Two large silos, a barn, and a green field under a blue sky.

Find Historic Hotels in Montgomery, NY from CA $175

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Check availability on Montgomery Historic Hotels

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Montgomery historic hotels

Restaurant
Banquet hall
Reception
Lobby

1. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
United States
randall
CA $142
CA $175 total
includes taxes & fees
Oct 18 - Oct 19
Overlook Lodge at Bear Mountain
Property grounds
Dining
Exterior
Room

2. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
United States
Jasmine
CA $276
CA $462 total
includes taxes & fees
Sep 21 - Sep 22
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Terrace/patio
Exterior
Interior
Interior

3. Riverfront stone cottage Private dock & boats Personal spa private resort

Riverfront stone cottage Private dock & boats Personal spa private resort
Gardiner
United States
Paul T.
CA $630
CA $1,119 total
includes taxes & fees
Sep 28 - Sep 29
Riverfront stone cottage Private dock & boats Personal spa private resort
Interior
Property grounds
Exterior
Property grounds

4. Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets

Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets
Mountainville
United States
Robert D.
CA $1,601
CA $2,193 total
includes taxes & fees
Sep 20 - Sep 21
Storm King Lodge - Storm King Art Center, West Point, Woodbury Commons Outlets
View all properties

Top Montgomery Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good
"Very clean room. Hotel stairs carpets were okay. Nice breakfast and very friendly staff. Nice comfortable bed and large pillow selection."
morgan 3-night trip
Posted 10 hours ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

8/10 Good
"Everything was nice and clean ..good service and staff uncomfortable pillows my only complaint"
Scott 1-night trip
Posted 2 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

10/10 Excellent
"Non"
bhaeldin 2-night trip
Posted 5 days ago
Ramada by Wyndham Newburgh/West Point
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"Parking was super easy with plenty of spaces available at the entrances. The room was clean and relatively quiet. Because the hotel is off the highway there wasn't a lot of road noise. The hallways show a lot of wear and tear but if you get past this aspect and into your room all is acceptable."
Cynthia 1-night trip
Posted 6 days ago
Holiday Inn Express Poughkeepsie by IHG

Frequently asked questions

What should a history enthusiast expect from a trip to Montgomery?
You'll probably want to seek out the places with historical relevance during your trip to Montgomery. Why not absorb the local color with a visit to the restaurants?
How many historical hotels are there in Montgomery?
Montgomery is home to 26 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical sites and other places to visit in Montgomery?
Favorite places to visit include Highland Lakes State Park, City Winery Hudson Valley, and Thomas Bull Memorial Park. Additionally, you'll find Woodbury Common Premium Outlets in the area.
What is a historic hotel like in Montgomery?
When you choose a historic hotel, you'll stay someplace that has an officially recognized historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be identified as a historic hotel as long as it's of special interest. Traditional architecture and period features are often preserved in the public spaces and guestrooms of historic hotels in Montgomery, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. though overall the terms are quite similar. The architecture and actual building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value as well as how it shaped the community.
Do historic hotels in Montgomery have modern facilities?
Hotels have the safety features and modern conveniences you expect to find, while every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found in most hotels should be available at a historic hotel. Rest assured that when you select a historic hotel in Montgomery, you won't find yourself staying at a place that is rundown or uncomfortable.

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