Find Historic Hotels in Chester, NY from CA $190

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Check availability on Chester Historic Hotels

Our top choices for Chester historic hotels

Restaurant

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,007 reviews)
"It was a beautiful stay."
United States
Shayla
The price is CA $154
CA $190 total
includes taxes & fees
May 10 - May 11
Overlook Lodge at Bear Mountain
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (135 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is CA $256
CA $436 total
includes taxes & fees
May 12 - May 13
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior detail

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Beacon
10.0 out of 10, Exceptional, (56 reviews)
"Great location and quiet just like we like it. Unit was very charming."
Canada
Thomas
The price is CA $157
CA $337 total
includes taxes & fees
May 10 - May 11
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
A heated pool

Luxurious updated 1BR Mtn‑Front Condo The Appalachian • Deck Fireplace #324

Luxurious updated 1BR Mtn‑Front Condo The Appalachian • Deck Fireplace #324
Vernon
10.0 out of 10, Exceptional, (102 reviews)
"Everything was excellent "
United States
James F.
The price is CA $187
CA $386 total
includes taxes & fees
May 13 - May 14
Luxurious updated 1BR Mtn‑Front Condo The Appalachian • Deck Fireplace #324
Exterior

Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #241

Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #241
Vernon
9.2 out of 10, Wonderful, (9 reviews)
"Great spot if staying at mountain creek! "
United States
Anthony
The price is CA $172
CA $384 total
includes taxes & fees
May 13 - May 14
Heated Pool Hot Tubs Sauna Gym Mtn Views Appalachian @ Mtn Creek #241
Exterior

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #340

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #340
Vernon
9.8 out of 10, Exceptional, (20 reviews)
"Nice place! "
United States
Jaime B.
The price is CA $187
CA $403 total
includes taxes & fees
May 13 - May 14
Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #340
Exterior

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #248

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #248
Vernon
10.0 out of 10, Exceptional, (12 reviews)
"Me, my partner and another couple stayed here for a summer weekend, the accommodations were so cozy, everything provided was great! The kitchen was fully equipped and we had pleasant breakfasts in the mornings, we went for the waterpark right around the corner, and we hope to return for the winter season. We all loved the stay! "
United States
David C.
The price is CA $334
CA $663 total
includes taxes & fees
May 13 - May 14
Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #248
Pool

Lakefront 2BR Condo Across from Mtn Creek | Black Creek Sanctuary #09-23M

Lakefront 2BR Condo Across from Mtn Creek | Black Creek Sanctuary #09-23M
vernon
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay, excellent location."
United States
Jacob B.
The price is CA $228
CA $520 total
includes taxes & fees
May 27 - May 28
Lakefront 2BR Condo Across from Mtn Creek | Black Creek Sanctuary #09-23M
Exterior

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #342

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #342
Vernon
10.0 out of 10, Exceptional, (26 reviews)
"We enjoyed our stay at the Appalachian. Our room was very comfortable and clean. A short one minute walk from the slopes with parking underneath made it especially convenient. "
United States
Andrew
The price is CA $187
CA $403 total
includes taxes & fees
May 13 - May 14
Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #342
Exterior

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #312

Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #312
Vernon
9.6 out of 10, Exceptional, (32 reviews)
"Loved our stay. Highly recommend and we’d definitely stay again. "
United States
John R.
The price is CA $334
CA $663 total
includes taxes & fees
May 13 - May 14
Heated Pool Hot Tubs Sauna Gym Deck Mtn Front Appalachian @ Mtn Creek #312
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 Chester Hotel Reviews

Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2/10 Terrible
"There was absolutely no staff at the hotel when we arrived. The police came three separate times trying to locate the person in charge. At least five other customers were also waiting outside, some for more than 8 hours. Hotels.com eventually managed to contact the booking management company, only to discover that my reservation had never actually been made. Just don’t go."
Sebastien 1-night trip
Posted 6 hours ago
Studio 6 Extended Stay Fishkill Route 9 NY

Frequently asked questions

What should a history buff expect from a stay in Chester?
You're already probably planning a visit to historical sites during your trip to Chester. During your stay, you can visit the shops and restaurants.
How many historical hotels will I find in Chester?
In Chester, you'll find 18 lodging options bookable on Expedia though not many historic hotels to choose from.
What are the top historical sites and other places to visit in Chester?
Chester is notable for landmarks like Museum Village. A couple of additional sights to add to your agenda are Castle Fun Center and The Rock Sports Complex.
What is a historic hotel like in Chester?
When you book a historic hotel, you'll sleep in a building that has an officially recognized national historic designation. A castle, a palace or even a pub or an old police station can be considered a historic hotel provided that it has special significance. Traditional architecture and period features can be admired within the guestrooms or public spaces of these historic hotels in Chester, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and building of historic hotels are generally the most important aspect. For a heritage hotel, mainly, it's cultural value as well as how it inspired the community.
Do historic hotels in Chester have modern facilities?
Hotels have the safety features and modern conveniences you might expect, but every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the amenities found in most hotels should be available at a historic hotel. Rest assured that when you select a historic hotel in Chester, you won't be staying at a place that's uncomfortable or rundown.

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