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Rookwood Inn

Lenox, MA

"Where Memories are Made"

from $185

4.6 (42)
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Rookwood Inn

Rookwood Inn

from $185

Lenox, MA

4.6 (42)

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Arlington's West Mountain Inn

Arlington, VT

Elegant Country Retreat with fantastic views, gourmet dining, spacious guestrooms.

from $155

4.6 (23)
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Birchwood Inn

Lenox, MA

Enjoy 15% off January-April reservations. Best Breakfast in New England!

from $199

4.8 (25)
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Birchwood Inn

Birchwood Inn

from $199

Lenox, MA

4.8 (25)

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Inn at Stockbridge

Stockbridge, MA

Enjoy a beautiful 12 acre property convenient to all the Berkshire attractions.

from $170

4.4 (97)
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Inn at Stockbridge

Inn at Stockbridge

from $170

Stockbridge, MA

4.4 (97)

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Gateways Inn

Lenox, MA

Located in the heart of Lenox, Massachusetts, in the Berkshire Hills, the Gateways Inn offers a p...

from $180

4.2 (14)
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Gateways Inn

Gateways Inn

from $180

Lenox, MA

4.2 (14)

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1800 Devonfield Inn, an English Country Estate

Lee, MA

Historic English Country Estate in the Heart of the Berkshires on 30 acre pastoral meadow

from $180

4.6 (179)
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Applegate Inn

Lee, MA

Recommended by: Frommer's, Karen Brown's Guides, Massachusetts, An explorer's Guide

from $150

4.5 (120)
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Applegate Inn

Applegate Inn

from $150

Lee, MA

4.5 (120)

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Brook Farm Inn

Lenox, MA

There is poetry here. Brook Farm Inn welcomes you to the grace of its past and the comforts of th...

from $159

4.5 (11)
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Brook Farm Inn

Brook Farm Inn

from $159

Lenox, MA

4.5 (11)

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The Garden Gables Inn

Lenox, MA

Top-rated 15 room inn on 5 quiet, private acres steps from restaurants and shops of Lenox Village

from $199

4.6 (103)
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The Garden Gables Inn

The Garden Gables Inn

from $199

Lenox, MA

4.6 (103)

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The Birches at Steep Acres Farm

Williamstown, MA

The Birches Bed & Breakfast is located approximately two miles from Williams College and the cent...

from $125

4.7 (31)
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The Birches at Steep Acres Farm

The Birches at Steep Acres Farm

from $125

Williamstown, MA

4.7 (31)

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Cornell Inn, Lenox

Lenox, MA

You're gonna LOVE it here!

from $99

4.3 (231)
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Cornell Inn, Lenox

Cornell Inn,  Lenox

from $99

Lenox, MA

4.3 (231)

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Hampton Terrace B&B

Lenox, MA

Described as "absolutely perfect" by Traditional Home Magazine. See our Specials Page!

from $199

4.6 (5)
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Hampton Terrace B&B

Hampton Terrace B&B

from $199

Lenox, MA

4.6 (5)

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Whistlers Inn

Lenox, MA

Featured on National T.V. - The Travel Channel. An English Tudor mansion built in 1820 in the hea...

from $90

4.0 (78)
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Whistlers Inn

Whistlers Inn

from $90

Lenox, MA

4.0 (78)

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House On Main Street

Williamstown, MA

The charm of the Victorian era with the luxury of the 21st Century. This Quiet, cozy bed & breakf...

from $99

4.0 (10)
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House On Main Street

House On Main Street

from $99

Williamstown, MA

4.0 (10)

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1862 Seasons on Main Bed and Breakfast

Stockbridge, MA

An elegant boutique inn, built in 1862 and listed on the National Register of Historic Places

from $185

4.8 (1)

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1862 Seasons on Main Bed and Breakfast

1862 Seasons on Main Bed and Breakfast

from $185

Stockbridge, MA

4.8 (1)

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Berkshire's Chambery Inn

Lee, MA

A one of a kind Bed and Breakfast,Chateau Chambery Inn, circa 1885, with its French design and 9 ...

from $85

4.6 (43)
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Seven Hills Inn

Lenox, MA

Hotel set in refurbished 1911 Tudor Mansion, blending modern comfort with antique furnishings.

from $100

4.8 (21)

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Seven Hills Inn

Seven Hills Inn

from $100

Lenox, MA

4.8 (21)

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The Summer White House

Lenox, MA

Many of the area's finest restaurants and specialty shops within walking distance!

from $160

4.6 (28)

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Hill Farm Inn

Arlington, VT

Enjoy spectacular mountain and valley views in all directions from this very special property sit...

from $140

4.4 (15)
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Hill Farm Inn

Hill Farm Inn

from $140

Arlington, VT

4.4 (15)

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Inn At Richmond

Richmond, MA

The Inn at Richmond, a Relaxing and Gracious Four Season Country Inn in the Berkshires

from $160

4.2 (36)
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Inn At Richmond

Inn At Richmond

from $160

Richmond, MA

4.2 (36)

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The Stockbridge Country Inn

Stockbridge, MA

Closest Inn to The Norman Rockwell Museum, Chesterwood, Tanglewood & Berkshire Botannical Gardens!

from $139

4.6 (17)

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The Stockbridge Country Inn

The Stockbridge Country Inn

from $139

Stockbridge, MA

4.6 (17)

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Shaker Mill Inn

West Stockbridge, MA

Welcome to the Shaker Mill Inn... Nestled in the charming small town of West Stockbridge, MA, in ...

from $109

4.4 (12)
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Shaker Mill Inn

Shaker Mill Inn

from $109

West Stockbridge, MA

4.4 (12)

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Federal House Inn

South Lee, MA

"We have never experienced hospitality such as yours" The Gambles, Essex, England

from $150

4.6 (130)
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Federal House Inn

Federal House Inn

from $150

South Lee, MA

4.6 (130)

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Four Chimneys Inn

Bennington, VT

One of New England’s premier inns located on 11 magnificent acres in historic Old Benningto...

from $129

4.6 (44)
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Four Chimneys Inn

Four Chimneys Inn

from $129

Bennington, VT

4.6 (44)

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Maple Shade Bed & Breakfast

Stillwater, NY

Located minutes from Saratoga Springs, peace & serenity await the visitor.

from $130

5.0 (12)

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Maple Shade Bed & Breakfast

Maple Shade Bed & Breakfast

from $130

Stillwater, NY

5.0 (12)

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Inn at Silver Maple Farm

East Chatham, NY

Elegant simplicity minutes from Hudson, Lenox, Stockbridge, Lee and Chatham.

from $130

4.9 (2)
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Inn at Silver Maple Farm

Inn at Silver Maple Farm

from $130

East Chatham, NY

4.9 (2)

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Arlington Inn

Arlington, VT

This 1847 Historic Inn, is a village Estate, with 16 Guest Rooms in three buildings; offering Can...

from $149

4.2 (23)
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Arlington Inn

Arlington Inn

from $149

Arlington, VT

4.2 (23)

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The White House Inn

Wilmington, VT

An exceptional building offering elegant yet relaxed accomodation near Mount Snow.

from $170

4.4 (16)

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The White House Inn

The White House Inn

from $170

Wilmington, VT

4.4 (16)

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The Ira Allen House

Arlington, VT

If you long for a real Bed and Breakfast then visit us! Wake to wonderful aromas of home cooking.

from $115

4.7 (11)

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The Ira Allen House

The Ira Allen House

from $115

Arlington, VT

4.7 (11)

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from $135

4.7 (2)
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The Morgan State House

The Morgan State House

from $135

Albany, NY

4.7 (2)

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Eddington House Inn

North Bennington, VT

from $109

4.8 (36)

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Eddington House Inn

Eddington House Inn

from $109

North Bennington, VT

4.8 (36)

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Historic Merrell Inn

South Lee, MA

from $100

4.4 (41)
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Historic Merrell Inn

Historic Merrell Inn

from $100

South Lee, MA

4.4 (41)

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from $175

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The Guest House at Field Farm

The Guest House at Field Farm

from $175

Williamstown, MA

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Taraden

North Bennington, VT

from $165

4.9 (12)
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Taraden

Taraden

from $165

North Bennington, VT

4.9 (12)

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Berkshire Mountain House

Stephentown, NY

from $99

4.7 (52)

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Berkshire Mountain House

Berkshire Mountain House

from $99

Stephentown, NY

4.7 (52)

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Conroy's B & B

Stockbridge, MA

from $120

4.3 (24)
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Conroy's B & B

Conroy's B & B

from $120

Stockbridge, MA

4.3 (24)

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Kemble Inn

Lenox, MA

from $335

4.9 (5)
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Kemble Inn

Kemble Inn

from $335

Lenox, MA

4.9 (5)

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Kemble Inn

Lenox, MA

from $115

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Kemble Inn

Kemble Inn

from $115

Lenox, MA

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from $100

4.6 (58)
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The Wilmington Inn & Tavern

The Wilmington Inn & Tavern

from $100

Wilmington, VT

4.6 (58)

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from $125

4.8 (8)

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Candlelight Bed and Breakfast

Candlelight Bed and Breakfast

from $125

Jacksonville, VT

4.8 (8)

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The Dumaine House

Jacksonville, VT

from $90

4.8 (5)

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The Dumaine House

The Dumaine House

from $90

Jacksonville, VT

4.8 (5)

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Mile Hill B&B

Kinderhook, NY

from $100

4.9 (9)

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Mile Hill B&B

Mile Hill B&B

from $100

Kinderhook, NY

4.9 (9)

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White Horse Inn B&B

Pittsfield, MA

from $100

4.7 (19)
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White Horse Inn B&B

White Horse Inn B&B

from $100

Pittsfield, MA

4.7 (19)

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Haflinger Haus

adams, MA

from $95

5 (1)

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Haflinger Haus

Haflinger Haus

from $95

adams, MA

5 (1)

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Journeys End Lodge

Williamstown, MA

from $165

4.9 (3)

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Journeys End Lodge

Journeys End Lodge

from $165

Williamstown, MA

4.9 (3)

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from $55

4.6 (35)
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Olde Judge Mansion

Olde Judge Mansion

from $55

Troy, NY

4.6 (35)

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Van Schaack House

Kinderhook, NY

from $150

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Van Schaack House

Van Schaack House

from $150

Kinderhook, NY

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1896 House

Williamstown, MA

from $179

4.5 (65)
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1896 House

1896 House

from $179

Williamstown, MA

4.5 (65)

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Nutmeg Country Inn B&B

Wilmington, VT

from $99

4.6 (34)
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Nutmeg Country Inn B&B

Nutmeg Country Inn B&B

from $99

Wilmington, VT

4.6 (34)

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The Inn on East Main Street

North Adams, MA

from $150

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The Inn on East Main Street

The Inn on East Main Street

from $150

North Adams, MA

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South Shire Inn

Bennington, VT

from $115

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South Shire Inn

South Shire Inn

from $115

Bennington, VT

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The Cambridge Farm B & B

Cambridge, NY

from $135

4.8 (58)

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The Cambridge Farm B & B

The Cambridge Farm B & B

from $135

Cambridge, NY

4.8 (58)

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from $100

4.9 (20)

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Angel Wing Hollow Bed & Breakfast

Angel Wing Hollow Bed & Breakfast

from $100

Niverville, NY

4.9 (20)

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Safford Mill Inn and Cafe

Bennington, VT

from $95

4.8 (2)
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Safford Mill Inn and Cafe

Safford Mill Inn and Cafe

from $95

Bennington, VT

4.8 (2)

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Topia Inn

Adams, MA

from $210

4.4 (32)

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Topia Inn

Topia Inn

from $210

Adams, MA

4.4 (32)

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from $95

Brookwood Bed and Breakfast

Brookwood Bed and Breakfast

from $95

Plainfield, MA

Eastgate Inn B&B

Lenox, MA

from $95

Eastgate Inn B&B

Eastgate Inn B&B

from $95

Lenox, MA

The Deming House

Arlington, VT

from $135

5.0 (18)

The Deming House

The Deming House

from $135

Arlington, VT

5.0 (18)

Stonover Farm

Lenox, MA

from $325

4.4 (1)

Stonover Farm

Stonover Farm

from $325

Lenox, MA

4.4 (1)

Blackinton Manor

North Adams, MA

from $120

4.0 (3)

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Blackinton Manor

Blackinton Manor

from $120

North Adams, MA

4.0 (3)

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Pine Haven B&B

Albany, NY

from $69

2.4 (1)

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Pine Haven B&B

Pine Haven B&B

from $69

Albany, NY

2.4 (1)

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