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Classic Inns & Hotels in Massachusetts

If you're looking for an extraordinary accommodations option in Massachusetts, here is your guide to classic inns & historic hotels from the Berkshires to Cape Cod and everywhere in between. See also: Massachusetts Travel Guide.
Inn and Hotel Deals: Kim's New England Deal Sheet
Before you book your stay in a classic inn or historic hotel, check Kim's New England Deal Sheet for the latest packages, special offers and discounts from lodging properties in New England.
Review: Red Lion Inn
A reader review of this very New England inn in Stockbridge, Massachusetts, by Charlene.
Review: Yankee Clipper Inn
A reader review of this oceanfront inn in Rockport, Massachusetts.
Andover Inn
Located on the grounds of the Phillips Academy in Andover, Massachusetts, this neo-Georgian country inn built in 1930 offers fine dining and accommodations.
The Colonial Inn
This 1911 inn located in the center of Edgartown, Martha's Vineyard, has 43 rooms, six shops, and a restaurant and boasts of both country charm and modern convenience.
Daggett House
This 1660 inn on Edgartown Harbor in Martha's Vineyard has 25 rooms and suites, many with waterviews, and its own restaurant serving classic New England dinners.
Deerfield Inn
This 1884 inn located in the heart of 300-year-old historic Deerfield offers proximity to museums, country walks, antiques shops, and fine dining.
The Egremont Inn
This 1780 Early Colonial inn in South Egremont is on the National Register of Historic Places. It has a wraparound porch, fireplaces, tennis, pool, public dining room.
Emerson Inn by the Sea
Rockport's Emerson Inn has been welcoming guests since 1846. The oceanfront inn and spa is open from March to the end of December.
Garrison Inn
Antique charm and contemporary comforts collide at this 1809 Georgian red brick inn in Newburyport.
Gateways Inn
Harley Proctor's (Proctor & Gamble)1912 Classical summer mansion is now an inn with 12 guestrooms, a three-star restaurant, tennis, fireplaces, more.
The Harbor Light Inn
Vacations Magazine has called this 1729 Federal mansion in Marblehead one of the country's "10 Most Romantic Inns." 
Harbor View Hotel
A Martha's Vineyard landmark since 1891, Harbor View has 124 rooms, suites, and cottages, a pool, tennis, restaurant, cigar bar, and rocking chairs on the veranda.
Hawthorne Hotel
Your perfect home base from which to explore Salem, Massachusetts. The hotel offers Salem Magic Packages, an annual Halloween costume ball, and fine dining.
John Carver Inn
When you land in Plymouth, you might want to stay at the John Carver Inn; it's within walking distance of attractions, and its 79 rooms offer modern amenities with Colonial charm.
The Kelley House
The 53-room Kelley House in Edgartown, Martha's Vineyard, has a 250-year history and maintains its colonial charm through period furnishings and a colonial brewpub.
The Kemble Inn
Built in 1881 by President Chester Arthur's Secretary of State, Frederick T. Frelinghuysen, this "Berkshire cottage" is now a bed & breakfast inn in Lenox.
Lambert's Cove Country Inn
Located in West Tisbury on Martha's Vineyard, this inn's pastoral setting amid tall pines, stone walls, gardens, and an apple orchard make it a quiet, romantic retreat.
Lord Jeffery Inn
Centrally located within New England in Amherst, Massachusetts, this 1926 inn is convenient to area colleges and cultural and historic points of interest.
Merrell Inn
Stay in one of New England's rare, historic stagecoach inns in South Lee; it's listed on the National Register of Historic Places.
Nantucket Inn
Enjoy Nantucket Island from your home base at this charming yet modern inn, featuring a free island shuttle, luxury guest rooms and cottages, and great recreation facilities.
The Orleans Waterfront Inn
This 1875 sea captain's mansion in Orleans, Massachusetts, has 11 guest rooms, complimentary continental breakfast, and its own Irish pub.
The Red Lion Inn
Immortalized by neighbor Norman Rockwell, this enduring inn has been host to five presidents, and such famous authors as Hawthorne, Bryant, and Longfellow.
Rocky Shores Inn
This seaside mansion in Rockport, Massachusetts, was built in 1905 by a wealthy Texan  on a three-acre hilltop with views of the famous Twin Lighthouses of Thatcher Island.
Seafarer of Chatham
A reasonably priced Cape Cod motel with all of the little touches you'd associate with a classic inn or bed & breakfast, including hand-stenciled walls in each room.
Seven Hills Inn
Stay in the heart of the Berkshires at this inn comprised of a 15-room 1911 Tudor manor and a 37-room 1965 Terrace on 27 acres with tennis, pool, more.
Thorncroft Inn
This secluded country inn on Martha's Vineyard is exclusively couples oriented, with 14 rooms with fireplaces, canopied beds, whirlpools, and private hot tubs.
Tisbury Inn
The Tisbury Inn, a stroll from the harbor in historic Vineyard Haven, Martha's Vineyard, has been welcoming guests since 1794 and has 32 rooms and a restaurant.
The Whalewalk Inn
Whaling Captain Henry Harding's 1830 Cape Cod home is now an inn with 16 rooms and full breakfasts. The New York Times called it "one of the most beautiful inns on the Outer Cape...."
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