Book Guest Houses in Pittsfield
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Guest Houses in Pittsfield
Lincoln Inn & Gallery
2709 West Woodstock Rd Woodstock VT
Free cancellation
Reserve now, pay when you stay
The price is CA $256 per night
CA $256
CA $282 total
Jun 25 - Jun 26
includes taxes & fees
Stay at this inn in Woodstock. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Union Arena Community Center and Ottaquechee River are located nearby.
Parking included
Free WiFi
Killington Haus
2500 Killington Rd Killington VT
The price is CA $155 per night
CA $155
CA $170 total
Jun 15 - Jun 16
includes taxes & fees
Stay at this guesthouse in Killington. Enjoy free WiFi, free parking, and a restaurant. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Parking included
Free WiFi
The Trailside Inn
115 Coffee House Road Killington VT
The price is CA $223 per night
CA $223
CA $245 total
Jun 15 - Jun 16
includes taxes & fees
Book a stay at this golf guesthouse in Killington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Killington Resort and Green Mountain National Golf Course are located nearby.
Breakfast included
Parking included
Red Barn Cottage · Firepit & Mountain Views
Pomfret VT
Stay at this guesthouse in South Pomfret. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Saskadena Six Ski Area and Marsh-Billings-Rockefeller National Historical Park are located nearby.
Air conditioning
Parking available
The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!
Killington VT
Book a stay at this ski guesthouse in Killington. Enjoy free WiFi, laundry facilities, and ski-in/ski-out access. Popular attractions Killington Resort and Skyeship Express Gondola Stage II are located nearby.
Hot tub
Pet-friendly
Adorable guesthouse that sleeps 5. Dogs welcome, great wifi. SuperHost
Warren VT
Stay at this guesthouse in Warren. Enjoy a garden, laundry facilities, and patios. Popular attractions Sugarbush Ski Resort and Moosewalk Studios and Gallery are located nearby.
Pet-friendly
Air conditioning
Fox Creek Inn LLC
49 Dam Rd Chittenden VT
Stay at this inn in Chittenden. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lefferts Pond and Proctor-Pittsford Country Club are located nearby.
Breakfast included
Parking included
Salt Ash Inn
4758 Route 100A Plymouth VT
Stay at this guesthouse in Plymouth. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Calvin Coolidge Historic Site and Calvin Coolidge Homestead are located nearby.
Parking included
Free WiFi
Tranquil apartment w/ mountain views, pond, patio, a/c, kitchenette
Pittsfield VT
Stay at this guesthouse in Pittsfield. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Roger Clark Memorial Central Library and Liberty Hill Farm are located nearby.
Free WiFi
Air conditioning
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 trending hotels in Pittsfield
Killington area home - 4-seasons, hot tub and A/C
Pittsfield VT
9.8/10 Exceptional! (125 reviews)
Pittsfield Guest Houses essential information
Accommodation | 5 Guest Houses |
|---|---|
Lowest Price | CA $169 |
Highest Price | CA $783 |
Popular accommodation | Lincoln Inn & Gallery, Killington Haus, The Trailside Inn, Red Barn Cottage · Firepit & Mountain Views, The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!, Adorable guesthouse that sleeps 5. Dogs welcome, great wifi. SuperHost, Fox Creek Inn LLC, Salt Ash Inn, Tranquil apartment w/ mountain views, pond, patio, a/c, kitchenette |