Book Guest Houses in Windham, NY

Top Guest Houses in Windham

The Herwood Inn

148 Tinker St, Woodstock, NY

$222 nightly

$249 total

Nov 3 - Nov 4

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a hot tub on site, and a terrace and a garden are also provided.

Hot Tub

Pet friendly

The Woodbine Inn

144 Malden Ave, Palenville, NY

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A garden, a snack bar/deli, and a picnic area are also on offer.

Pet friendly

Parking included

Shadowcrest

973 Main St, Fleischmanns, NY

$135 nightly

$149 total

Oct 13 - Oct 14

Total with taxes and fees

This guesthouse features a terrace, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a communal living room, and a picnic area are also on offer.

Breakfast included

Pet friendly

Catskills Hideaway w/ Sauna Minutes from Hiking

$210 nightly

$220 total

Oct 28 - Oct 29

Total with taxes and fees

This guesthouse includes a garden and barbecue grills.

Pet friendly

Air conditioning

Beds on Clouds

5320 Main Street, Windham, NY

$183 nightly

$197 total

Oct 6 - Oct 7

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. You'll appreciate the area shuttle, terrace, and garden.

Parking included

Free WiFi

The Old Catskill Game Farm Inn

400 Game Farm Rd, Catskill, NY

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room, a picnic area, and laundry facilities are also on offer.

Pet friendly

Parking included

LEEDS A GREAT ESCAPE

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This guesthouse includes a garden and barbecue grills.

Air conditioning

Parking available

Bowie Mountain Studio in heart of the Hudson-Valley's best nature, food, shops.

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This guesthouse features a garden, laundry facilities, and barbecue grills.

Pet friendly

Free WiFi

Gateway Lodge Bed & Breakfast

11 Highlands Road, Highmount, NY

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and a picnic area are also on offer.

Pet friendly

Parking included

Amazing Views, Away from it all!

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Ski-in/ski-out access and a gym are featured at this smoke-free guesthouse. A garden, laundry facilities, and barbecue grills are also on offer.

Air conditioning

Gym

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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 hotels in Windham

Albergo Allegria Hotel & Breakfast Restaurant

43 State Route 296, Windham, NY

$156 nightly

$169 total

Oct 5 - Oct 6

Total with taxes and fees

9.6/10 Exceptional! (269 reviews)

Windham Guest Houses essential information

Accommodation	10 Guest Houses
Lowest Price	$139
Highest Price	$253
Popular accommodation	The Herwood Inn, The Woodbine Inn, Shadowcrest, Catskills Hideaway w/ Sauna Minutes from Hiking, Beds on Clouds, The Old Catskill Game Farm Inn, LEEDS A GREAT ESCAPE, Bowie Mountain Studio in heart of the Hudson-Valley's best nature, food, shops., Gateway Lodge Bed & Breakfast, Amazing Views, Away from it all!