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Find Historic Hotels in Woodstock, NY

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Check availability on Woodstock Historic Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Woodstock Historic Hotels

Outdoor pool
Woodstock Historic Artist Estate - The Museum House

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 SAR 2,057
SAR 3,578 total
includes taxes & fees
9 Dec - 10 Dec
Woodstock Historic Artist Estate - The Museum House
Hypo-allergenic bedding, free WiFi, bed sheets
Roosevelt Inn of Hyde Park

Roosevelt Inn of Hyde Park

2.5 star property
Hyde Park
9.4 out of 10, Exceptional, (550)
"A very comfortable room, along with a good continental breakfast in their cute little shop. We'd definitely stay there again!"
United States
Beth
The price is SAR 473
SAR 535 total
includes taxes & fees
11 Dec - 12 Dec
Roosevelt Inn of Hyde Park
Exterior detail
Inn the Woods Bed and Breakfast

Inn the Woods Bed and Breakfast

3.5 star property
Hyde Park
9.8 out of 10, Exceptional, (136)
"Harry was great, room clean and fresh, breakfast amazing "
United States
Frank
The price is SAR 687
SAR 777 total
includes taxes & fees
31 Dec - 1 January 2026
Inn the Woods Bed and Breakfast
Hiking
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (338)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
The price is SAR 841
SAR 951 total
includes taxes & fees
9 Dec - 10 Dec
Journey Inn Bed & Breakfast
Exterior
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

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 SAR 321
SAR 549 total
includes taxes & fees
9 Dec - 10 Dec
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Terrace/patio
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Kingston
9.4 out of 10, Exceptional, (22)
"This was a great stay away, just for a couple of quiet days. Inside the house was excellent. "
United States
Dennis M.
The price is SAR 321
SAR 855 total
includes taxes & fees
11 Dec - 12 Dec
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Property grounds
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Clinton Corners
8.2 out of 10, Very Good, (11)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
The price is SAR 525
SAR 730 total
includes taxes & fees
9 Dec - 10 Dec
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Fridge, microwave, oven, stovetop
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Lanesville
9.8 out of 10, Exceptional, (16)
"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 SAR 692
SAR 1,847 total
includes taxes & fees
11 Dec - 12 Dec
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Property grounds
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

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

Windham
9.0 out of 10, Wonderful, (54)
"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 SAR 540
SAR 900 total
includes taxes & fees
14 Dec - 15 Dec
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Property grounds
Private room on secluded 7 acres , access to entire house including patio, porch

Private room on secluded 7 acres , access to entire house including patio, porch

Clinton Corners
8.6 out of 10, Excellent, (30)
"It was just as advertised! Host was nice included fruit and coffee "
United States
matt w.
The price is SAR 563
SAR 777 total
includes taxes & fees
9 Dec - 10 Dec
Private room on secluded 7 acres , access to entire house including patio, porch
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 Woodstock Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"The staff was very freindly and helpful. I thought this place was a great value. Clean room. Breakfast was good. I took advantage of the fitness room which was nice to have. Good location, close to restaurants and a grocery store. "
Mark 1-night trip
Posted 2 days ago
Quality Inn Hyde Park Poughkeepsie North

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Frequently asked questions

What should I expect on my historical trip to Woodstock?
A trip to the historical places in Woodstock is probably on top of your sightseeing itinerary. During your visit, why not check out the art scene and forests?
How many historically relevant hotels will I find in Woodstock?
In Woodstock, you'll find 124 hotel accommodations bookable on Expedia but not many designated as historic hotels.
What are the must-see historical places and other sights in Woodstock?
Woodstock is notable for landmarks like Overlook Mountain Trailhead. Cultural venues include Colony and SweetHeart Gallery. Additionally, you'll find Hunter Mountain in the area.
What is a historic hotel like in Woodstock?
By booking a historic hotel, guests can spend a night or two in a place that has a national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be turned into a historic hotel provided that it's of special interest. Traditional architecture and period features are typically found within the guestrooms or public spaces of historic hotels in Woodstock, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common 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 actual building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value along with how it shaped the community.
Do historic hotels in Woodstock have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, but every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi, and the amenities found in any hotel will also be available in a historic hotel. When you book a historic hotel in Woodstock, don't worry that you'll find yourself staying at a place that's uncomfortable or rundown.