Newburyport, Massachusetts. Here, guests can enjoy the charm of colonial architecture, free WiFi access and a variety of amenities. Rooms feature a queen bed, and the inn offers a breakfast buffet and homemade cookies to enjoy. Guests can also relax in the garden area with a gazebo and enjoy a glass of wine in the evening. For convenience, there is plenty of parking in the back of the building, a small fridge for beverages and an ice maker. The inn's central location makes it easy to enjoy the nearby Waterfront Promenade Park and all the shops, restaurants and coffee establishments Newburyport has to offer. With friendly hosts and a comfortable stay, the Clark Currier Inn is perfect for a weekend getaway or a longer stay.

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Palmer House Inn

Falmouth - Massachusetts

Palmer House Inn is a charming bed and breakfast located in the heart of Falmouth. Here you can expect to be welcomed with warm, friendly hospitality and excellent service from the staff. The rooms are beautifully decorated and spotless, with private bathrooms and comfortable beds. Breakfast is a highlight, with a variety of handmade meals served with full wait staff service and cranberry sorbet for a special treat. The grounds are well maintained and the inn also offers a terrace and garden. You can easily walk to downtown shops and restaurants or access Surf Drive Beach and Heritage Museums & Gardens. Jazz quartets, wine and homemade banana bread are available during your stay. Whether you're after a romantic getaway or a family weekend, Palmer House Inn has it all – convenience, comfort, and relaxation.

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Vida Boutique Inn

Worcester - Massachusetts

Vida Boutique Inn is a cozy Victorian B&B, situated in Worcester, 25 km from DCU Center Arena & Convention Center and 1 km from the city centre. Comfort and hospitality can be found in each of the meticulously renovated rooms, complete with luxurious bedding, and modern amenities. Enjoy a freshly home-cooked breakfast, prepared with care and attention to detail by Patrick, the inn's host and chef. Relax in the small parking lot, well-maintained and conveniently located. For a comforting stay, Vida Boutique Inn is the perfect choice!

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Eagle Wing Inn - Cape Cod

Eastham - Massachusetts

Eagle Wing Inn offers a perfect spot for a romantic getaway with its beautifully kept grounds, Adirondack chairs circling the fire pit, and comfortable and CLEAN rooms. Located on Route 6 and just five minutes from the Nauset Lighthouse, the inn provides guests with free Wi-Fi and rooms equipped with a refrigerator, bedside power outlets and USB ports, and even a small freezer. Our host John is warm and welcoming, providing helpful advice on local attractions and activities. During Covid-19, breakfast is delivered to each room, and John even went out of his way to light a fire for us after returning late in the evening. Reasonably priced and with such a special touch, Eagle Wing Inn offers a great stay for couples and families alike!

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The Clarendon House

Provincetown - Massachusetts

The Clarendon House in Provincetown is the perfect place to stay for an unforgettable vacation. Located just 200 metres from Ryder Street Beach, this air-conditioned accommodation offers free WiFi and access to a terrace. Enjoy a Full English/Irish breakfast every morning, and explore the shops and attractions of Commercial Street, just a two-minute walk away. Guests can also make use of the house's amenities, such as a rooftop deck, pool, hot tub and common areas. The owner, Jose, is incredibly welcoming, and makes sure everyone has everything they need for a comfortable stay. Masks are required indoors, providing an extra sense of security. For a truly special holiday, book your stay at the Clarendon House in Provincetown.

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Union Street Inn

Nantucket - Massachusetts

Union Street Inn is a 12-bedroom boutique B&B with easy access to Nantucket's shops, restaurants and ferries. Enjoy a complimentary full breakfast served on the patio or in bed. The staff are friendly and knowledgeable, ensuring that all guests have a great stay. The rooms are cozy and clean, with comfortable beds and beautiful decor. There's an activity sheet daily, and a garden with a peaceful vibe to enjoy breakfast, homemade sweets and nightly night caps. Beach chairs, umbrellas, and towels are provided, and the hotel is conveniently located close to downtown. The staff go out of their way to make sure you have the best experience, from afternoon refreshments to making reservations for dinner. Enjoy Lindt chocolate, peppermint candy, and newspapers all provided by the hotel, and you'll never forget your stay at Union Street Inn!

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Inn 38 Oak Bluff Circle

Nameloc Heights - Massachusetts

Inn 38 Oak Bluff Circle is a charming and welcoming home situated 13km away from Heritage Museums & Gardens. Overlooking the bay, the house offers breathtaking views from the back patio, as well as plenty of opportunities to relax and unwind. Hosts Peter and Judy are incredibly friendly and accommodating, making sure you have everything you need for a comfortable stay - including snacks, coffee, tea, water, and even gift cards for breakfast at the local Blueberry Muffin. This is a 5 star stay with plenty of artwork and decorations to admire. Highly recommended!

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Lily's Lodge

West Springfield - Massachusetts

Lily's Lodge is the perfect place for a family getaway! Situated in West Springfield, just 300 metres from Eastern States Exposition Center and The Big E, this beautifully renovated Lodge offers plenty of space for a comfortable, cozy stay. Guests can enjoy the adjacent restaurant Memo's and the warmth of Chris and her daughter upon arrival. The Lodge is equipped with a spacious main living area, large bathroom, bedroom area, sofa and kitchen area. Amenities like hand sanitizer, hand soap, shampoo/bodywash, and towels are provided. Plus, you can enjoy a delicious muffin treat at check-in! The Lodge is close to area attractions, a grocery store, pharmacy and lots of fast food areas. Control of the temperature is great for hot weather and there's a balcony off the bedroom for fresh air. With this family-owned property, you're sure to get your money's worth. Come stay with us at Lily's Lodge and make lasting memories with your family!

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Ship's Knees Inn

East Orleans - Massachusetts

Ship's Knees Inn is a historic and cozy bed & breakfast located just a short walk from the stunning Nauset Beach. The rooms are uniquely decorated in a Cape Cod style and feature cozy beds and all the amenities guests need for a comfortable stay. From the terrace with a seasonal fire pit to the lovely inground pool, guests can enjoy the outdoor areas and have breakfast in the beautiful patio and gardens outside the room. Innkeepers, Pete and Denise, provide a warm and safe environment, taking all the necessary precautions during these uncertain times, while still making sure their guests are well taken care of. Come and stay at the Cape for a unique and unforgettable experience!

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33 Main

Lenox - Massachusetts

33 Main is a chic, modern inn located in the heart of Lenox. Upon arrival, guests are welcomed with warm hospitality and surrounded by elegant décor. The inn is situated across the street from a grocery store and within walking distance of all the popular restaurants and shops. Our luxurious rooms are upgraded with quality bedding and modern bathrooms. Relax and unwind with our complimentary wine and cheese platter in the afternoon and savor a delicious breakfast in the morning. Enjoy the added convenience of premium outlets for shopping and skiing in the area. Our friendly staff is always willing to go the extra mile to make sure you have a pleasant and memorable stay.

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Brasswood Inn

Provincetown - Massachusetts

The Brasswood Inn is an enchanting and inviting accommodation situated in the heart of Provincetown. With its cozy bedrooms, free WiFi, private bathrooms, air-conditioning, flat-screen TVs and fridges, it's the perfect place for a relaxing stay. It also has a bar, beach chairs, towels and umbrellas, and a liquor license. The staff are incredibly friendly and welcoming, offering treats and drinks for your pet, and excellent customer service. Plus, the inn is close to all the best places in P-Town. A stay at the Brasswood Inn is sure to be a memorable and enjoyable one!

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The Wauwinet Nantucket

Wauwinet - Massachusetts

This luxurious Nantucket hotel offers the perfect combination of style and convenience. Located on the beach with private access, guests can enjoy sailing and fishing activities right on the property. The on-site restaurant, Toppers, has excellent food and the staff is always friendly and helpful. Shuttle service is available to and from town throughout the day and bicycles are available for rent. Ali Starzyk and her front office team are highly attentive to guests and provide top-notch service. Guests can also enjoy complimentary pastries and coffee in the mornings. The BMW is available for use, making it easy to explore the area. With its wonderful location, lovely common areas, and excellent service, this hotel is a great choice for any traveler.

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Admiral's Landing

Provincetown - Massachusetts

Admiral's Landing is a beautiful and cozy boutique hotel located in Provincetown. Enjoy a comfortable and peaceful stay with free WiFi access and beautiful gardens on the property grounds. Our charming and modern rooms offer a great location near Commercial Street and a beach. Our friendly and hardworking staff will make sure you have an exceptional stay. Enjoy delicious freshly baked breakfast goodies every morning and relax in our outdoor patio area. With clean, well done interiors, and an excellent staff and facility, Admiral's Landing is perfect for your stay!

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