Bed and Breakfast Vacations in Massachusetts

Bed and Breakfast Vacation Ideas in Massachusetts: Like many travelers, you’re probably a die-hard foodie who loves to sample the local street food and other cuisines of the place you’re visiting. If this is you, choose from some of the best bed and breakfast establishments in Massachusetts.

Vacationing in the state provides you with a range of possibilities and experiences. For instance, if you would like to go hiking and skiing, head for the Berkshires. However, if you’re looking for a trip back in history, Boston is the place to be. Also, wine tasters must plan a getaway to Martha’s Vineyard for a memorable holiday.

Read ahead for information about the top Massachusetts bed and breakfast establishments you can book for your vacation this summer.

Woods Hole Inn, Woods Hole

Your getaway to Cape Cod will be made all the more memorable with a stay at one of Massachusetts’ top bed and breakfasts, the Woods Hole Inn. With 14 rooms and a range of amenities, the inn is situated within a charming waterfront village that offers plenty of fun activities. Check out the tiny stores or dine at one of the many restaurants. You can also spend long, lazy afternoons on the beach soaking up all the sun. Travel along the famous Shining Sea bike path and you can reach Martha’s Vineyard by a ferry ride. Visit this B & B

Ashley Manor, Barnstable

Standing on a two-acre property with lush greenery in the historical Barnstable district is the Ashley Manor. This mid-Cape inn has a total of six rooms and suites and offers facilities such as a tennis court, a gazebo, and a roomy patio on the back of the house for relaxing.

Depending on the weather, you can enjoy breakfast on the patio or in the dining area, which is warmed by a large fireplace. Should you choose to stay in this vacation accommodation, you will be able to explore the Barnstable Village and Barnstable Harbor located within walking distance. You can also, spend time on the many beaches close by. Visit this B & B

Brook Farm Inn, Lenox

Your stay at the Brook Farm Inn will treat you to more than just warm, friendly service and a delectable breakfast served buffet style. Here, you will be able to taste the romance of the local culture at the renowned Tanglewood Music Center located just a few minutes away.

One of Massachusetts’ best bed and breakfast stayovers, the inn also offers guests customized massage therapy along with other wellness options like reflexology, acupressure, and old-fashioned hydrotherapy with relaxing swims in the pool. Afterwards, take a break from all that rest and relaxation to go hiking along the Mohawk and Appalachian Trails, or explore the old-fashioned villages. Visit this B & B

Captain’s Manor Inn, Falmouth

The tranquil setting of the beautifully landscaped Captain’s Manor Inn makes it one of the top bed and breakfast accommodations in Falmouth Village. The inn offers guests eight rooms which include complimentary Wi-Fi and a private ensuite bathroom complete with spa robes. Enjoy a delicious breakfast of freshly baked items, and later, follow the Shining Sea Bikeway to the marshlands and cranberry bogs. Also, be sure to check out Falmouth Village, which is just three minutes away, for a shopping foray at some of the many stores. Afterwards you can stop for a meal at one of the restaurants. Visit this B & B

High Pointe Inn, West Barnstable

The High Pointe Inn has received the distinction of one of the Top Ten Romantic Inns in New England. That makes this inn one of Massachusetts’ best bed and breakfast stayovers for visiting Sandy Neck Beach and other Cape Cod Beaches. Choose from indoor and outdoor seating options while enjoying your breakfast, and try the freshly-baked offerings and specials noted on the blackboard. Your stay at the High Pointe Inn also provides easy access to ferries that can take you to attractions such as the National Seashore, Nantucket, Martha’s Vineyard, and Provincetown. Visit this B & B

Inn at Cape Cod, Yarmouth Port

Enjoy the romantic experience of staying in a 200-year old home with four-poster beds, wooden, carved armoires, and elegant draperies. The Inn at Cape Cod is one of the best bed and breakfast spots, and it serves as the ideal base for all that Cape Cod has to offer.

Located at Yarmouth Port, the house stands on a lush green property which covers an area of two and a half acres. Stay at this inn and you will be able to visit Barnstable, Hyannis, museums, stores, restaurants, and the many beaches nearby. Also, indulge in whale-watching trips, hiking along the scenic trails, and taking the ferries to check out the islands. Visit this B & B

Linden Tree Inn, Rockport

Linden Tree Inn is another one of Massachusetts’ top bed and breakfast establishments that belongs to the Victorian era. Built in the 1850s and owned by the Anson Stimson family, the house was converted into an inn in the 1920s.

Perfect for a romantic vacation, this B & B offers discrete, personalized service reminiscent of the old world. However, you can also expect modern conveniences such as televisions, air conditioning, en-suite bathrooms, and Wi-Fi. After you’re done relaxing you can explore the beach and the town of Rockport. Visit this B & B

Isaiah Jones Homestead B&B, Sandwich

Stay at the Isaiah Jones Homestead B&B and enjoy the experience of living in an old 1848 Victorian home that has all its antiques carefully preserved. You will be enchanted by the stylish curved stairway, intricate wood carvings, gorgeous artwork, and ceilings reaching up to 11 feet. Feel like royalty as you dine on the 3-course gourmet breakfast offerings.

The inn is located in the quaint Sandwich Village, and offers easy accessibility to attractions such as Plymouth, Cape Cod, Nantucket, and Martha’s Vineyard. You can also take a walk along Sandwich Boardwalk to explore Town Neck Beach and the salt wetlands. Visit this B & B

Palmer House Inn, Falmouth

Take a trip back in time to the Victorian era with a stay at the Palmer House Inn. Revel in the quaint ambiance of beds a la Queen Anne, colored glass windows, polished hardwood floors, and a generous collection of antiques adorning the house. Physically challenged guests will find the ADA Handicapped Accessible room very convenient.

Use this four season inn as a base for your explorations of beaches and the many stores at Cape Cod. Enjoy the old-world charm of the town that enchants you with its picket fences, tranquil streets shaded by ancient trees, lovely gardens, and elegant homes. Visit this B & B

New England Inns and Resorts

If you are looking for more Bed and Breakfast Vacation Ideas visit our Massachusetts Lodging Guide page.

No matter what property you choose, your stay in New England will be incredible. Check back often, or sign up for our Inn Crowd exclusive offers.

With so many B&B options, you’ll be spoiled for choice when vacationing in Massachusetts. Have you selected your preferred Bed and Breakfast yet?