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Compare 6 Guest Houses in Pittsfield with updated reviews, rates, and availability.

The Trailside Inn

3.0 star property
9.0 out of 10, Wonderful, (126)
"Loved"
The price is AED 607
AED 667 total
includes taxes & fees
23 Feb - 24 Feb
The Trailside Inn

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

9.4 out of 10, Exceptional, (33)
"Overall a great place in a beautiful area next to a skii hill. There were issues with bugs throughout the place when we first arrived. Its important to note there is no mobile service within a mile of this place so make sure to have your wifi and checkin details available. Some parts of the room were dusty and had cobwebs but the owner did have plenty of towels and supplies to make our stay great."
Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts

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

10.0 out of 10, Exceptional, (1)
"Our group had a wonderful stay. The ski out location is great and worked well even for our beginning skiers. The amenities were as described and the views are amazing. The property owner was extremely responsive when a minor issue arose. We highly recommend!"
The Slopeside Estate Guesthouse: Ski On/Off, Hot Tub, Views!

Serene dog-friendly guest house with mountain views, fireplace, & firepit

9.2 out of 10, Wonderful, (12)
"More glasses, wine glasses in particular. Better towels. Figure out TV. I used my streaming credentials, if that is what’s expected pls state that. Bedroom TV I could not figure out and did not use."
Serene dog-friendly guest house with mountain views, fireplace, & firepit

110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool

8.0 out of 10, Very Good, (5)
"Beds not terrible. Sofa bed very terrible. Great pool. Reasanable price vs quality. Renovated in pass years. Clean place"
The price is AED 444
AED 652 total
includes taxes & fees
16 Mar - 17 Mar
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool

Salt Ash Inn

3.0 star property
6.0 out of 10, (126)
"Great place, close proximity to Killington. Clean & quiet...Recommend this location."
Salt Ash Inn
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.
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Other property types in Pittsfield

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (230)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

9.0 out of 10, Wonderful, (43)
"Great location, great accommodations. Easy in and out, no issues at all!"
The price is AED 349
AED 664 total
includes taxes & fees
18 Feb - 19 Feb
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
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.