The Best Historic Hotels in Hudson Valley, NY from ￥19,882 in 2026

A wooden structure with a bridge over a body of water, surrounded by trees.

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Our top choices for Hudson Valley historic hotels

A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.

A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.

A table set for a formal event with candles, flowers, and glassware.

A large outdoor swimming pool surrounded by trees and a covered pavilion.

1. Overlook Lodge at Bear Mountain

Bear Mountain

randall

￥16,148

￥19,882 total

includes taxes & fees

Oct 5 - Oct 6

A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

A red barn with a small window, surrounded by lush greenery and trees.

A room with large windows, a potted plant, and a hanging plant.

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

Clinton Corners

Sharen B.

￥21,233

￥29,358 total

includes taxes & fees

Sep 28 - Sep 29

A kitchen with a checkered floor, wooden cabinets, a white refrigerator, and hanging plants.

A cozy living room with a wooden floor, a floral sofa, a small table with a vase, and a large window with a view of greenery.

3. Omega Special 1860s farm house 3 miles away

Clinton Corners

Kim B.

￥21,233

￥30,248 total

includes taxes & fees

Sep 30 - Oct 1

A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

An outdoor patio with a striped rug, seating, a fire pit, and string lights.

A bedroom with a large bed, a dark double door, a radiator, a small potted plant, and a view into the adjacent room.

A modern kitchen with a stainless steel refrigerator, a dining table with chairs, and a potted plant.

4. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Kingston

Clara L.

￥18,980

￥42,592 total

includes taxes & fees

Sep 30 - Oct 1

A house with a view of a bridge and mountains.

A two-story house with a stone foundation and a patio with outdoor furniture.

A kitchen with a marble table, white chairs, wooden cabinets, a microwave, a toaster, and a clock on the wall.

A room with a telescope on a tripod near a window with a view of a mountainous landscape.

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

Fort Montgomery

Jasmine

￥31,141

￥49,791 total

includes taxes & fees

Sep 29 - Sep 30

A two-story building with large windows and a storefront.

A snow-covered tree with bare branches, a building with a blue facade, and a clear blue sky.

A living room with a green sofa, two lamps, a small table with a keyboard, and three paintings on the wall.

A residential area with snow-covered houses and a Christmas tree with lights.

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

Windham

"Overall great experience. Very central location. Host lives in building, so is always available. They grow tomato's and cucumbers on the balcony that they invited us to "take as much as you want" My only discomfort with this place was the dust and dirty dishes. The people before us half-washed the things they used and the place seemed like it needed a pass with a vacuum cleaner. The floors were not very clean. In general, I greatly enjoyed my stay here."

David

￥25,165

￥39,069 total

includes taxes & fees

Sep 28 - Sep 29

A spacious living room with a high ceiling, wooden beams, a fireplace, a television, and a cozy seating area.

A wooden deck with wicker chairs and a table, overlooking a lush garden and a house with a red door and windows.

A dining area with a stone fireplace, wooden ceiling, and a television mounted above it.

A kitchen with dark cabinets, a white refrigerator, a microwave, and a stove. There is a window above the sink and a decorative welcome sign on the fridge.

7. Roscoe Cabin Pet Friendly

Roscoe

Harsha M.

￥39,370

￥59,973 total

includes taxes & fees

Sep 28 - Sep 29

A house with a snow-covered roof, surrounded by snow-laden trees and a mountainous backdrop.

A small, cozy room with a bed, a table with plates, a microwave, and a shelf with mugs.

A snow-covered tractor in a snowy landscape with trees.

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

Windham

Ahmad O.

￥13,369

￥22,932 total

includes taxes & fees

Sep 28 - Sep 29

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Top Hudson Valley Hotel Reviews

Hampton Inn White Plains/Tarrytown

10/10 Excellent

"We had a great stay at the hotel. Everything was clean, and the staff was friendly, helpful, and very responsive. The only issue we ran into was the bathroom door—it was a little too tight and would get stuck because it was catching on the floor. It looks like it just needs to be shaved down slightly. Other than that, everything was great and we really enjoyed our stay!"

Baymont by Wyndham White Plains - Elmsford

8/10 Good

"The room was clean, and the bed was comfortable which was the most important thing. I was not a fan of the pillows; I'd rather have two big pillows than 5 small ones. But overall, the room served its purpose. Bathroom was clean, albeit a little small. Air conditioning worked fine. All in all, a pleasant stay."

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent

"Very nice atmosphere, clean and great location."

West Gate Inn Nyack

8/10 Good

"👍"

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Room 1

Change your mind

Treat yourself

Be picky

Check availability on Hudson Valley Historic Hotels

Our top choices for Hudson Valley historic hotels

1. Overlook Lodge at Bear Mountain

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

3. Omega Special 1860s farm house 3 miles away

4. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

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

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

7. Roscoe Cabin Pet Friendly

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

9. Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek.

10. West Kill Barnhouse: Ski, Work & Unwind

Top Hudson Valley Hotel Reviews

Hampton Inn White Plains/Tarrytown

Baymont by Wyndham White Plains - Elmsford

Sleepy Hollow Hotel, a Dolce by Wyndham

West Gate Inn Nyack

Explore a world of travel with Expedia

Find Historic Hotels in Hudson Valley, NY

Change your mind

Treat yourself

Be picky

Check availability on Hudson Valley Historic Hotels

Our top choices for Hudson Valley historic hotels

1. Overlook Lodge at Bear Mountain

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

3. Omega Special 1860s farm house 3 miles away

4. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

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

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

7. Roscoe Cabin Pet Friendly

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

9. Modern Farmhouse; Quiet, Eclectic,Cozy, Fun, situated on a peaceful Creek.

10. West Kill Barnhouse: Ski, Work & Unwind

Top Hudson Valley Hotel Reviews

Hampton Inn White Plains/Tarrytown

Baymont by Wyndham White Plains - Elmsford

Sleepy Hollow Hotel, a Dolce by Wyndham

West Gate Inn Nyack

Explore a world of travel with Expedia