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Romantic Hotel Search: United States > Massachusetts

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Romantic Places in Massachusetts

Berkshires, Massachusetts
An idyllic corner of New England that mixes high culture with a neo-bohemian atmosphere of artists, artisans and rural farmhouse simplicity.

Blantyre
16 Blantyre Rd.
Lenox, Mass
T: +1 (413) 637-3556. 23 rooms; US$ 675-
www.blantyre.com
1902 Tudor mansion set in 85 acres of lawn and woodland offering friendly service and luxurious aristocratic style.

Wheatleigh
Lenox, MA
T: +1 413 637 0610. 19 rooms, US$ 715-
www.wheatleigh.com
An elegant Massachusetts romantic hotel located next to Tanglewood. This Gilded Age “cottage” built in the style of a l6th century Florentine palazzo sits on 22 acres in a Frederick Law Olmsted designed parkland.

The Briarcliff Motel
506 Stockbridge Rd.
Great Barrington, MA
T: 413.528.3000. 19 rooms. $170-, high season.
www.thebriarcliffmotel.com
A chic modern counterpoint to the above hotels. Once a typical 1960′s roadside motel, it was tastefully renovated in 2011 by a British couple.

Stonover Farm
169 Under Mountain Road
Lenox, MA
T: +1 413 637-9100. 5 room b&b. US$ 425-, high season
www.stonoverfarm.com
A former record producer runs this elegant 100 year old farmhouse inn. The inn stands beside a spring-fed duck pond on 8 country acres with magnificent trees, lawns and forest, and is less than a mile from the Tanglewood main gate.

Williamsville Inn
Rte. 41
West Stockbridge, Mass
T: +1 (413) 274-6118. 16 rooms. US$ 220-
www.williamsvilleinn.com
l797 farmhouse converted to an inn in l952. Set on a secluded 10 acre property with a sculpture garden, pool and tree swing.


North Adams, Massachusetts
Stylish, edgy and chic former working class milltown, home to the wonderful Massachusetts Museum of Contemporary Art (Mass MoCA), set at the foot of the Berkshires.

The Porches Inn
231 River St.
North Adams, Massachusetts
T: +1 413 664-0400. US$ 180-, high season
www.porches.com
Former Victorian workers’ row-house, now an “Industrial-granny chic” boutique hotel located across the street from MoCA. Breakfast delivered in a lunch pail; rocking chairs on the porch.


Martha’s Vineyard, Massachusetts
An East Coast beach island favored by artists, actors and politicians.

Charlotte Inn
27 S. Summer St.,
Edgartown Martha’s Vineyard, Mass
T: +1 508 627 4151. 19 rooms. US$ 550-
www.thecharlottleinn.com
Ralph Lauren’s English Mahogany look in an 1864 merchants house, in-town sophistication.

Outermost Inn
Lighthouse Rd., Gay Head
Martha’s Vineyard, Mass
T: +1 508 627 3511. 7 rooms. US$ 340-, high season
www.outermostinn.com
For rural beauty it doesn’t get any better than this gray shingled house on a bluff overlooking the cliffs. Shaker style furniture, herb and vegetable gardens.

Menemsha Inn & Cottages
North Rd., Menemsha
Martha’s Vineyard, Mass
T: +1 508 645 2521. 21 rooms. US$ 295-, high season
www.menemshainn.com
Secluded and simply furnished in “summer camp” style, located within walking distance of Menemsha village. A famed Life magazine photographer spent 53 summers here. Good water views.

Thorncroft Inn
278 Main St., Vineyard Haven
Martha’s Vineyard, Mass
T: +1 508 693 3333. 14 rooms. US$ 295-, high season
www.thorncroft.com
A quiet country inn, the main building was originally a guesthouse of the adjacent oceanfront estate. Private hot tubs available.

Hob Knob
Edgartown
Martha’s Vineyard, Mass
T: +1 508 627 9510. 17 room b&b. $500-
www.hobknob.com

The 19th Gothic revival house has been tastefully updated with a mix of antiques and whimsical furnishings.


Nantucket, Massachusetts
Cedar-shake houses, grasslands, sandy beaches and cobblestoned roads adorn this former whaling island. The island throngs in July and August with wealthy summer residents and tourists.

Wauwinet
Nantucket, Mass
T: +1 508 228 0145. 31 rooms. US$ 540-
www.wauwinet.com
Wide lawn behind this mansion stretches to 26 miles of Nantucket Bay beachline.


Cape Cod, Massachusetts
Miles of island coastline, quaint villages, historic harbors and scenic byways.

Whale Walk Inn
220 Bridge Road Eastham
Cape Cod, Massachusetts
T: +1 508 255-0617. 16 room b&b. US$ 220-, high season
www.whalewalkinn.com
Sixteen stylish accommodations nestle amid the three-acre 19th-Century compound.


Boston – Beacon Hill
Beacon Hill has narrow cobblestoned streets, gas lamps and red brick 19th century houses. A well-preserved National Historic District, Beacon Hill has been a favored address of Boston’s elites from John Adams to JFK.

XV Beacon
15 Beacon
Beacon Hill, Boston, MA
T: +1 617 670-1500. 63 rooms. US$ 425-
www.xvbeacon.com
Stylish rooms in a 1903 Beaux Arts building.


Boston – Cambridge
Across the Charles Bridge from Boston are the historic squares of Cambridge, home to cafés, bookstores, museums and two great universities, Harvard and M.I.T.

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