Book a Bed and Breakfast in Berkshire County, MA

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Top cities with B&B to explore in Berkshire County

Great Barrington

Great Barrington

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Great Barrington

Top B&B in Berkshire County

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St Lenox MA
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $183 total per night
$183 total
Nov 30 - Dec 1
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.
Breakfast included
Parking included
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street West Stockbridge MA
$104 nightly
The price is $115 total per night
$115 total
Dec 2 - Dec 3
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A library is also provided.
Breakfast included
Parking included
Wilder House Berkshires

Wilder House Berkshires

2 out of 5
48 S Main Street Sheffield MA
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $174 total per night
$174 total
Dec 9 - Dec 10
Total with taxes and fees
This bed & breakfast features free self parking and a garden. Free cooked-to-order breakfast is served. A lobby fireplace, a communal living room, and a picnic area are also on offer.
Breakfast included
Parking included
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St. Lee MA
$193 nightly
The price is $216 total per night
$216 total
Dec 4 - Dec 5
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a snack bar/deli, and a picnic area are also on offer.
Breakfast included
Parking included
Chambery Inn

Chambery Inn

3 out of 5
199 Main St Lee MA
$190 nightly
The price is $212 total per night
$212 total
Nov 30 - Dec 1
Total with taxes and fees
A hot tub, free self parking, and free newspapers are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.
Hot Tub
Spa
The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel

2.5 out of 5
10 Pleasant Street Adams MA
$174 nightly
The price is $194 total per night
$194 total
Nov 30 - Dec 1
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Parking included
Free WiFi
Granville House

Granville House

3 out of 5
98 Division St Housatonic MA
$199 nightly
The price is $222 total per night
$222 total
Dec 4 - Dec 5
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Free full breakfast is served. A picnic area and luggage storage are also provided.
Breakfast included
Pet friendly
Brook Farm Inn

Brook Farm Inn

3.5 out of 5
15 Hawthorne Street Lenox MA
$150 nightly
The price is $168 total per night
$168 total
Nov 30 - Dec 1
Total with taxes and fees
This bed & breakfast features a bar/lounge, a poolside bar, and an outdoor pool. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A garden, a lobby fireplace, and a communal living room are also on offer.
Pool
Breakfast included
Devonfield Inn B&B

Devonfield Inn B&B

4 out of 5
85 Stockbridge Rd. Lee MA
$379 nightly
The price is $423 total per night
$423 total
Nov 30 - Dec 1
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A business center, a terrace, and a garden are also on offer.
Pool
Breakfast included
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 out of 5
5 Greenwood Street Lenox MA
Get rates
This bed & breakfast features free WiFi in public areas, wedding services, and free self parking. Enjoy the free on-the-go breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Breakfast included
Pet friendly
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
26 Glendale Road, RR 183 Stockbridge MA
$414 nightly
The price is $462 total per night
$462 total
Dec 11 - Dec 12
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.
Pool
Breakfast included
33 Main

33 Main

4 out of 5
33 Main Street Lenox MA
$450 nightly
The price is $503 total per night
$503 total
Dec 4 - Dec 5
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A lobby fireplace, a communal living room, and express check-in are also on offer.
Breakfast included
Parking included
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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.

Berkshire County B&B essential information

Accommodation
34 B&B
Lowest Price
$115
Highest Price
$503
Popular accommodation
The Cornell Inn, Lenox & The Berkshires, Shaker Mill Inn, Wilder House Berkshires, Lakehouse Inn, Chambery Inn, The Trail in Adams - Berkshires’ Art Hotel, Granville House, Brook Farm Inn, Devonfield Inn B&B, Whistler's Inn Bed & Breakfast, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, 33 Main

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