Compare Pittsfield Guest House Rentals
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Featured Guest Houses in Pittsfield

Killington Haus
2500 Killington Rd Killington VT
$121 nightly
The price is $133 total per night
$133 total
Nov 10 - Nov 11
Total with taxes and fees
At Killington Haus, guests have access to free WiFi in public areas. There's free parking if you drive.
Parking included
Free WiFi

Lincoln Inn & Gallery
2709 Woodstock Rd Woodstock VT
$129 nightly
The price is $142 total per night
$142 total
Nov 10 - Nov 11
Total with taxes and fees
Guests of Lincoln Inn & Gallery enjoy free WiFi in public areas, coffee in a common area, and a picnic area. A stay here includes free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This smoke-free guesthouse also has a fireplace in the lobby.
Parking included
Free WiFi

The Trailside Inn
115 Coffee House Road Killington VT
$159 nightly
The price is $175 total per night
$175 total
Nov 29 - Nov 30
Total with taxes and fees
At The Trailside Inn, guests have access to free WiFi in public areas, meeting rooms, and a library. A stay here includes free parking. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this golf guesthouse include express check-out, a terrace, and a picnic area.
Breakfast included
Parking included

Little House at Saskadena, right at the base of Ski Hill
Pomfret VT
Guests staying at this guesthouse have access to a garden and barbecue grills.
Air conditioning
Parking available

Cozy Cottage Escape Near Woodstock + Killington
Bridgewater VT
At this guesthouse, guests have access to features like laundry facilities.
Parking available
Laundry

Fox Creek Inn LLC
49 Dam Rd Chittenden VT
Guests of Fox Creek Inn LLC enjoy access to free WiFi in public areas, a 24-hour business center, and coffee in a common area. Free parking is available if you drive.
Breakfast included
Parking included

Salt Ash Inn
4758 Route 100A Plymouth VT
Guests of Salt Ash Inn enjoy free WiFi in public areas, coffee in a common area, and a library. You can take advantage of free parking if you drive. Staff members are on hand to provide tour or ticket assistance and luggage storage. Additional amenities include express check-out, a terrace, and barbecue grills.
Parking included
Free WiFi
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.
Hotel Options in Pittsfield

Comfort Inn Rutland - Killington
19 Allen St Rutland VT
$125 nightly
The price is $138 total per night from Nov 15 to Nov 16
$138 total
Nov 15 - Nov 16
Total with taxes and fees
8/10 Very Good! (1,004 reviews)

The Mountain Inn at Killington
47 Old Mill Rd Killington VT
$156 nightly
The price is $172 total per night from Nov 10 to Nov 11
$172 total
Nov 10 - Nov 11
Total with taxes and fees

Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$369 nightly
The price is $406 total per night from Nov 30 to Dec 1
$406 total
Nov 30 - Dec 1
Total with taxes and fees
9.4/10 Exceptional! (629 reviews)
Pittsfield Guest Houses essential information
Accommodation | 8 Guest Houses |
|---|---|
Lowest Price | $133 |
Highest Price | $406 |
Popular accommodation | Killington Haus, Lincoln Inn & Gallery, The Trailside Inn, Little House at Saskadena, right at the base of Ski Hill, Cozy Cottage Escape Near Woodstock + Killington, Fox Creek Inn LLC, Salt Ash Inn, Tranquil apartment w/ mountain views, pond, patio, a/c, kitchenette |

