Find Historic Hotels in Windham, NY

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Windham Historic Hotels

Top Windham Historic Hotels

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

Windham
8.8 out of 10, Excellent, (53)
"Check in & checkout and communication super easy. Location is excellent. A/C and hot water great. For 4 guys on a 2 day golf trip it worked fine. "
United States
david d.
The price is AED 364
AED 674 total
includes taxes & fees
19 Nov - 20 Nov
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

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

Windham
9.2 out of 10, Wonderful, (40)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
The price is AED 264
AED 484 total
includes taxes & fees
19 Nov - 20 Nov
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Moore's Motel

2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
"Stay here every time we are in the area. And its always a great stay and a good time down the street at the prattsville tavern. Moores is excellent"
United States
John
The price is AED 441
AED 476 total
includes taxes & fees
19 Nov - 20 Nov
Moore's Motel

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Lanesville
9.8 out of 10, Exceptional, (15)
"Simply perfect! This house was clean, fully stocked of all necessities and optimally located for hiking, town hoping, art seeing and brewery bouncing. Would love to come back in the winter for its proximity to Hunter Mountain. Highly recommend!"
United States
Sarah P.
The price is AED 719
AED 1,773 total
includes taxes & fees
19 Nov - 20 Nov
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Entire Renovated Country House, Sleeps 7, Pets, Creek Across the Street

West Kill
10.0 out of 10, Exceptional, (5)
"Beautiful setting. Great light throughout the house. Convenient to the ski mountains"
United States
Timothy M.
The price is AED 1,583
AED 2,817 total
includes taxes & fees
19 Nov - 20 Nov
Entire Renovated Country House, Sleeps 7, Pets, Creek Across the Street

Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!

West Kill
10.0 out of 10, Exceptional, (16)
"Wow - what a great location to get out and explore - tons of hiking at your fingertips!! Very easy to find - great communication and would def stay here again!"
United States
Lisa S.
The price is AED 1,098
AED 2,233 total
includes taxes & fees
19 Nov - 20 Nov
Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!

Woodstock Historic Artist Estate - The Museum House

Woodstock
10.0 out of 10, Exceptional, (6)
"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"
United States
Strati P.
The price is AED 2,013
AED 3,518 total
includes taxes & fees
19 Nov - 20 Nov
Woodstock Historic Artist Estate - The Museum House

LOCATION! LOCATION!! WALK TO FESTIVALS AND HUNTER MOUNTAIN!!!!

Lanesville
10.0 out of 10, Exceptional, (22)
"Beautiful town and great accommodations. Highly recommended ."
Canada
ezriel g.
The price is AED 992
AED 1,880 total
includes taxes & fees
19 Nov - 20 Nov
LOCATION! LOCATION!! WALK TO FESTIVALS AND HUNTER MOUNTAIN!!!!
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 Windham Hotel Reviews

Explore a world of travel with Expedia

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 278 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 Windham Vineyards and Winery. Additionally, you'll find Hunter Mountain in the area.
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.