Book Guest Houses in Pittsfield, VT

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Pittsfield

The Trailside Inn

The Trailside Inn

3 out of 5
115 Coffee House Road, Killington, VT
$189 nightly
The price is $208 total per night
$208 total
Oct 6 - Oct 7
Total with taxes and fees
This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Breakfast included
Parking included
Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts

Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts

Get rates
This guesthouse includes a garden and barbecue grills.
Air conditioning
Parking available
The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!

The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!

$767 nightly
The price is $867 total per night
$867 total
Oct 5 - Oct 6
Total with taxes and fees
Ski-in/ski-out access and a hot tub are featured at this smoke-free guesthouse. Laundry facilities and barbecue grills are also provided.
Hot Tub
Pet friendly
Salt Ash Inn

Salt Ash Inn

3 out of 5
4758 Route 100A, Plymouth, VT
Get rates
A bar/lounge and a terrace are featured at this guesthouse, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a library are also on offer.
Parking included
Free WiFi
Adorable guesthouse that sleeps 5. Dogs welcome, great wifi. SuperHost

Adorable guesthouse that sleeps 5. Dogs welcome, great wifi. SuperHost

Get rates
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Pittsfield
View all properties
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 hotels in Pittsfield

Woodstock Inn & Resort

Woodstock Inn & Resort

Fourteen The Green, Woodstock, VT
$449 nightly
The price is $494 total per night from Nov 2 to Nov 3
$494 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (534 reviews)

Pittsfield Guest Houses essential information

Accommodation
5 Guest Houses
Lowest Price
$131
Highest Price
$867
Popular accommodation
The Trailside Inn, Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts, The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!, Salt Ash Inn, Adorable guesthouse that sleeps 5. Dogs welcome, great wifi. SuperHost

Explore more Guest Houses

Popular accommodation searches

More places to stay in Pittsfield

Book on Expedia