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
B&B
Top B&B in Berkshire County

The Cornell Inn, Lenox & The Berkshires
203 Main St Lenox MA
Free Cancellation
Reserve now, pay when you stay
$178 nightly
The price is $198 total per night
$198 total
Nov 15 - Nov 16
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
2 Oak Street West Stockbridge MA
$145 nightly
The price is $159 total per night
$159 total
Nov 15 - Nov 16
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.
Parking included
Free WiFi

Wilder House Berkshires
48 S Main Street Sheffield MA
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $211 total per night
$211 total
Nov 17 - Nov 18
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

The Trail in Adams - Berkshires’ Art Hotel
10 Pleasant Street Adams MA
$169 nightly
The price is $188 total per night
$188 total
Dec 15 - Dec 16
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

Brook Farm Inn
15 Hawthorne Street Lenox MA
$170 nightly
The price is $192 total per night
$192 total
Nov 15 - Nov 16
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

Chambery Inn
199 Main St Lee MA
$194 nightly
The price is $217 total per night
$217 total
Nov 22 - Nov 23
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

Granville House
98 Division St Housatonic MA
$229 nightly
The price is $256 total per night
$256 total
Nov 20 - Nov 21
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

Devonfield Inn B&B
85 Stockbridge Rd. Lee MA
$369 nightly
The price is $412 total per night
$412 total
Nov 16 - Nov 17
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

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 28 - Nov 29
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

The Berkshire Mountain Inn
518 S Main St Great Barrington MA
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a lobby fireplace, and a communal living room are also on offer.
Breakfast included
Pet friendly

33 Main
33 Main Street Lenox MA
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
Don't see what you're looking for?
See all available properties in Berkshire County
View all propertiesLowest 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.
Top B&B in Berkshire County

The Cornell Inn, Lenox & The Berkshires
203 Main St Lenox MA
Free Cancellation
Reserve now, pay when you stay
$178 nightly
The price is $198 total per night
$198 total
Nov 15 - Nov 16
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
2 Oak Street West Stockbridge MA
$145 nightly
The price is $159 total per night
$159 total
Nov 15 - Nov 16
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.
Parking included
Free WiFi

Wilder House Berkshires
48 S Main Street Sheffield MA
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $211 total per night
$211 total
Nov 17 - Nov 18
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

The Trail in Adams - Berkshires’ Art Hotel
10 Pleasant Street Adams MA
$169 nightly
The price is $188 total per night
$188 total
Dec 15 - Dec 16
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

Brook Farm Inn
15 Hawthorne Street Lenox MA
$170 nightly
The price is $192 total per night
$192 total
Nov 15 - Nov 16
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

Chambery Inn
199 Main St Lee MA
$194 nightly
The price is $217 total per night
$217 total
Nov 22 - Nov 23
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

Granville House
98 Division St Housatonic MA
$229 nightly
The price is $256 total per night
$256 total
Nov 20 - Nov 21
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

Devonfield Inn B&B
85 Stockbridge Rd. Lee MA
$369 nightly
The price is $412 total per night
$412 total
Nov 16 - Nov 17
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

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 28 - Nov 29
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

The Berkshire Mountain Inn
518 S Main St Great Barrington MA
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a lobby fireplace, and a communal living room are also on offer.
Breakfast included
Pet friendly

33 Main
33 Main Street Lenox MA
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
Don't see what you're looking for?
See all available properties in Berkshire County
View all propertiesLowest 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.
Top hotels in Berkshire County

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
190 Meadow Street South Lee MA
$128 nightly
The price is $143 total per night from Nov 15 to Nov 16
$143 total
Nov 15 - Nov 16
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
Berkshire County B&B essential information
Accommodation | 34 B&B |
|---|---|
Lowest Price | $85 |
Highest Price | $462 |
Popular accommodation | The Cornell Inn, Lenox & The Berkshires, Shaker Mill Inn, Wilder House Berkshires, The Trail in Adams - Berkshires’ Art Hotel, Brook Farm Inn, Chambery Inn, Granville House, Devonfield Inn B&B, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Berkshire Mountain Inn, 33 Main, Lakehouse Inn |
Berkshire County B&B essential information
Accommodation | 34 B&B |
|---|---|
Lowest Price | $85 |
Highest Price | $462 |
Popular accommodation | The Cornell Inn, Lenox & The Berkshires, Shaker Mill Inn, Wilder House Berkshires, The Trail in Adams - Berkshires’ Art Hotel, Brook Farm Inn, Chambery Inn, Granville House, Devonfield Inn B&B, The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Berkshire Mountain Inn, 33 Main, Lakehouse Inn |
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