Masssachusetts bed and breakfasts offer historic settings and luxuries

Massachusetts > State > Places to Stay > Bed & Breakfasts

If you want a vacation or getaway at a bed and breakfast in Massachusetts you are in luck: every region, from Cape Cod to the Berkshires, has B&Bs to pamper you with modern amenities in historic settings. The setting might include former sea captains’ homes on Nantucket or Cape Cod. Or it could be an elegant brick townhouse-like structure near Beacon Hill in Boston, close to Faneuil Hall, the Boston Common, and many other Boston sites.

Massachusetts bed and breakfasts are suffused with history but also prepared to offer the best of today: heated swimming pools, Jacuzzi, Wi-Fi, and spa treatments. Many operate year-round, so you can plan a family or a romantic getaway for the snow-heavy skiing and snowboarding season, or, conversely, the whale-watches and boat cruises of summertime off Cape Cod and Cape Ann. Pick an entrancing Massachusetts bed and breakfast from the page below and book your room today.

Inns of Rockport

Several Locations Rockport, MA, 01966 Phone: 978-546-7260

Savor a classic seaside New England experience.

Settle in at one of the charming and affordable Inns of Rockport on scenic Cape Ann. Choose from Victorian inns, owner-operated motels, bed & breakfasts, or modest guesthouses. There are rooms with ocean views and AC, inns with pools and Wi-Fi. Stay within walking distance or a short drive to the rocky coast and its small sandy beaches. Along Main Street, are classic New England homes, art galleries and one-of-a-kind shops to explore and lots of fresh seafood to savor. Rockport’s picturesque harbor includes the little red lobster shack known in American art as Motif #1. There’s always bicycling and hiking, whale-watching and schooner excursions, sea-kayaking, scuba-diving and fishing. Let this scenic village with its classic New England lodgings become one of your favorite seaside destinations.

Feet Under the Covers 500x250 - Briarclif Motel - Great Barrington, MA

Briarcliff Motel

Route 7 - 306 Stockbridge Road Great Barrington, MA, 01230 Phone: 413-528-3000

Plenty to explore when you use this Berkshires B&B as your base

Your Berkshires vacation gets off to a great start at Briarcliff, tucked away between the scenic villages of Stockbridge and Great Barrington (voted the Best Small Town in America by Smithsonian Magazine). Sit in the cozy lounge, near the roaring stove, and enjoy homemade granola, scones and muffins (or bring breakfast back to your stylin’ room). Then head out to do some antiquing, hike a mountain trail, visit a nearby museum (Norman Rockwell or MassMOCA), golf (or ski) – every attraction is within a few minutes of the inn. Come back for conversation around the firepit, or maybe a sunset view of Monument Monument, then get a great night’s sleep on a comfy mattress. Need some ideas for things to do or places for dinner? Your hosts have plenty of suggestions.

Warfield House Inn at Valley View Farm

200 Warfield Road Charlemont, MA, 01339 Phone: 413-339-6600 Toll-Free: 888-339-8439

Charming upscale retreat in the Berkshire foothills

This enchanting, upscale B&B overlooks the scenic Mohawk Trail and Deerfield River and is adjacent to Berkshire East Mountain Resort. Two guest houses sit on a working farm in the Berkshires foothills. The Main House offers 9 bedrooms and 9 bathrooms, a kitchen, public gathering area with TV, a dining room, and DirectTV service for every room. A separate apartment has its own kitchen, living room, work space plus a bath and whirlpool tub. The "Bungalow" is a five room facility that includes king sized and queen sized beds, kitchen, gathering area and dining room adjacent with a 42" TV and three bathrooms.
Nearby towns are rich in history, artisans, architectural wonders and antique shops, myriad recreational activities and adventure. Named "Best Adventure Lodging 2017" by Yankee Magazine.

ShoreWay Acres Inn

Historic Shore Street Falmouth, MA, 02541 Phone: 508-540-3000 Toll-Free: 800-352-7100

A Cape Cod fix with duck pond included

The beach, duck pond, playground, and bird sanctuary, churches and trolley stop are all classic Cape Cod. More contemporary are the spas, shops, galleries, restaurants, sidewalk cafes, pubs and ethnic eateries near this unique coastal B&B. The contemporary and traditional meet in four restored 18th century sea captain's houses that offer traditional furnishings and charm with private bath, cable television, complimentary Wi-Fi and refrigerator. Enjoy the full resort option and with it the fitness center and health club, indoor and outdoor pools, his and her sauna, green lawns, lawn games and umbrella tables. Martha's Vineyard ferries departing from Falmouth Harbor and Woods Hole are just a short drive away while the village of Falmouth provides everything Cape Cod you could desire.

Deerfield Inn

81 Old Main Street Deerfield, MA, 01342 Phone: 413-774-5587

A bed, breakfast and the best of rural New England

Since 1884, the inn has been welcoming folks to the best documented small town in America. With an excellent restaurant and tavern, fireplaces, white rockers and bright Adirondack chairs, there is ample room and time to relax and take in the setting. Deerfield enjoys Historic Landmark status, while gorgeous homes and working farms line the mile long Old Main Street. Guestrooms in the main inn and carriage house have private bath, earth-friendly amenities, chamois robes, A/C, and television. Breakfast is served until 10am, with delicious field to fork choices from our scratch kitchen, including fresh-baked pastries.

Sedgewick Fireplace - Devonfield Inn - Lee, MA

Devonfield Bed & Breakfast

85 Stockbridge Road Lee, MA, 01238 Phone: 413-243-3298 Toll-Free: 800-644-0880

Gourmet breakfast begins beautiful Berkshires day at this inn

At the Devonfield Bed & Breakfast, your beautiful Berkshires day begins with a bountiful gourmet breakfast in a sunlit dining room or three-season porch, looking out over pastoral meadows. (In the fall and winter, a candlelit breakfast is served fireside.) After a dip in the heated pool or a game of tennis (cross-country skiing in the winter), you may need to adjourn to your luxurious room, one of 11 in the historic 1800 English country home, where old-style attention to detail is still evident, from handmade quilts and fine linens to complimentary cognac and chocolates. Nearby attractions include Tanglewood, Jacob’s Pillow, the Norman Rockwell Museum, several regional theater companies and the charming towns of Lee, Lenox and Stockbridge.

Jared Coffin House

29 Broad Street Nantucket, MA, 02554 Phone: 508-228-2400 Toll-Free: 800-248-2405

Island getaway begins in this historic inn in the center of Nantucket

The proud centerpiece of the Nantucket Historic District, the Jared Coffin House combines its heritage with modern amenities as it welcomes guests to its comfortable accommodations. Built in 1845 by Jared Coffin, a successful ship owner during the island’s whaling days, Nantucket’s first mansion, with its brick walls and slate roof, survived a fire the next year that destroyed a third of the town. Today, it features 30 rooms in the elegant main building and 13 next door in the Daniel Webster building. Warm but majestic, with furnishings and decor that reflect its proud heritage, the inn offers guests charming rooms, a comfy library, concierge services, gorgeous grounds, complimentary continental breakfasts and a popular upscale steakhouse, Nantucket Prime.

Tuck Inn B&B

17 High Street Rockport, MA, 01966 Phone: 978-546-7260 Toll-Free: 800-789-7260

Fresh-baked breakfast just one reason you will love this Rockport inn

If your idea of heaven is waking up to the aroma of a freshly baked breakfast, then get your halo ready and check in to the Tuck Inn, a beautiful bed and breakfast in picturesque Rockport, on the tip of Cape Ann. A home-baked breakfast buffet awaits guests each morning, fortifying them before they head out to explore the coastal town’s galleries, shops and beaches. Rooms in the inn, built in 1790 by a sea captain, are furnished with antiques and period reproductions, handmade quilts and local artwork. And the inn’s landscaped grounds in a residential area feature colorful, photo-worthy gardens. But it’s the hospitality and home-away-from home atmosphere that bring guests back every year.

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