Book a Bed and Breakfast in Berkshire County, MA

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Top cities with B&B to explore in Berkshire County

A row of parked cars along a street lined with brick buildings, including a sign for 'Vault Studio' and 'Hotpoint'.

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

$201 nightly

$225 total

Jun 29 - Jun 30

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

$165 nightly

$181 total

Jul 1 - Jul 2

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

$174 nightly

$194 total

Jul 7 - Jul 8

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

$198 nightly

$221 total

Jun 29 - Jun 30

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

Chambery Inn

199 Main St Lee MA

$300 nightly

$335 total

Jun 29 - Jun 30

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.

Granville House

98 Division St Housatonic MA

Free Cancellation

Reserve now, pay when you stay

$275 nightly

$307 total

Jun 29 - Jun 30

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.

The Berkshire Mountain Inn

518 S Main St Great Barrington MA

Free Cancellation

Reserve now, pay when you stay

$265 nightly

$295 total

Jul 15 - Jul 16

Total with taxes and fees

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.

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

26 Glendale Road, RR 183 Stockbridge MA

$358 nightly

$399 total

Jul 12 - Jul 13

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.

Whistler's Inn Bed & Breakfast

5 Greenwood Street Lenox MA

$200 nightly

$223 total

Jun 29 - Jun 30

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.

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$419 nightly

$468 total

Jun 29 - Jun 30

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.

33 Main

33 Main Street Lenox MA

$663 nightly

$740 total

Jul 23 - Jul 24

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.

The Inn at Stockbridge

30 East Street Lee MA

$458 nightly

$512 total

Jul 20 - Jul 21

Total with taxes and fees

This bed & breakfast features an outdoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

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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.