Find Historic Hotels in Windham, NY

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Check availability on Windham Historic Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Windham Historic Hotels

Moore's Motel
Outdoor pool

Moore's Motel

2.5 star property
8.6 out of 10, Excellent, (150)
"Beautiful place! "
The price is AED 441
AED 476 total
includes taxes & fees
13 Oct - 14 Oct
Moore's Motel
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior

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

9.2 out of 10, Wonderful, (38)
"Great place for an incredible price. We would definitely stay here again."
The price is AED 264
AED 484 total
includes taxes & fees
5 Oct - 6 Oct
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Property grounds

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

9.0 out of 10, Wonderful, (51)
"Great communication with host Nice spacious clean apartment. Good location "
The price is AED 404
AED 726 total
includes taxes & fees
2 Nov - 3 Nov
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Fridge, microwave, oven, stovetop

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

9.8 out of 10, Exceptional, (14)
"We had a great stay, the place was beautiful and so many thoughtful amenities!"
The price is AED 753
AED 1,790 total
includes taxes & fees
3 Nov - 4 Nov
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Entire Renovated Country House, Sleeps 7, Pets, Creek Across the Street
Smart TV, fireplace, offices

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

10.0 out of 10, Exceptional, (5)
"Beautiful setting. Great light throughout the house. Convenient to the ski mountains"
The price is AED 1,267
AED 2,408 total
includes taxes & fees
5 Oct - 6 Oct
Entire Renovated Country House, Sleeps 7, Pets, Creek Across the Street
Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!
Interior

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

10.0 out of 10, Exceptional, (15)
"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!"
The price is AED 1,098
AED 2,245 total
includes taxes & fees
9 Oct - 10 Oct
Mountain Paradise: Newly Renovated House with Stunning Views, Hiking, Creek!
Woodstock Historic Artist Estate - The Museum House
Outdoor pool

Woodstock Historic Artist Estate - The Museum House

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!"
The price is AED 2,013
AED 3,518 total
includes taxes & fees
12 Oct - 13 Oct
Woodstock Historic Artist Estate - The Museum House
Woodstock Historic Artist Estate - The Carriage House
Fridge, microwave, oven, stovetop

Woodstock Historic Artist Estate - The Carriage House

9.8 out of 10, Exceptional, (44)
"We absolutely love this place! Comfortable and great location! It’s our second time staying there and can’t wait to go back!"
The price is AED 1,106
AED 2,357 total
includes taxes & fees
5 Oct - 6 Oct
Woodstock Historic Artist Estate - The Carriage House
Woodstock historic artist estate - The Pond House
Exterior

Woodstock historic artist estate - The Pond House

10.0 out of 10, Exceptional, (10)
"Beautiful and relaxing home, very open. It’s like being outside, inside. Lots of nature to explore on the property too. "
Woodstock historic artist estate - The Pond House
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.
View all properties

Top Windham Hotel Reviews

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"The pool was perfect!"
Holly 4-night trip
Posted 12 days ago
Howard Johnson by Wyndham Saugerties
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

10/10 Excellent
"We loved this boutique hotel. The owners and staff were great and the breakfasts were excellent. This is a great place to stay in Windham near the Catskill Mountains."
Garrett 4-night trip
Posted 1 month ago
Albergo Allegria Hotel & Breakfast Restaurant

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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 277 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.