Destination
Hotels in Pittsfield
39 properties
Compare 39 hotels in Pittsfield on Hotels of Earth.
The "from" prices are indicative and refreshed regularly; the exact price for your dates is confirmed live the moment you open a hotel — and everything happens on Hotels of Earth itself, with no handoff to a third-party site.
9Hilton Garden Inn Lenox Pittsfield
★★★ · 294 reviews
9.3Hotel on North
434 reviews
8.4Best Western Plus Berkshire Hills Inn & Suites
★★★ · 576 reviews
Holiday Inn & Suites Pittsfield-Berkshires by IHG
★★★★ · 299 reviews
8.6Berkshire Mountain Lodge
★★★★ · 1181 reviews
7.2Berkshire Inn
★★ · 628 reviews
8.8Clear River Inn
★★★ · 50 reviews
4.4Fairbridge Inn Express Pittsfield
★★★ · 365 reviews
7.4Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
★★ · 36 reviews
6.8Rodeway Inn Pittsfield
★★ · 56 reviews
7.4Heart of the Berkshires Motel
228 reviews
9Clear River Inn and Tavern
227 reviews
9.3William Watson Hotel
★★★★ · 115 reviews
8.7The Central Downtown Inn Suites
328 reviews
9.6Monroe Street Suites
★★ · 21 reviews
8.7Green Acres Hotel
★★★ · 100 reviews
9Berkshire Vacation Rentals: Chic Pittsfield Home With A View
2 reviews
751 Seymour St
★★★
6Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!
★★★
6Elegant Pittsfield Home Near Downtown & Skiing!
★★★
6Spacious Historic Home in the Berkshires!
★★★
6Serene Architect-designed Vermont Chalet 4 Bedroom Home
★★★
6The Getaway 4 Bedroom Home
★★★
Modern Home with Fast WiFi & Private Patio
★★★★ · 20 reviews
Perfect secluded 3 bedroom cozy getaway home Hawk Landing
Wintergreen 106 - Cozy And Peaceful Condo, Conveniently Located Between Killington And Pittsfield 1 Bedroom Condo by RedAwning
★★★
Silver Spring Chalet Large 4 bedroom, Pittsfield VT, 20 min to Killington Slopes 4 Home by RedAwning
★★
Spacious Cabin Retreat with Hot Tub
Swiss Farm Inn - Entire Inn to Yourself
Country Escape
Sweet Life - Vermont Chalet - 6 Person Indoor Hot Tub - 15 Min To Killington 3 Bedroom Home by RedAwning
★★★
Pittsfield Chalet
Silver Spring Chalet - GetAway
★★★
Walk to Ski Slopes: Jiminy Peak Resort Getaway!
★★★
6 Mi to Skiing: Pet-friendly Home in Pittsfield!
★★★
Sweet Life in Pittsfield
★★
Experience the charm of Peak Hill Home, a cozy 3-BR retreat close to Ski Resort
Sweet Life - GetAway
★★★
Pine Tree Trail Lodge
★★★
Good to know
- How current are the prices for Pittsfield?
- The "from" prices here are refreshed regularly for a sample two-night stay; the exact price for your dates is confirmed live when you open a hotel.
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