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Compare 1,266 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.
The Williams Inn
The Williams Inn
9.6 out of 10, Exceptional, (389)
The price is AED 691
AED 772 total
includes taxes & fees
1 Jan - 2 January 2025
Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1750)
The price is AED 689
AED 792 total
includes taxes & fees
1 Jan - 2 January 2025
Life House Berkshires
Life House Berkshires
9.0 out of 10, Wonderful, (455)
The price is AED 324
AED 362 total
includes taxes & fees
1 Jan - 2 January 2025
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
8.0 out of 10, Very Good, (701)
The price is AED 364
AED 406 total
includes taxes & fees
5 Jan - 6 January 2025
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.0 out of 10, Wonderful, (1004)
The price is AED 356
AED 398 total
includes taxes & fees
5 Jan - 6 January 2025
Hotel On North
Hotel On North
9.6 out of 10, Exceptional, (668)
The price is AED 477
AED 533 total
includes taxes & fees
2 Jan - 3 January 2025
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.
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More cheap stays in Pittsfield
More cheap stays in Pittsfield
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is AED 311 per night from Dec 30 to Dec 31
AED 311
AED 347 total
includes taxes & fees
30 Dec - 31 Dec
8/10 Very Good! (1,000 reviews)
Stay near popular Pittsfield attractions
Stay near popular Pittsfield attractions
Bousquet Ski Area
4/5(9 reviews)
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this quaint area.
Recent reviews of Pittsfield hotels
Recent reviews of Pittsfield hotels
5/5 Excellent
Great affordable inn to experience the Berkshires!
"Very positive experience and good value for money. Not a “high end” inn - linens and towels are lower quality, no fancy toiletries , but very clean friendly place. Rooms a bit older and worn (chips in wood and doors etc)
Loved the free breakfast - not just breads but also hard boiled eggs yogurts , many whole fruits in a nice breakfast room.
Pretty location on a body of water. Nice views from room. Very short drive to downtown Lee , 10 min to Stockbridge "
A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
Posted 23 hours ago
Explore a world of travel with Expedia
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Stay near popular Pittsfield attractions
- Hotels near Bousquet Ski Area
- Hotels near Colonial Theater
- Hotels near Hancock Shaker Village
- Hotels near Berkshire Museum
- Hotels near Pittsfield State Forest
- Hotels near Berkshire Athenaeum
- Hotels near Canoe Meadows Wildlife Sanctuary
- Hotels near Barrington Stage Company
- Hotels near Guido's Marketplace
- Hotels near Herman Melville's Arrowhead
- Hotels near Crane Museum of Papermaking
- Hotels near Arrowhead Museum
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Ski Butternut
- Hotels near Tanglewood Music Center
- Hotels near Catamount Ski Area
- Hotels near National Shrine of the Divine Mercy
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Berkshire East Ski Resort
- Hotels near Green Mountain National Forest
More Hotel Options in Pittsfield
- Adventure Hotels in Pittsfield
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- Business Hotels in Pittsfield
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- Golf Hotels in Pittsfield
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- Hotel Wedding Venues in Pittsfield
- Hotel with a Concierge in Pittsfield
- Hotels with Bars in Pittsfield
- Hotels with Free Parking in Pittsfield
- Hotels with Hot Tubs in Pittsfield
- Hotels with WiFi in Pittsfield
- Hotels with a Pool in Pittsfield
- Hotels with an Indoor Pool in Pittsfield
- Hotels with smoking rooms in Pittsfield
- Luxury Hotels in Pittsfield
- Pet-friendly Hotels in Pittsfield
- Resorts & Hotels with Spas in Pittsfield
- Romantic Hotels in Pittsfield
- Shopping Hotels in Pittsfield
- Ski Hotels in Pittsfield
- Winery Hotels in Pittsfield
More Accommodation Types in Pittsfield
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- Apartments in Pittsfield
- Cottages in Pittsfield
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- Condo Rentals in Pittsfield
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- Resorts in Pittsfield
- B&B in Pittsfield
- Farmstay in Pittsfield
- Aparthotels in Pittsfield
- Guest Houses in Pittsfield
- Chalets in Pittsfield
- Inns in Pittsfield
- Villas in Pittsfield
- Condo Resorts in Pittsfield
- Lodges in Pittsfield
Other Hotels near Pittsfield, Massachusetts
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Explore more hotels
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- Quality Inn
- Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
- The Williams Inn
- Vacation Village in the Berkshires
- The Constance, The Whitlock, & The Dewey By The Lenox Collection
- Quality Inn
- Courtyard by Marriott Lenox Berkshires
- Hampton Inn & Suites Berkshires-Lenox
- Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
- Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
- Club Wyndham Bentley Brook