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Pick from 2 Pittsfield Hotels with Free Parking and compare room rates, reviews, and availability. Most hotels are fully refundable.
Clear River Inn
Clear River Inn
8.8 out of 10, Excellent, (85)
Sweet Life - GetAway
Sweet Life - GetAway
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.
Find out more about Pittsfield
Find out more about Pittsfield
Recent reviews of Pittsfield hotels
Recent reviews of Pittsfield hotels
5/5 Excellent
"Great place to stay for Killington. The mountain, food and shops all within a mile. "
A verified traveler stayed at Mountain Sports Inn
Posted 18 hours ago
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Hotels near popular Pittsfield Attractions
- Hotels near Killington Resort
- Hotels near Pico Mountain at Killington Ski Resort
- Hotels near Middlebury College
- Hotels near Green Mountain National Forest
- Hotels near Killington Peak
- Hotels near Paramount Theater
- Hotels near Billings Farm and Museum
- Hotels near Sunrise Village Triple Ski Lift
- Hotels near Bear Mountain Quad Ski Lift
- Hotels near Rutland Regional Medical Center
Pittsfield Hotels by Star Rating
Explore more hotels
- Mountain Sports Inn
- Turn of River Lodge
- My Place Hotel-Randolph VT
- Courtyard Middlebury
- Brandon Inn
- Sleep Woodstock Motel
- Greenbrier Inn
- Summit Lodge
- Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
- Snowed Inn
- Cozy Loft for two with Hot Tub
- 506 On the River Inn
- The Mountain Top Inn & Resort
- The Jackson House Inn
- Middlebury Sweets Motel
- Mountain Meadows Lodge
- Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
- Ski in & out Spruce Glen Townhomes on Great Eastern Trail
- Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
- Happy Bear Motel