Massachusetts Weekend Getaways - Vacations To Massachusetts

Massachusetts Weekend Getaways

If you're looking for a romantic getaway in Massachusetts, you have many different options. From watching sports together in Boston to skiing at Jiminy Peak, vacations to Massachusetts have a lot to offer. Below are some of the most frequently-visited destinations in Massachusetts, as well as some information about activities and attractions you and your special someone can enjoy.

 >> Explore: Massachusetts Vacations, Family Vacations, Romantic Vacations

Cape Cod Luxury Vacation

Located on the eastern side of Massachusetts, Cape Cod is known for its maritime 
feel and extensive collection of beaches. If you make a trip to Cape Cod, you can enjoy a variety of activities, including boating tours, fishing, visits to the beach and more. You and your companion will also find a high-quality selection of restaurants and entertainment to keep you busy at night. Cape Cod is home to many luxurious hotels and inns.

Boston in a Weekend

Perhaps the most popular tourist destination in Massachusetts, Boston is one of the oldest and most celebrated cities in the United States. Boston has a distinctly European air, a host of historical sites and a surprisingly progressive culture. While staying in Boston, you and your traveling companions should be sure to visit The Boston Pops, the Boston Symphony Orchestra and the Museum of Fine Arts for a bit of culture. In addition, no trip to Boston is complete without taking in a game at Fenway Park and visiting some of Boston's most famous historical sites.  As a large and frequently-visited city, Boston has no shortage of lodging. Whether you are looking for a simple hotel or a luxurious Massachusetts vacation resort, you are sure to find plenty of options here. Consider the Boston Harbor Hotel, The Colonnade Hotel, Boston Omni Parker House, Inn at Longwood Medical or Beacon Inn for your romantic getaway weekend.

Martha's Vineyard Weekend Vacation

Martha's Vineyard is an affluent community located off the coast of Cape Cod that 
draws in a number of couples on MA weekend getaways each year. While in Martha's Vineyard, take some time to browse through the community's unique shops, such as Murdick's Fudge and the Bunch of Grapes Book Store. You can also enjoy a stroll through the many gardens in the Vineyard, or a trip to the Arboretum.   Martha's Vineyard boasts a number of resorts from which to choose. Consider Fallon of Edgartown, Island Inn, Vineyard Square Hotel & Suites or Winnetu Oceanside Resort. From casual inns to upscale resorts, Martha's Vineyard is a true New England experience. 

When it comes to romantic getaways Massachusetts has no shortage of destinations to choose from. On your next romantic weekend, choose one of these locations and make some memories with the one you love.

Your search returned 81 results

Located on the scenic route enteringWilliamstown, Massachusetts in the beautiful Berkshires, The 1896 House Inn and Country Lodgings is an upscale three building lodging and dining campus featuring a variety of 7 guest room types and rates...
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Route 7
 | Williamstown, MA 01267
 | (413) 458-1896  | (888) 999-1896

Urban style meets island sensibility at this modern Nantucket boutique hotel housed in an historic building. Hip, yet local, 21 Broad offers distinctive luxuries you didn't even know you desired! Enjoy Vitamin C showers, blackout shades, white...
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21 Broad St.
 | Nantucket, MA 02554
 | 508-228-47479  | 800-626-8825

COME LIVE LIFE WELL AT OUR NANTUCKET HOTEL. Now Open!  Located in a landmark neighborhood in the heart of town, this luxury Nantucket hotel recently completed a major renovation.  Reserve now and be one of the first to...
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76 Main Street
 | Nantucket, MA 02554
 | 800-626-8825

The Premier Mid Cape Cod Waterfront Hotel Destination. Making your visit to Hyannis and Cape Cod memorable is our only business. Make Anchor In your Cape Cod vacation choice for a few days, a week or more in any season.  Whether you are on...
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One South Street | on Hyannis Harbor
 | Hyannis, MA 02601
 | (508) 775-0357

Welcome to Ashley Manor, a romantic Cape Cod Bed and Breakfast in Barnstable, Massachusetts.  Our gracious Cape Cod Inn is ideally located in the heart of the historic district, minutes from Cape Cod Bay, Barnstable Village and...
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3660 Main Street | Barnstable Village
 | Barnstable, MA 02630
 | (508) 362-8044

Excellent location, minutes from downtown Boston and Fenway Park, above ground trolley stops 50 yards from our doorstep. Featuring 25 fully restored individually decorated guestrooms all with private bathrooms situated in two 19th century Brownstone...
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1087 & 1750 Beacon Street
 | Boston, MA 02446
 | (617) 566-0088  | (888) 575-0088

Welcome to the Beechwood Hotel! We are the only AAA Four Diamond Hotel in Central MA, offering leisure and business travel amenities for your ideal New England vacation or conference. The hotel combines a unique blend of world class lodging and...
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363 Plantation Street
 | Worcester, MA 01605
 | (508) 453-1112  | (800) 344-2589

Charming, New England Country Inn accommodations. Cozy, comfortable rooms in a lovely wooded setting surrounded by nature; babbling brooks, majestic pine trees and spectacular flower gardens. Stroll across our footbridge to the large secluded pool....
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1146 Cold Spring Road
 | Williamstown, MA 01267
 | 413-458-3950  | 800-388-9677

Stay at this charming Plymouth, Massachusetts hotel located less than one mile from the historic Plymouth Rock, the Mayflower II and the scenic Plymouth Waterfront.   Welcome to the BEST WESTERN PLUS Cold Spring where guests will enjoy...
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180 Court Street
 | Plymouth, MA 02360
 | 508-746-2222

Discover the classic romantic getaway at our Berkshires bed and breakfast. Birchwood Inn offers our guests a taste of idyllic New England country life in a casually elegant environment. The uniquely appointed guestrooms at our Lenox inn ...
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7 Hubbard Street
 | Lenox, MA 01240
 | 413-637-2600  | 800-524-1646

The Boston Harbor Hotel at Rowes Wharf is Boston's landmark, waterfront hotel located at Rowes Wharf overlooking historic Boston Harbor. The property has been awarded the Forbes Travel Guide Five Star Award. The Boston Harbor Hotel at Rowes...
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70 Rowes Wharf
 | Boston, MA 02110
 | 617-439-7000  | 800-752-7077

We are one of the few Bed & Breakfast Inns on Cape Cod with their very own private beach. Most of our rooms are oceanfront or have views of the ocean. All our rates include a generous, gourmet breakfast, which is served on our glass / screen...
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57 Chase Ave. | PO Box 507
 | Dennis Port, MA 02639
 | 508-398-8685  | 800-447-9202

Located along the Annisquam River and beautiful salt-water marshes, Cape Ann’s Marina Resort offers 31 year-round rooms in a 3-story hotel. All of our rooms are non-smoking, offer complementary WiFi and have semi-private balconies that...
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75 Essex Avenue
 | Gloucester, MA 01930
 | (978) 283-2116  | (800) 626-7660

Cape Cod's most acclaimed full service resort is centrally located in the heart of Cape Cod, MA. Rolling sand dunes, endless scenic roads, historic attractions, adventuresome whale watches and quintessential shopping abound. But, you may never...
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Route 132 and Bearse's Way
 | Hyannis, MA 02601
 | (877) 237-9665

The Captain’s Manor Inn is a Cape Cod retreat offering elegant lodging in the heart of Falmouth Village’s historic district. This special and unique estate features an acre of lovely grounds complete with gazebo, 8 guestrooms with...
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27 W Main Street
 | Falmouth, MA 02540
 | 508-388-7336

European Charm and luxury amenities make this Guesthouse & SPA an escape out of the ordinary. Our boutique Hotel is quietly located in the center of Provincetown. All our guestrooms offer private bath, queen size beds, down comforter and...
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12-14 Johnson Street
 | Provincetown, MA 02657
 | (508) 487-4242  | (800) 487-0132

Chatham Bars Inn, Cape Cod’s quintessential luxury seaside resort has been a renowned and beloved Cape Cod landmark since 1914. With one-quarter mile of the most spectacular private beach on Cape Cod, this grand oceanfront resort would be...
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297 Shore Road
 | Chatham, MA 02633
 | 508-945-0096  | 800-527-4884

Welcome to the Chatham Wayside Inn, Chatham Cape Cod MA Set in the heart of the quaint seaside village of Chatham, Cape Cod, the Chatham Wayside Inn offers stylish accommodations, comfortable dining and outstanding service creating the perfect Cape...
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512 Main Street, Box 685
 | Chatham, MA 02633
 | (508) 945-5550  | (800) CHATHAM

The Colonnade Hotel located in Boston's fashionable Back Bay has completed a comprehensive $25 million dollar enhancement program that includes renovation of all guestrooms, public areas and corridors and installation of state-of-the-art...
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120 Huntington Avenue
 | Boston, MA 02116
 | (617) 424-7000  | (800) 962-3030

Close to Boston. Inn dates back to 1716 & located in quaint Concord. 56 guest rooms w/private bath, all amenities, including Wireless Internet, nearby historic sites, canoeing, bicycling. Traditional food, lounges/entertainment. Featuring 5...
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48 Monument Square
 | Concord, MA 01742
 | (978) 369-9200  | (800) 370-9200

The Berkshires' premier year-round resort and member of Small Luxury Hotels of the World. This historic hotel features a 35,000 sq. ft. full-service spa offering over 50 services and 16 treatment rooms, 114 gracious guest rooms, 18 hole...
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55 Lee Road, RT 20
 | Lenox, MA 01240
 | 413-637-1364  | 800-272-6935

Elegant 4-Diamond Rated Inn & Full Service Spa in the center of Provincetown, Cape Cod. A resort setting offering award winning accommodations, full service onsite spa, and gourmet cuisine in an elegant, intimate environment. Spa includes a...
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82 Bradford Street
 | Provincetown, MA 02657
 | (508) 487-6767  | (877) 276-9631

This award-winning, boutique Inn is majestically set in the center of ­Sandwich Village, convenient to beaches, shopping, attractions and more. Each of the 48 guest rooms and suites are individually appointed with canopy and four-poster beds and...
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149 Main Street
 | Sandwich, MA 02563
 | (508) 888-3622  | (800) 444-3566

Nestled in the beautiful hills of the Berkshires in the charming town of Lee, Massachusetts, Devonfield is an exquisite country inn that's airy and comfortable, the hospitality warm and welcoming, and the food delicious! Devonfield is a...
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85 Stockbridge Road
 | Lee, MA 01238
 | 413-243-3298  | 800-664-0880

A Rockport Massachusetts hotel, is Cape Ann's only historic grand hotel. Referred to by many as a "baby grand," this lovely Rockport inn is an historic gem. Thirty-six beautifully appointed rooms have been restored to reflect the...
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One Cathedral Avenue
 | Rockport, MA 01966
 | (978) 546-6321  | (800) 964-5550

The Essex Street Inn is a stunning and comfortable Inn located in the heart of historic downtown Newburyport, MA. The Inn is literally moments away from both casual and elegant dining, the famous waterfront and a perfect balance of fine and funky...
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7 Essex Street
 | Newburyport, MA 01950
 | (978) 465-3148

Voted "BEST MOTEL ON OUTER CAPE COD" for 15 years. Family owned and operated. Five acres of wooded privacy abutting the 30,000 acre Cape Cod Nat'l Seashore property and 25 mile paved bike trail, 60' indoor heated pool, hiking path...
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650 Route 6 | PO box 41
 | South Wellfleet, MA 02663
 | (508) 349-3410  | (800) 368-0007

Enjoy the charming New England atmosphere of our surrounding towns. Take part in some of the local activities such as boating, deep-sea fishing, bike riding and tennis. Walk along the miles of coastline just outside our door, or play a relaxing...
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133 Ocean Street
 | Brant Rock, MA 02020
 | (781) 834-9144

#1 Rated on - this historic property with 4-star amenities has also been awarded their Certificate of Excellence for the past two years. The Garden Gables Inn is idyllically set back on five lush acres, steps from the distinctive...
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135 Main Street
 | Lenox, MA 01240
 | 413-637-0193  | 888-243-0193

Turn Back the Clock to the Gilded Age. Built in 1897, Hampton Terrace has been an inn since 1937, and is the top rated inn on TripAdvisor, not only in Lenox, but the entire Berkshires. 14 guest rooms, all with private baths. Outdoor heated pool....
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91 Walker St.
 | Lenox, MA 01240
 | 413-637-1773  | 800-203-0656

Located in the heart of Old Town Marblehead, the Inn offers quick access to the harbor, shops and galleries, historic homes and a variety of restaurants.  Welcome to one of the country's "10 Most Romantic Inns" (Vacations...
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58 Washington Street
 | Marblehead, MA 01945
 | (781) 631-2186

Since 1925, the Hawthorne Hotel has been the select hotel for business and leisure travelers and recognized throughout Salem and the North Shore region as the premiere wedding location. Come experience world-class service, elegantly-appointed guest...
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18 Washington Square West
 | Salem, MA 01970
 | 978-744-4080  | 800-729-7829

Relaxed Elegance. An intimate New England Bed and Breakfast where History, Literature and Nature entwine, just nineteen miles from Boston. The Hawthorne Inn has been recognized by Forbes Magazine: “The 10 Best Inns of New England”....
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462 Lexington Rd.
 | Concord, MA 01742
 | (978) 369-5610

Imagine coming home after a day spent discovering the magic of the Cape and islands, to the luxury and elegance of this magnificent New England Bed & Breakfast Inn… your very own romantic oasis. The Historic Inn at Cape Cod is a unique B...
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4 Summer Street
 | Yarmouth Port, MA 02675
 | 508-375-0590  | 800-850-7301

10-room luxury bed & breakfast. The Inn at Castle Hill on the Crane Estate invites you to return to an age of innocent pursuits. Step into a timeless place of understated elegance and serenity. Located in the heart of the spectacular Crane...
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280 Argilla Road
 | Ipswich, MA 01938
 | (978) 412-2555

The Inn at Longwood Medical  -  Three-Diamond Full-service hotel is the only hotel located directly in the Longwood Medical area and is the perfect hotel choice when visiting Boston. We are centrally located to Boston's many historic...
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342 Longwood Avenue
 | Boston, MA 02115
 | (617) 731-4700  | (800) 468-2378

Vacation, relax and unwind at our waterfront inn with its beautiful, sun drenched, sandy private beach overlooking the warm tranquil waters of Nantucket Sound on Cape Cod in Harwich Port, MA. Enjoy our pristine beach and, from your comfortable...
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16 Bank Street
 | Harwich Port, MA 02646
 | 508-432-2900

With either a Victorian Room in the Main House or a Luxury Suite in the Carriage House, you're sure to feel pampered when you stay with us at the Isaiah Jones Homestead Bed & Breakfast.  The Isaiah Jones Homestead Bed & Breakfast is...
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165 Main Street
 | Sandwich, MA 02563
 | 508-888-9115  | 800-526-1625

Escape from the bustle of the everyday with an unforgettable vacation to Island Inn on Martha's Vineyard. From its perch overlooking the Nantucket Sound, nestled on a lush, green lawn among gracefully swaying trees, Island Inn offers a...
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Beach Road, Oak Bluffs
 | Martha's Vineyard, MA 02557
 | (508) 693-2002  | (800) 462-0269

Jiminy Peak is the largest ski and snowboard resort in southern New England. A full conference resort, Jiminy Peak has a variety of spaces capable of accommodating functions of any size through the spring, summer and fall. With a full staff of...
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37 Corey Road
 | Hancock, MA 01237
 | 413-738-5500  | 800-882-8859

Located in the heart of historic Plymouth, MA, on the site of the original Pilgrim settlement, the John Carver Inn & Spa is steps away from Plymouths attractions. Walk to Plimoth Plantation, the Mayflower II, Plymouth Rock and much more. Relax...
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25 Summer Street
 | Plymouth, MA 02360
 | (508) 746-7100  | (877) 724-1873

Located in Lenox, Massachusetts, in the heart of the Berkshires, the NEW Kemble Inn offers guests a place to unwind in all four seasons, and provides them with a central “home base” from which to explore the area’s natural beauty...
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2 Kemble Street
 | Lenox, MA 01240
 | 413-637-4113  | 800-353-4113

Away from it all, Lighthouse Inn reminds you of a time gone by…secluded and relaxing with refreshing ocean breezes to rejuvenate your spirit… the way Cape Cod was, still is at the Lighthouse Inn… this is the real Cape Cod....
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1 Lighthouse Inn Road
 | West Dennis, MA 02670-0128
 | (508) 398-2244

An elegant 18 room Victorian B&B Inn, just minutes from town and the beach. Warm, friendly, romantic getaway.  The Linden Tree Inn was originally built in the 1850's as a private residence for a young couple that owned one of the local...
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26 King Street
 | Rockport, MA 01966
 | (978) 546-2494  | (800) 865-2122

Loews Boston Hotel, located in the former Boston Police headquarters in the heart of Back Bay, is a stunning example of what can happen when classic architecture is blended with modern style and a chic sense of comfort. Our sleek accommodations...
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350 Stuart Street
 | Boston, MA 02116
 | 617-266-7200  | 855-495-6397

Longfellow's Wayside Inn is proud to be the oldest operating inn in the country, offering comfort and hospitality to travelers along the Boston Post Road since 1716. Enjoy fine dining in one of our dining rooms, come stay in one of our...
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72 Wayside Inn Road and 338 Boston Post Road
 | Sudbury, MA 01776
 | 978-443-1776

An Historic Amherst Hotel In the heart of New England, where the lush, maple-lined lawn of Amherst Common meets the campus of Amherst College, the historic Lord Jeffery Inn has been a treasured landmark in the Five Colleges community since...
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30 Boltwood Avenue
 | Amherst, MA 01002
 | 413-256-8200

Set amidst the breathtaking views of the Atlantic Ocean and Famous Nantasket Beach, you will find the Nantasket Beach Resort. Easily reached by land, air, and sea, the Nantasket Beach Resort is ideally situated between Boston and Cape Cod. Our South...
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45 Hull Shore Drive
 | Hull, MA 02045
 | 781-925-4500

Old World majesty meets New World practicality at this 429 acre seaside retreat overlooking Cape Cod Bay. Exceptional amenities and activities to satisfy your every whim- a historic mansion overlooking the cape cod bay, newly renovated luxury hotel...
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2907 Main Street
 | Brewster, MA 02631
 | 508-896-9000

The Old Corner Inn - an elegant manor built in 1865 that once served as the Danish Summer Embassy. Located on scenic Route 127. Listed in Fodors Guide and Frommer Travel Guide New England and merited a front page headline in The Boston Globe "...
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2 Harbor Street
 | Manchester-by-the-sea, MA 01944
 | 978-526-4996  | 800-830-4996

Located adjacent to nationally acclaimed history museum Old Sturbridge Village, Old Sturbridge Inn & Reeder Family Lodges offer the historic ambiance of a 10 room circa 1789 Oliver Wight House which is listed on the National Historic Register...
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371 Main St. Rte. 20
 | Sturbridge, MA 01566
 | 508-347-5056  | 800-733-1830

The Omni Parker House, member of Historic Hotels of America, is proud to have the best location in the city of Boston.  Situated along the Freedom Trail, at the foot of Beacon Hill, the Boston Common and Public Garden, next to Downtown Crossing...
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60 School Street
 | Boston, MA 02108
 | (617) 227-8600  | (800) THE-OMNI

AAA 4-diamond hotel with the most comfortable beds ever. All guest rooms equipped with 32 " LCD/HD tv's and more modern amenities. The Orchards features Gala Steakhouse & Bistro offering a combination of comforting bistro style...
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222 Adams Road
 | Williamstown, MA 01267
 | (413) 458-9611  | (800) 225-1517

The Orleans Waterfront Inn stands as a monument to the past of Orleans, Massachusetts, one of Cape Cod's most beautiful towns.  The town of Orleans location is found at the outer bend in the Elbow of Cape Cod, MA. The Inn is located on the...
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3 Old County Rd. | Off the Orleans Rotary on 6A
 | Orleans, MA 02653
 | (508) 255-2222  | (800) 863-3039

A Romantic Cape Cod Get Away The Palmer House Inn Bed and Breakfast is located on Cape Cod in Falmouth, Massachusetts. Falmouth is a delightful New England village on Upper Cape Cod. Our romantic bed and breakfast is in Falmouth's Historic...
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81 Palmer Avenue
 | Falmouth, MA 02540
 | (508) 548-1230  | (800) 472-2632

The Sands is a beach front hotel that lets you take full advantage of the locale and region. It is right off the highway with easy access north to Boston or South to the Cape. The Sands is conveniently located to area attractions and Plymouth's...
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150 Warren Ave., Rt 3A
 | Plymouth, MA 02360
 | 508-747-0900  | 800-729-7263

This grand 1893 Rockport Bed and Breakfast Inn rests comfortably on an elevated site overlooking the quintessential New England village, Rockport, Massachusetts. Pleasant Street Inn offers lodging accommodations and year-round views sweep across...
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17 Pleasant Street
 | Rockport, MA 01966
 | (978) 546-3915  | (800) 541-3915

In the late 1990s the forgotten mill town of North Adams became a haven for technology companies and was infused with new life. Sparked by the visionary efforts of the Massachusetts Museum of Contemporary Art (MASS MoCA), which has renovated parts...
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231 River Street
 | North Adams, MA 01247
 | (413) 664-0400

We welcome you to Publick House. Built in 1771, the Publick House Historic Inn maintains its 18th century ambiance while providing 21st century comforts.  Our 17 guest rooms and gracious suites in this historical setting all have private...
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On The Common - Route 131
 | Sturbridge, MA 01566
 | (508) 347-3313  | (800) -PUBLICK

Located on a beautiful sweep of private ocean beach, Red Jacket Beach Resort has the luxuries and comforts to make your Cape Cod beach vacation a memorable one! The resort features an ideal setting on Nantucket Sound just a mile from our sister...
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1 Shore Drive
 | South Yarmouth, MA 02664
 | (508) 398-6941  | (800) 672-0500

Open Year Round, An oasis in the center of town Stay steps away from the energy and excitement of Provincetown's Commercial Street. Set-back from the bustle of Commercial Street, Sage offers a peaceful setting for a relaxing yet invigorating...
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336 Commercial Street
 | Provincetown, MA 02657
 | 508-487-6424

In today's fast-paced culture, it sometimes seems difficult to appreciate the little things in life. Now is your chance to recapture these simple pleasures. Just one hour and ten minutes from Boston's Logan, and Providence's TF Green...
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350 Quaker Rd.
 | North Falmouth, MA 02556
 | 508-540-9400  | 800-225-3110

Ship’s Knees Inn presides over a sprawling 1 1/2 acre knoll of verdant and rolling manicured lawns, Adirondack chairs and other seating amidst resplendent gardens of rhododendron, green hedges, hibiscus, day lilies, alliums, wisteria,...
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186 Beach Rd. | PO Box 756
 | East Orleans, MA 02643
 | 508-255-1312  | 888-744-7756

In the heart of Falmouth's Historic District, classic Cape Cod charm, comfortably priced. 80 hotel and inn-style rooms, all with private bath, refrigerator, coffee/tea maker, iron w/board, cable TV and WiFi; some self-catering rooms with full...
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59 Shore Street | Cape Cod
 | Falmouth, MA 02540
 | (508) 540-3000  | (800) 352-7100

Arrive at The Cove and you will find yourself amid everything that makes a Cape Cod getaway complete. Centrally located in the heart of Orleans, this landmark waterfront motel has been noted for over 40 years for outstanding comfort and quality....
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13 South Orleans Road (Rte. 28)
 | Orleans, MA 02653
 | (508) 255-1203  | (800) 343-2233

Discover the beauty of Pioneer Valley and beyond at our historic inn in Deerfield, MA. Deerfield Inn is set in the heart of the historic Deerfield village, and is the perfect location for exploring the nearby towns of Northampton, Amherst,...
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81 Old Main Street
 | Deerfield, MA 01342
 | 413-774-5587

The Inn at Hastings Park is a 22-room boutique inn located in Lexington, MA, just 15 miles from Boston. Footsteps away from the Battle Green, a revered site where America’s fight for liberty began, The Inn’s two guest houses and barn are...
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2027 Massachusetts Ave.
 | Lexington, MA 02421
 | 781-301-6660

The Nantucket is Nantucket’s newest hotel and resort…bringing back the Island’s only premier, all-season destination hotel and resort.  We celebrate the quintessential New England island vacation, carefully appointed with...
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77 Easton Street
 | Nantucket, MA 02554
 | 508- 310-1734  | 866-807-6011

The Platinum Pebble Boutique Inn is an award winning Cape Cod bed and breakfast in Harwich, Massachusetts. Its mid-Cape position, only 80 minutes from Boston International Airport, makes it an ideal location to explore the whole of Cape Cod from...
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186 Belmont Road
 | Harwich, MA 02671
 | 508-432-7766  | 800-321-3155

 Immensely popular for thirty years, The Provincetown Hotel at Gabriel’s continues to live up to its sterling reputation. Enjoy newly renovated rooms with features including in-room fireplaces, Jacuzzi tubs with steam showers, free...
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102 Bradford Street
 | Provincetown, MA 02657
 | 508-487-3232

The historic Red Lion has been hosting generations of folks making memories and upholding family traditions. Located in a charming village setting, the Inn is central to the Berkshires’ arts attractions and outdoor activities. Family-friendly...
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30 Main Street
 | Stockbridge, MA 01262
 | (413) 298-1658

With the introduction of the newly constructed Gate House which joins the Roberts House, Meeting House, and Manor House as the much anticipated final member of our family of inns, we can proudly say that, like Nantucket itself, the Roberts...
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11 India St.
 | Nantucket, MA 02554
 | 508-228-0600  | 800-872-6830

The Williams Inn is nestled at the base of the Berkshire Mountains. We offer a blend of Traditional New England Hospitality, modern services and reasonable rates. Featuring a charming Conference Center and unique breakout rooms, for groups of up to...
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1090 Main Street | On the Green
 | Williamstown, MA 01267
 | (413) 458-9371  | (800) 828-0133

Overlooking Edgartown harbor and the historic waterfront district, our Martha’s Vineyard hotel is just steps from the heart of downtown Edgartown, Massachusetts. Indulge in warm hospitality and comfortable amenities without sacrificing...
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38 North Water Street | Edgartown
 | Martha's Vineyard, MA 02539
 | 508-627-4711  | 800-627-4701

Nestled in the heart of Massachusetts is a wonderful country inn with all the amenities of a full service resort. The Wachusett Village Inn hosts a wide variety of accommodation options, from fireplace suites to quiet cottage rooms or traditional...
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9 Village Inn Road
 | Westminster, MA 01473
 | (978) 874-2000  | (800) 342-1905

Experience The Wauwinet, Nantucket's premier waterfront resort. An idyllic blend of extraordinary service, superior food, gracious comfort and delightful surroundings has earned The Wauwinet critical acclaim, including membership in the...
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120 Wauwinet Road
 | Nantucket, MA 02584
 | (508) 228-0145  | 800-426-8718

We are Cape Cod's premier resort, with four diamond four star luxury accommodations, acclaimed cuisine, championship golf, and pure relaxation in an idyllic waterfront setting. Nestled on the elbow of Cape Cod, this meticulously landscaped...
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2173 Route 28
 | East Harwich, MA 02645
 | 508-432-5400  | (800) 225-7125

The Boston Globe says about our unique Provincetown guest house: "Sand, sun, and the wide flat horizon where the bay meets the sky is what Provincetown is all about. The recently renovated White Porch Inn captures this spirit by combining...
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7 Johnson Street
 | Provincetown, MA 02657
 | 508-364-2549

The Winnetu Oceanside Resort is located where everyone visiting Martha’s Vineyard wants to be… at South Beach in Edgartown.  “The Vineyard” is New England’s largest island – consisting of six towns with...
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31 Dunes Road, Edgartown
 | Martha's Vineyard, MA 02539
 | 508-310-1733  | 866-335-1133

Situated on a picturesque stretch of the Atlantic Coast on Boston’s North Shore, the Wylie Inn and Conference Center at Endicott College offers well appointed, comfortable accommodations with an on-site café restaurant and bar, all with...
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295 Hale Street
 | Beverly, MA 01915
 | 978-867-1956  | 866-333-0859

One of the most unique lodging complexes in the Berkshires, The Yankee Inn combines spacious grounds, distant mountain views and quick access to Tanglewood, area ski resorts, museums and theaters. Offering seven different room types that appeal to...
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461 Pittsfield Road
 | Lenox, MA 01240
 | 413-499-3700  | 800-835-2364