Pittsfield hotels

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Best Pittsfield hotels

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Most recommended Pittsfield hotels

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Clear River Inn and Tavern - Pittsfield - Building
Clear River Inn and Tavern
Pittsfield, VT
9.1Wonderful(223)
Parking
Free Wi-Fi
Pet friendly
$153+
Check availability
Mountain Top Fresh Pond Hot Tub - Pittsfield - Patio
Mountain Top Fresh Pond Hot Tub
Pittsfield, VT
Parking
Free Wi-Fi
Pet friendly
$1,119+
Check availability
Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views - Pittsfield - Bedroom
Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views
Pittsfield, VT
$321+
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Killington area home - 4-seasons & hot tub. Sleeps 12+ - Pittsfield
Killington area home - 4-seasons & hot tub. Sleeps 12+
Pittsfield, VT
9.7Wonderful(18)
Free Wi-Fi
Pet friendly
Spa
$384+
Check availability
Hawk Landing: A cozy 3-bedroom retreat perfect for families and pet-friendly getaways. - Pittsfield - Dining room
Hawk Landing: A cozy 3-bedroom retreat perfect for families and pet-friendly getaways.
Pittsfield, VT
10Wonderful(4)
Free Wi-Fi
$541+
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Pittsfield Paradise - Pittsfield - Living room
Pittsfield Paradise
Pittsfield, VT
8.7Very good(9)
$454+
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Sweet Life - Vermont Chalet - 6 Person Indoor Hot Tub - 15 Min To Killington 3 Bedroom Home by RedAwning - Pittsfield - Living room
Sweet Life - Vermont Chalet - 6 Person Indoor Hot Tub - 15 Min To Killington 3 Bedroom Home by RedAwning
Pittsfield, VT
$1,018+
Check availability
Fiddlehead Lane Near Kilington Fireplace Grill - Pittsfield - Balcony
Fiddlehead Lane Near Kilington Fireplace Grill
Pittsfield, VT
Parking
Free Wi-Fi
Pet friendly
$596+
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New Listing - Luxury log home with stunning views - Pittsfield - Balcony
New Listing - Luxury log home with stunning views
Pittsfield, VT
Spa
$1,905+
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The Getaway home - Pittsfield - Living room
The Getaway home
Pittsfield, VT
Parking
Free Wi-Fi
$670+
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The Loft at Fort Defiance - Pittsfield
The Loft at Fort Defiance
Pittsfield, VT
Pet friendly
$167+
Check availability
Casa Bella Inn & Restaurant - Pittsfield
Casa Bella Inn & Restaurant
Pittsfield, VT
10Wonderful(1)
Free Wi-Fi
$118+
Check availability
Sweet Life Brought to you by GetAway Vacations - Pittsfield
Sweet Life Brought to you by GetAway Vacations
Pittsfield, VT
Parking
Free Wi-Fi
Pet friendly
Spa
$969+
Check availability
The Cabin & Loft Fort Defiance - Pittsfield
The Cabin & Loft Fort Defiance
Pittsfield, VT
Pet friendly
$417+
Check availability
Sweet Life - Pittsfield
Sweet Life
Pittsfield, VT
10Wonderful(1)
Free Wi-Fi
$703+
Check availability
Swiss Farm Inn - Killington Area - Pittsfield
Swiss Farm Inn - Killington Area
Pittsfield, VT
$1,989+
Check availability
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KAYAK's top tips for finding Pittsfield hotel deals

  • How long should you stay? KAYAK users usually book their hotel in Rutland for 2 days.

FAQs when booking a hotel in Pittsfield

  • Which freebies do KAYAK users look for when booking a hotel in Pittsfield?

    KAYAK users look for a hotel in Pittsfield with free breakfast.

  • Which amenities do KAYAK users look for when booking a hotel in Pittsfield?

    The most sought-after amenity KAYAK users looked for in their hotel in Pittsfield is: pet friendly.

  • How do I find a hotel in central Pittsfield?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Pittsfield districts. You can also do a search using the city map to choose a specific location, like Pittsfield city center.

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Where to stay in Pittsfield?

Our map will help you find the perfect place to stay in Pittsfield by showing you the exact location of each hotel.

Everything you need to know for your stay in Pittsfield

Pittsfield Hotel Deals. Search and compare hotels in Pittsfield. Find cheap hotel rooms in Pittsfield. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

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