Search Guest Houses in Windham

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Guest Houses in Windham

The Herwood Inn
Exterior detail

The Herwood Inn

4.5 star property
9.6 out of 10, Exceptional, (84)
"Exceptional host and very clean. Would most definitely stay again."
$220 nightly
The price is $246
Oct 27 - Oct 28
Total with taxes and fees
The Herwood Inn
The Woodbine Inn
BBQ/picnic area

The Woodbine Inn

3.5 star property
9.6 out of 10, Exceptional, (19)
"Lovely and peaceful. "
The Woodbine Inn
Shadowcrest
The Turquoise Room | Bathroom | Shower, rainfall showerhead, free toiletries, hair dryer

Shadowcrest

3.5 star property
9.8 out of 10, Exceptional, (258)
"Loved everything about my stay! Room was wonderful and the bed was heavenly! House decorated & furnished beautifully! The porch was so comfortable & cozy! Sitting out there was so peaceful & serene!! Brenden was fantastic!! Would highly recommend staying at Shadowcrest!!"
$135 nightly
The price is $149
Oct 2 - Oct 3
Total with taxes and fees
Shadowcrest
Catskills Hideaway w/ Sauna Minutes from Hiking
Exterior

Catskills Hideaway w/ Sauna Minutes from Hiking

9.6 out of 10, Exceptional, (10)
"Loved staying at this property tucked away in Mt. Tremper. Walking distance to some great restaurants, the Zen buddhist monastery and good access to wifi. My dog also had a great time walking nearby. I wasn't sure where to dispose of my dog bags, but other than that, a perfect stay."
$210 nightly
The price is $220
Oct 28 - Oct 29
Total with taxes and fees
Catskills Hideaway w/ Sauna Minutes from Hiking
Beds on Clouds
Porch

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
$183 nightly
The price is $197
Sep 30 - Oct 1
Total with taxes and fees
Beds on Clouds
The Old Catskill Game Farm Inn
Property amenity

The Old Catskill Game Farm Inn

3.5 star property
9.6 out of 10, Exceptional, (25)
"Shawn was a great host for the place, would highly recommend for a nice city getaway "
The Old Catskill Game Farm Inn
LEEDS A GREAT ESCAPE
Property grounds

LEEDS A GREAT ESCAPE

9.2 out of 10, Wonderful, (37)
"Peaceful and quiet but not too far away from some great restaurants and beautiful views!"
LEEDS A GREAT ESCAPE
Bowie Mountain Studio in heart of the Hudson-Valley's best nature, food, shops.
Exterior

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

10.0 out of 10, Exceptional, (25)
"Really enjoyed the stay here - very easy and communication was great. Would stay again and recommend highly!"
Bowie Mountain Studio in heart of the Hudson-Valley's best nature, food, shops.
Gateway Lodge Bed & Breakfast
Breakfast area

Gateway Lodge Bed & Breakfast

3.5 star property
8.2 out of 10, Very Good, (26)
"Stayed here one night for a wedding. The owners seem to take care of everything including cooking breakfast for their guests. We don't stay at many B&Bs but this one was a pleasant, albeit brief, experience."
Gateway Lodge Bed & Breakfast
Amazing Views, Away from it all!
Exterior

Amazing Views, Away from it all!

Amazing Views, Away from it all!
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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Top Windham Hotel Reviews

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Nice staff. Enjoyed the free breakfast and late checkout :) Hot tub too "
Karlei 2-night trip
Posted 5 days ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Find out more about Windham

Find out more about Windham

Windham Guest Houses information

Number of reviews
497
Accommodation
11 Guest Houses
Lowest Price
$149
Highest Price
$246

Frequently asked questions

What is the nightly rate for a guest house in Windham?
Rates for Windham guest houses vary, but travelers can find great-value prices from $149 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Windham guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
Are there any family-friendly guest houses in Windham?
Beds on Clouds is a delightful choice for families visiting Windham, NY. This charming guest house has a friendly setting where you can truly unwind after a day filled with adventure. Families will appreciate the daily housekeeping, ensuring your space remains tidy and comfortable throughout your stay.
What's the difference between a Windham guest house and a B&B?
A guest house in Windham is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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