Search Guest Houses in Windham from CA $167

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Windham Guest Houses

The Herwood Inn

4.5 star property
9.6 out of 10, Exceptional, (82)
"Exceptional host and very clean. Would most definitely stay again."
The price is CA $374
CA $419 total
includes taxes & fees
Aug 13 - Aug 14
The Herwood Inn

Shadowcrest

3.5 star property
9.8 out of 10, Exceptional, (252)
"Brendan was very friend. We had a very relaxing stay. We felt like we had the place to ourselves, it was so quiet. Bed was very comfortable so slept very well. Bath was nicely remodeled. It was the perfect location for us to attend a local wedding."
The price is CA $167
CA $184 total
includes taxes & fees
Aug 25 - Aug 26
Shadowcrest

Catskills Hideaway w/ Sauna Minutes from Hiking

9.6 out of 10, Exceptional, (9)
"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."
Catskills Hideaway w/ Sauna Minutes from Hiking

Beds on Clouds

3.0 star property
7.4 out of 10, Good, (67)
"Great spot for a weekend getaway"
The price is CA $236
CA $255 total
includes taxes & fees
Aug 13 - Aug 14
Beds on Clouds

Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking

10.0 out of 10, Exceptional, (4)
"Awesome cabin and I would go back to this spot anytime!! "
The price is CA $251
CA $495 total
includes taxes & fees
Aug 13 - Aug 14
Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking

The Old Catskill Game Farm Inn

3.5 star property
9.6 out of 10, Exceptional, (23)
"I loved everything about this place ! The room the giraffe house it’s so gorgeous ! Sean the man who takes care of and manages the property is so knowledgeable. He gave my boyfriend and I a tour around the whole property with his goats and when I tell you this man knows the property HE KNOWS THE PROPERTY & history of the area. The experience wouldn’t have been the same with out him. "
The Old Catskill Game Farm Inn

The Woodbine Inn

3.5 star property
9.6 out of 10, Exceptional, (18)
"Lovely and peaceful. "
The Woodbine Inn

LEEDS A GREAT ESCAPE

9.0 out of 10, Wonderful, (36)
"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.

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

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!

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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windham Hotel Reviews