Berkshires, Massachusetts Bed & Breakfasts, B&Bs, Inns & Guesthouses


Find a Berkshires, Massachusetts bed and breakfast for your romantic weekend getaway. Intimate b & bs are cozy, romantic accommodations that are perfect for a mini-vacation, honeymoon, or wedding anniversary celebration. You will love the unique charm of our Berkshires, Massachusetts inns. Many guesthouses include complimentary breakfasts and unbeatable hospitality. Browse our bed & breakfasts and plan your Berkshires, Massachusetts romantic getaway today!

Berkshires, Massachusetts Bed & Breakfasts, B&Bs, Inns & Guesthouses


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Romantic getaway at Lenox country inn

Romantic getaway at Lenox country inn Lenox, Massachusetts Bed & Breakfasts
Starting At
$150
per Night

Lenox, Massachusetts Bed & Breakfasts - More than a B&B, we are a 17room Inn with all the amenities! Located in Lenox Village yet set back on 5 lush acres with personalized service, spa treatments, pool and great food. Explore our 200 acre farm winery in Richmond for cross-country, hiking.

Weathervane Inn

Weathervane Inn South Egremont, Massachusetts Bed & Breakfasts
Starting At
$125
per Night

South Egremont, Massachusetts Bed & Breakfasts - The Weathervane Inn, listed in the National Register of Historic Places,is a 1785 once-farmhouse and 1835 Greek Revival addition.

1831 Zachariah Eddy House Bed & Breakfast

1831 Zachariah Eddy House Bed & BreakfastMiddleborough, Massachusetts Bed & Breakfasts
Contact For Rates & Specials!

Middleborough, Massachusetts Bed & Breakfasts - 1831 historic home offers quiet, comfortable elegance, sumptuous breakfasts and lobster in season. Within 35 miles of Boston, Providence, Plymouth, Cape Cod, Newport and the Martha's Vineyard ferry. Specializing in complete Getaway Packages.

Christines Bed and Breakfast and Tea Room

Christines Bed and Breakfast and Tea RoomBerkshires, Massachusetts Bed & Breakfasts
Starting At
$117
per Night

Berkshires, Massachusetts Bed & Breakfasts - A 1780 colonial with several Guest rooms with anemities of a hotel. opened in 1987.



Other Listings You May Be Interested In

Beechwood Inn

Beechwood InnBarnstable, Massachusetts Bed & Breakfasts
Contact For Rates & Specials!

Barnstable, Massachusetts Bed & Breakfasts - Enjoy the romance of an award-winning romantic Victorian inn. Antiques, fireplaces, a/c, water views, gourmet breakfast. "THE place to stay on 6A" says BOSTON Magazine. AAA 3 diamond

A Beach House Oceanfront Bed & Breakfast

A Beach House Oceanfront Bed & Breakfast Plymouth, Massachusetts Bed & Breakfasts
Starting At
$175
per Night

Plymouth, Massachusetts Bed & Breakfasts - Guests call The Beach House "A dream of a place... a little bit of paradise." Others claim it, we're Plymouth's only B&B at the ocean's edge. Casual elegance, an unforgettable view...sunrises, sailboats, seals and sand. You really can see forever!

Birchwood Inn- Best Breakfast in New England

Birchwood Inn- Best Breakfast in New England Lenox, Massachusetts Bed & Breakfasts
Starting At
$180
per Night

Lenox, Massachusetts Bed & Breakfasts - Comfortable and timeless elegance in a romantic 1767 bed and breakfast inn. 11 warm and welcoming guestrooms, 9 fireplaces, fireside library, shady porch, stone-fenced gardens, and "best breakfast in New England."

Experience New England Charm @ White Swan

Experience New England Charm @ White Swan Plymouth, Massachusetts Bed & Breakfasts
Starting At
$135
per Night

Plymouth, Massachusetts Bed & Breakfasts - Unique Historic Inn by a sandy beach . Central to Boston and Cape Cod. Modern amenities with yesteryear's comforts. Walk the beach enjoy the garden or visit museums. It's all within reach and your hostess will guide each personal preference. Full BF

Captain's House Inn

Captain's House Inn Abington, Massachusetts Bed & Breakfasts
Starting At
$185
per Night

Abington, Massachusetts Bed & Breakfasts - This elegant AAA Four Diamond sea captain's estate is the perfect choice for a romantic getaway. Featuring 16 luxurious rooms with 4 poster beds, fireplaces, whirlpools, TV/DVDs full breakfast and 2 acres of lawns, fountains and gardens with pool.

Hampton Terrace Bed & Breakfast

Hampton Terrace Bed & Breakfast Lenox, Massachusetts Bed & Breakfasts
Starting At
$115

Lenox, Massachusetts Bed & Breakfasts - Built in 1897 - an inn since 1937. 1 mile to Tanglewood. Sconces, fireplaces, elaborate moldings, breath-taking three-story suspended stair. Rooms are air-conditioned & feature antiques, vintage fabics, fireplaces, spa tubs.


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