Cheshire B&B
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B&B in Cheshire

The Cornell Inn, Lenox & The Berkshires
203 Main St Lenox MA
$178 nightly
The price is $198 total per night
$198 total
Nov 9 - Nov 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at The Cornell Inn, Lenox & The Berkshires in Lenox, you'll be in the historical district, within a 5-minute drive of Tanglewood Music Center and Lenox Library.
Breakfast included
Parking included

Shaker Mill Inn
2 Oak Street West Stockbridge MA
$145 nightly
The price is $159 total per night
$159 total
Nov 8 - Nov 9
Total with taxes and fees
With a stay at Shaker Mill Inn in West Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Ebenezer II Gifts and Antiques.
Parking included
Free WiFi

The Trail in Adams - Berkshires’ Art Hotel
10 Pleasant Street Adams MA
$174 nightly
The price is $194 total per night
$194 total
Nov 8 - Nov 9
Total with taxes and fees
With a stay at The Trail in Adams - Berkshires’ Art Hotel in Adams, you'll be near ski lifts, just steps from Adams Theater and a 2-minute drive from Susan B. Anthony Birthplace Museum.
Parking included
Free WiFi

Inn at Silver Maple Farm
1871 State Route 295 East Chatham NY
$164 nightly
The price is $184 total per night
$184 total
Dec 2 - Dec 3
Total with taxes and fees
Located in East Chatham, Inn at Silver Maple Farm is within a 15-minute drive of Furnace Brook Winery at Hilltop Orchards and Mount Lebanon Shaker Village.
Breakfast included
Parking included

Brook Farm Inn
15 Hawthorne Street Lenox MA
$179 nightly
The price is $203 total per night
$203 total
Dec 1 - Dec 2
Total with taxes and fees
When you stay at Brook Farm Inn in Lenox, you'll be near ski lifts, within a 5-minute drive of Tanglewood Music Center and Shakespeare and Company.
Pool
Breakfast included

Chambery Inn
199 Main St Lee MA
$234 nightly
The price is $261 total per night
$261 total
Nov 8 - Nov 9
Total with taxes and fees
A stay at Chambery Inn places you in the heart of Lee, a 4-minute drive from Lee Premium Outlets and 6 minutes from The Mount.
Hot Tub
Spa

Devonfield Inn B&B
85 Stockbridge Rd. Lee MA
$369 nightly
The price is $412 total per night
$412 total
Nov 13 - Nov 14
Total with taxes and fees
With a stay at Devonfield Inn B&B in Lee, you'll be next to a golf course, within a 15-minute drive of Tanglewood Music Center and Greenock Country Club.
Pool
Breakfast included

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183 Stockbridge MA
$414 nightly
The price is $462 total per night
$462 total
Nov 26 - Nov 27
Total with taxes and fees
When you stay at The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood in Stockbridge, you'll be next to a golf course, within a 5-minute drive of Berkshire Botanical Garden and Norman Rockwell Museum.
Pool
Breakfast included

33 Main
33 Main Street Lenox MA
With a stay at 33 Main, you'll be centrally located in Lenox, within a 5-minute drive of Tanglewood Music Center and Lenox Library.
Breakfast included
Parking included

Lakehouse Inn
615 Laurel St. Lee MA
With a stay at Lakehouse Inn in Lee, you'll be on a lake, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.
Breakfast included
Parking included

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox MA
$295 nightly
The price is $338 total per night
$338 total
Nov 9 - Nov 10
Total with taxes and fees
With a stay at this bed & breakfast in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and Lenox Library.
Air conditioning

Whistler's Inn Bed & Breakfast
5 Greenwood Street Lenox MA
$138 nightly
The price is $154 total per night
$154 total
Nov 6 - Nov 7
Total with taxes and fees
When you stay at Whistler's Inn Bed & Breakfast in Lenox, you'll be in the historical district, within a 5-minute drive of Wyndhurst Golf & Club and Tanglewood Music Center.
Breakfast included
Pet friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cheshire B&B essential information
Accommodation | 46 B&B |
|---|---|
Lowest Price | $154 |
Highest Price | $462 |
Popular accommodation | The Cornell Inn, Lenox & The Berkshires, Shaker Mill Inn, The Trail in Adams - Berkshires’ Art Hotel, Inn at Silver Maple Farm, Brook Farm Inn, Chambery Inn, Devonfield Inn B&B, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, 33 Main, Lakehouse Inn, Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen, Whistler's Inn Bed & Breakfast |
