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100 Small Romantic
Hotels & Places

Come discover 100 of the most romantic small hotels and places in the world.

17

Romantic Places in Massachusetts

The Berkshires are 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

1902 Tudor mansion set in 85 acres of lawn and woodland offering friendly service and luxurious aristocratic style.

T: +1 (413) 637-3556. 23 rooms; US$ 675-
www.blantyre.com

Wheatleigh

Lenox, MA

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.

T: +1 413 637 0610. 19 rooms, US$ 715-
www.wheatleigh.com

Hampton Terrace b&b

91 Walker St., Lenox, MA

Built in 1897, the highly-rated  mansion features a heated swimming pool and many rooms with fireplaces and/or Jacuzzis. The elegant house is perfectly located – just off Main St. – for exploring Lenox’s unique shops and good restaurants.

T: +1 (413) 637-1773.  $249 (off-season) – $329 (high season)
www.hamptonterrace.com

Birchwood Inn

7 Hubbard St., Lenox, Mass

Afternoon tea and delicious breakfasts at this l766 house with fireplaces and gorgeous views.  Located a two minute walk to downtown Lenox.

T: +1 (413) 637-2600. 16 rooms. US$ 190-
www.birchwood-inn.com

The Briarcliff Motel

506 Stockbridge Rd., Great Barrington, MA

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.

T: 413.528.3000. 19 rooms. $170-, high season.
www.thebriarcliffmotel.com

Stonover Farm

169 Under Mountain Road, Lenox, MA

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.

T: +1 413 637-9100. 5 room b&b. US$ 425-, high season
www.stonoverfarm.com

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

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.

T: +1 413 664-0400. US$ 180-, high season
www.porches.com

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

Ralph Lauren’s English Mahogany look in an 1864 merchants house, in-town sophistication.

T: +1 508 627 4151. 19 rooms. US$ 550-
www.thecharlottleinn.com

Outermost Inn

Lighthouse Rd., Gay Head, Martha’s Vineyard, Mass

A gray shingled house on a bluff overlooking the cliffs with Shaker style furniture, herb and vegetable gardens.

T: +1 508 627 3511. 7 rooms. US$ 340-, high season
www.outermostinn.com

Menemsha Inn & Cottages

North Rd., Menemsha, Martha’s Vineyard, Mass

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.

T: +1 508 645 2521. 21 rooms. US$ 295-, high season
www.menemshainn.com

Thorncroft Inn

278 Main St., Vineyard Haven, Martha’s Vineyard, Mass

A quiet country inn, the main building was originally a guesthouse of the adjacent oceanfront estate. Private hot tubs available.

T: +1 508 693 3333. 14 rooms. US$ 295-, high season
www.thorncroft.com

Hob Knob

Edgartown, Martha’s Vineyard, Mass

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

T: +1 508 627 9510. 17 room b&b. $500-
www.hobknob.com

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

Wide lawn behind this mansion stretches to 26 miles of Nantucket Bay beachline.

T: +1 508 228 0145. 31 rooms. US$ 540-
www.wauwinet.com

Union Street Inn

7 Union Street, Nantucket, MA

Renovated boutique inn located a block off downtown and the harbor. 12 rooms.

T: + 1 508 228-9222.
www.unioninn.com

Cape Cod, Massachusetts

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

Chatham Inn at 359 Main St.

359 Main St., Chatham, MA

This 5-star renovated and decorated boutique hotel is set in a beautiful, quintessential New England village boasting breathtaking beaches.  The inn is located at the quiet edge of Main St. just a few minutes walk from unique shops and good restaurants or from the beach.

T: +1 (508) 945-9232
www.359main.com

Salt House Inn

Conwell St., Provincetown, MA Provincetown, Massachusetts

Converted from historic lodgings, this is the first boutique hotel in Provincetown.

T: +1 508.487.1911
www.salthouseinn.com

Provincetown Hotel at Gabriels

102 Bradford Street, Provincetown, MA

Upscale inn with 4 historic buildings, centrally located, one block from beach.

T: +1 508 487-3232. 18 rooms.
www.provincetownhotel.com

Boston, Beacon Hill

Boston’s 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

Stylish rooms in a 1903 Beaux Arts building.

T: +1 617 670-1500. 63 rooms. US$ 425-
www.xvbeacon.com

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.

Hotel Veritas

Harvard Square, Boston, MA

Luxury boutique hotel with small chic rooms decorated in a glamorous Art Deco style.

T: +1 617 520-5000. 31 rooms. US$ 300-
www.thehotelveritas.com

Northwest Massachusetts

Deerfield Inn

81 Old Main Street, Deerfield, MA

Historic landmark inn located in an unspoiled 350 year old tree-lined village off Hwy 91.

T:  +1  413 774-5587. 24 rooms.
www.deerfieldinn.com