Book a Bed and Breakfast in Berkshire County, MA

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

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
$163 nightly
The price is $182 total per night
$182 total
Oct 27 - Oct 28
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
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

3.5 out of 5
5 Greenwood Street, Lenox, MA
$158 nightly
The price is $177 total per night
$177 total
Nov 3 - Nov 4
Total with taxes and fees
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
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
Oct 27 - Oct 28
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
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street, West Stockbridge, MA
$132 nightly
The price is $145 total per night
$145 total
Nov 4 - Nov 5
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
Tanglewood Suites

Tanglewood Suites

2.5 out of 5
MA-102, Stockbridge, MA
Get rates
A steam room, free self parking, and barbecue grills are featured at this bed & breakfast. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
Breakfast included
Parking included
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
Oct 22 - Oct 23
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 library are also on offer.
Parking included
Free WiFi
Chambery Inn

Chambery Inn

3 out of 5
199 Main St, Lee, MA
$250 nightly
The price is $279 total per night
$279 total
Oct 14 - Oct 15
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
Brook Farm Inn

Brook Farm Inn

3.5 out of 5
15 Hawthorne Street, Lenox, MA
$179 nightly
The price is $200 total per night
$200 total
Nov 2 - Nov 3
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
Lakehouse Inn

Lakehouse Inn

4 out of 5
615 Laurel St., Lee, MA
$191 nightly
The price is $213 total per night
$213 total
Nov 2 - Nov 3
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
Granville House

Granville House

3 out of 5
98 Division St, Housatonic, MA
Free Cancellation
Reserve now, pay when you stay
$219 nightly
The price is $245 total per night
$245 total
Oct 15 - Oct 16
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
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
$335 nightly
The price is $374 total per night
$374 total
Oct 27 - Oct 28
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
Harbour House Inn

Harbour House Inn

3.5 out of 5
725 North State Road, Cheshire, MA
$247 nightly
The price is $262 total per night
$262 total
Oct 27 - Oct 28
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, wedding services, and free self parking. Free full breakfast is served. A garden, a communal living room, and a library are also on offer.
Breakfast included
Parking included
Don't see what you're looking for?
See all available properties in Berkshire County
View all properties
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
33 B&B
Lowest Price
$145
Highest Price
$374
Popular accommodation
The Cornell Inn, Lenox & The Berkshires, Whistler's Inn Bed & Breakfast, Wilder House Berkshires, Shaker Mill Inn, Tanglewood Suites, The Trail in Adams - Berkshires’ Art Hotel, Chambery Inn, Brook Farm Inn, Lakehouse Inn, Granville House, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, Harbour House Inn

Explore More Ways to Travel with Travelocity