Compare Pittsfield Guest House Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Guest Houses in Pittsfield
Killington Haus
2500 Killington Rd Killington VT
$121 nightly
The price is $133 total per night
$133 total
Oct 19 - Oct 20
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
$305 nightly
The price is $336 total per night
$336 total
Sep 27 - Sep 28
Total with taxes and fees
Guests of Lincoln Inn & Gallery enjoy free WiFi in public areas, coffee in a common area, and a fireplace in the lobby. 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 picnic area.
Parking included
Free WiFi
The Trailside Inn
115 Coffee House Road Killington VT
$159 nightly
The price is $175 total per night
$175 total
Oct 18 - Oct 19
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 barbecue grills.
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
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 a TV in a common area.
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
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
$156 nightly
The price is $172 total per night from Oct 19 to Oct 20
$172 total
Oct 19 - Oct 20
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$709 nightly
The price is $780 total per night from Oct 27 to Oct 28
$780 total
Oct 27 - Oct 28
Total with taxes and fees
9.4/10 Exceptional! (609 reviews)
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
$163 nightly
The price is $180 total per night from Oct 25 to Oct 26
$180 total
Oct 25 - Oct 26
Total with taxes and fees
7.4/10 Good! (1,001 reviews)
Pittsfield Guest Houses essential information
Accommodation | 7 Guest Houses |
|---|---|
Lowest Price | $133 |
Highest Price | $780 |
Popular accommodation | Killington Haus, Lincoln Inn & Gallery, The Trailside Inn, Little House at Saskadena, right at the base of Ski Hill, Fox Creek Inn LLC, Salt Ash Inn, Tranquil apartment w/ mountain views, pond, patio, a/c, kitchenette |