Book Guest Houses in Windham
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 Windham

The Herwood Inn
148 Tinker St Woodstock NY
The price is CA $546 per night
CA $546
CA $612 total
Dec 13 - Dec 14
includes taxes & fees
Stay at this guesthouse in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions The Comeau Property and Woodstock Public Library are located nearby.
Hot tub
Pet-friendly

Shadowcrest
973 Main St Fleischmanns NY
The price is CA $181 per night
CA $181
CA $199 total
Dec 13 - Dec 14
includes taxes & fees
Stay at this guesthouse in Fleischmanns. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Belleayre Mountain Ski Center and Pine Hill Community Center are located nearby.
Breakfast included
Pet-friendly

The Woodbine Inn
144 Malden Ave Palenville NY
Book a stay at this golf guesthouse in Palenville. Enjoy free WiFi, free parking, and a garden. Popular attractions Kaaterskill Falls and North-South Lake Campground & Day Use Area are located nearby.
Pet-friendly
Parking included

The Old Catskill Game Farm Inn
400 Game Farm Rd Catskill NY
Book a stay at this historic guesthouse in Catskill. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Kaaterskill Falls and North-South Lake Campground & Day Use Area are located nearby.
Pet-friendly
Parking included

LEEDS A GREAT ESCAPE
Leeds NY
Stay at this guesthouse in Catskill. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Catskill Golf Club and Thomas Cole National Historic Site are located nearby.
Air conditioning
Parking available

Guesthouse Minutes from the Mountain!
Windham NY
Stay at this guesthouse in Windham. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

Silas House
11548 New York 23A Lexington NY
Stay at this guesthouse in Lexington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Zadock Pratt Museum and Pratt Museum are located nearby.
Breakfast included
Parking included

Gateway Lodge Bed & Breakfast
11 Highlands Road Highmount NY
Stay at this guesthouse in Highmount. Enjoy free WiFi, free parking, and a garden. Popular attractions Belleayre Mountain Ski Center and Pine Hill Community Center are located nearby.
Pet-friendly
Parking included
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 Windham

Albergo Allegria Hotel
43 State Route 296 Windham NY
The price is CA $247 per night from Nov 29 to Nov 30
CA $247
CA $266 total
Nov 29 - Nov 30
includes taxes & fees
9.6/10 Exceptional! (289 reviews)
Windham Guest Houses essential information
Accommodation | 8 Guest Houses |
|---|---|
Lowest Price | CA $197 |
Highest Price | CA $612 |
Popular accommodation | The Herwood Inn, Shadowcrest, The Woodbine Inn, The Old Catskill Game Farm Inn, LEEDS A GREAT ESCAPE, Guesthouse Minutes from the Mountain!, Silas House, Gateway Lodge Bed & Breakfast, Spillian |






