Book the Best HISTORIC Hotels in Windham in 2026

Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter

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Our top choices for Windham historic hotels

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Windham

Tyler G.

CA $287 total

includes taxes & fees

May 28 - May 29

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Windham

Ahmad O.

CA $189 total

includes taxes & fees

May 24 - May 25

West Kill Barnhouse: Ski, Work & Unwind

West Kill

Vijay S.

CA $1,006 total

includes taxes & fees

Jun 22 - Jun 23

Woodstock Historic Artist Estate - The Museum House

Woodstock

Strati P.

CA $892 total

includes taxes & fees

May 25 - May 26

View all properties

Top Windham Hotel Reviews

Spark by Hilton West Coxsackie

6/10 Okay

"Basic accommodations for one night. Unfortunately our room had a sewer smell and there was hair on the floor in the bathroom especially behind the door. If it was cleaner and didn't smell would give five stars."

Howard Johnson by Wyndham Saugerties

6/10 Okay

"Trucker hotel. But not bad."

Frequently asked questions

What can a history enthusiast expect from a trip to Windham?

A visit to the sights with historical relevance in Windham is probably on top of your sightseeing itinerary. While you're here, you can visit the ski slopes and mountain landscape. During your stay in this relaxing area, you can also relish a trip to the coffeehouses.

How many historical hotels are there in Windham?

In Windham, there are 282 hotel accommodations bookable on Expedia though not many historic hotels to choose from.

What are the top historical places and other sights to visit in Windham?

Favorite places to visit include Windham Country Club, Windham Mountain Resort, and Catskill State Park. A couple of additional sights to add to your agenda are Windham Vineyards and Winery and Ashland Park.

What is a historic hotel like in Windham?

When you choose a historic hotel, you'll sleep someplace that has a national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be considered a historic hotel as long as it has special significance. Traditional architecture and period features are often found within the guestrooms or public spaces of these historic hotels in Windham, bringing the history to life.

What is the difference between a historic hotel and a heritage hotel?

You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. overall though the terms are similar. The architecture and building of a historic hotel is generally what's most important. For a heritage hotel, often it's the cultural value along with how it inspired the community.

Do historic hotels in Windham have modern facilities?

Hotels have the safety features and modern conveniences you've come to expect, though efforts have been made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the normal amenities found at a contemporary hotel will be available in a historic hotel. When you choose a historic hotel in Windham, don't worry that you'll find a place that's uncomfortable for guests or simply rundown.