A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

Our top choices for Windham guest houses

A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.

1. Shadowcrest

Shadowcrest
3.5 star property
Fleischmanns
9.8 out of 10, Exceptional, (288 reviews)
"Host was very nice and bed was clean and comfortable. The bathroom in our room was newly renovated and the big shower had great water pressure!"
United States
Margo
The price is £99
includes taxes & fees
20 Oct - 21 Oct
Shadowcrest
A modern house with a wooden deck, a fire pit, and a covered outdoor seating area.

2. The Herwood Inn

The Herwood Inn
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (136 reviews)
The price is £158
includes taxes & fees
30 Sept - 1 Oct
The Herwood 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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Top Windham Hotel Reviews

Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn

10/10 Excellent
"Cool little spot with the inn at the back of the property and the restaurant at the front. It’s been passed down through the family and I met the owner inside during a quick dinner, down to earth guy. The room is very vey clean and still sporting the original textures and fixtures, real retro feeling, I loved it."
Christopher 2-night trip
Posted 1 day ago
Jimmy OConnors Windham Mountain Inn

Find out more about Windham

Windham Guest Houses information

Number of reviews
424
Accommodation
8 Guest Houses
Lowest Price
£99
Highest Price
£158