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B&B Pittsfield

99 Bed and Breakfasts in and around Pittsfield City (Massachusetts, United States)

Our top selectionPrice: Low → HighPrice: High → LowBest rated

Accommodation type

Holiday home

Apartment

Bed & breakfast

Small-scale hotel

Inn

Small scaled holiday estate

Review score

General amenities

Free Wifi

Electric vehicle charging station

Garden

Pets allowed

Free parking

Sauna

More

Room Amenities

Private bathroom

Family room

Private entrance

Air conditioning

Bath

Private terrace

More

Accessibility

Wheelchair accessible

Entire unit located on ground floor

Adults only

Berkshire Mountain Lodge - B&B Pittsfield

Berkshire Mountain Lodge - B&B Pittsfield

Berkshire Mountain Lodge

Direct reservation

Elegant Pittsfield Home Near Downtown & Skiing! - B&B Pittsfield

Elegant Pittsfield Home Near Downtown & Skiing! - B&B Pittsfield

Elegant Pittsfield Home Near Downtown & Skiing!

Direct reservation

Spacious Historic Home in the Berkshires! - B&B Pittsfield

Spacious Historic Home in the Berkshires! - B&B Pittsfield

Spacious Historic Home in the Berkshires!

Direct reservation

Accommodations just outside your destination

Near Pittsfield

Beautiful Lenox Home, 3 Mi to Shakespeare & Co! - B&B Lenox

Beautiful Lenox Home, 3 Mi to Shakespeare & Co! - B&B Lenox

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Direct reservation

(7.2 km from Pittsfield)

The Inn at Richmond - B&B Richmond

The Inn at Richmond - B&B Richmond

The Inn at Richmond

Direct reservation

(10.4 km from Pittsfield)

Dual-Home Berkshire Retreat Sleeps 16 - B&B New Lebanon

Dual-Home Berkshire Retreat Sleeps 16 - B&B New Lebanon

Dual-Home Berkshire Retreat Sleeps 16

Direct reservation

(10.7 km from Pittsfield)

33 Main - B&B Lenox

33 Main - B&B Lenox

Direct reservation

(10.7 km from Pittsfield)

Walk to Dining: Downtown Lenox Guest House! - B&B Lenox

Walk to Dining: Downtown Lenox Guest House! - B&B Lenox

Walk to Dining: Downtown Lenox Guest House!

Direct reservation

(10.8 km from Pittsfield)

Gateways Inn - B&B Lenox

Gateways Inn - B&B Lenox

Direct reservation

(10.9 km from Pittsfield)

Spacious 4BR Summer Escape Queechy Lake Passes - B&B New Lebanon

Spacious 4BR Summer Escape Queechy Lake Passes - B&B New Lebanon

Spacious 4BR Summer Escape Queechy Lake Passes

Direct reservation

(10.9 km from Pittsfield)

Brook Farm Inn - B&B Lenox

Brook Farm Inn - B&B Lenox

Direct reservation

(11.4 km from Pittsfield)

1 Mi to Vineyard: Serene Berkshires Country Escape - B&B Richmond

1 Mi to Vineyard: Serene Berkshires Country Escape - B&B Richmond

1 Mi to Vineyard: Serene Berkshires Country Escape

Direct reservation

(11.7 km from Pittsfield)

Eastgate Inn B&B - B&B Lenox

Eastgate Inn B&B - B&B Lenox

Eastgate Inn B&B

Direct reservation

(11.7 km from Pittsfield)

Historic New Lebanon Hideaway on 33 Private Acres! - B&B New Lebanon

Historic New Lebanon Hideaway on 33 Private Acres! - B&B New Lebanon

Historic New Lebanon Hideaway on 33 Private Acres!

Direct reservation

(11.7 km from Pittsfield)

Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak - B&B Hancock

Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak - B&B Hancock

Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak

Direct reservation

(11.9 km from Pittsfield)

Cozy stream-side cabin - B&B Lanesborough

Cozy stream-side cabin - B&B Lanesborough

Cozy stream-side cabin

Direct reservation

(12 km from Pittsfield)

1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor - B&B Hancock

1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor - B&B Hancock

1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor

Direct reservation

(12.3 km from Pittsfield)

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4 - B&B Hancock

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4 - B&B Hancock

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

Direct reservation

(12.3 km from Pittsfield)

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor - B&B Hancock

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor - B&B Hancock

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Direct reservation

(12.3 km from Pittsfield)

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 - B&B Hancock

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 - B&B Hancock

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4

Direct reservation

(12.3 km from Pittsfield)

Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak - B&B Hancock

Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak - B&B Hancock

Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak

Direct reservation

(12.3 km from Pittsfield)

Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn - B&B Hancock

Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn - B&B Hancock

Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn

Direct reservation

(12.3 km from Pittsfield)

Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off - B&B Hancock

Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off - B&B Hancock

Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off

Direct reservation

(12.3 km from Pittsfield)

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4 - B&B Hancock

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4 - B&B Hancock

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Direct reservation

(12.3 km from Pittsfield)

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Pittsfield

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