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Our top choices for Pittsfield pet-friendly hotels

Clear River Inn
Clear River Inn
8.8 out of 10, Excellent, (85)

Serene Architect-designed Vermont Chalet 4 Bedroom Home
Serene Architect-designed Vermont Chalet 4 Bedroom Home

Killington area home - 4-seasons & hot tub. Sleeps 13+
Killington area home - 4-seasons & hot tub. Sleeps 13+
9.8 out of 10, Exceptional, (119)

NEW! Serene Architect-Designed Vermont Chalet
NEW! Serene Architect-Designed Vermont Chalet

Mountain Top - Fresh Pond - Killington - Hot Tub
Mountain Top - Fresh Pond - Killington - Hot Tub
9.8 out of 10, Exceptional, (10)

Sweet Life - GetAway
Sweet Life - GetAway

Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington
Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington
9.0 out of 10, Wonderful, (14)

Sweet Life Brought to you by GetAway Vacations
Sweet Life Brought to you by GetAway Vacations
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.
Top Pittsfield Hotel Reviews
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Hotels near popular Pittsfield Attractions
- Hotels near Killington Resort
- Hotels near Middlebury College
- Hotels near Green Mountain National Forest
- Hotels near Pico Mountain at Killington Ski Resort
- Hotels near Killington Peak
- Hotels near Billings Farm and Museum
- Hotels near Vermont State Fairgrounds
- Hotels near Paramount Theater
- Hotels near Wilson Castle
- Hotels near Killington Adventure Center
Pittsfield Hotels by Star Rating
Explore more hotels
- Mountain Sports Inn
- The Jackson
- On The River Inn
- Courtyard Middlebury
- Après Inn Killington
- Lincoln Inn & Gallery
- Best Western Inn & Suites Rutland-Killington
- Emrose Luxury Cabins
- Hampton Inn Rutland
- Greenbrier Inn
- Sleep Woodstock Motel
- Mountain Meadows Lodge
- Ski in & out Spruce Glen Townhomes on Great Eastern Trail
- Cozy Loft for two with Hot Tub & Mtn Views
- The Mountain Top Inn & Resort
- The Lilac Inn
- Snowed Inn
- Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
- The Vesper
- Killington Grand Hotel