The Best Historic Hotels in Hudson Valley, NY from AED 349 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 large, multi-story stone building with a prominent arched entrance and multiple windows.

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

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

1. Overlook Lodge at Bear Mountain

Bear Mountain

randall

AED 295

AED 349 total

includes taxes & fees

4 Nov - 5 Nov

A house with a view of a bridge and mountains.

A room with a wooden dresser, a mirror, a red chair, and a patterned rug.

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

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

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

Fort Montgomery

Jasmine

AED 727

AED 1,215 total

includes taxes & fees

8 Oct - 9 Oct

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.

A modern house entrance with a dark door, a staircase, and a light fixture above.

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

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

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

Kingston

Clara L.

AED 448

AED 1,016 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

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

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

Windham

Ahmad O.

AED 275

AED 496 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

5. Omega Special 1860s farm house 3 miles away

Clinton Corners

Kim B.

AED 496

AED 706 total

includes taxes & fees

8 Oct - 9 Oct

A cozy living room with a fireplace, wooden floors, and a comfortable seating area.

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

Clinton Corners

Sharen B.

AED 496

AED 686 total

includes taxes & fees

11 Oct - 12 Oct

A modern kitchen with a central island, black cabinetry, and pendant lighting.

A modern kitchen with dark cabinetry, a wooden island, and hanging glassware.

A chandelier with multiple glass wine glasses hanging from a wooden beam.

A spacious living room with a large window, a modern sofa, a coffee table, and a bookshelf.

7. Woodstock Historic Artist Estate - The Museum House

Woodstock

Strati P.

AED 2,013

AED 3,481 total

includes taxes & fees

12 Oct - 13 Oct

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

A kitchen with wooden cabinets, stainless steel appliances, a red lantern, and a fruit bowl on the counter.

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

8. 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

AED 808

AED 1,210 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Top Hudson Valley Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"Excelente"

Royal Regency Hotel

8/10 Good

"Cabinet was small no place to put clothes"

Tarrytown House Estate

8/10 Good

"This stay was the perfect, spooky place for our stay! We had tickets to the Pumpkin Blaze event and saw that this was a local stay and we were so excited to be staying right up the street from Washington Irving’s home! Sleepy Hollow is also not that far and we had a peace of mind knowing that other parents with kids were staying on our floor. If you’re wanting a Stephen King’s The Shining vibe, this is the place for you. We absolutely LOVED it; my husband isn’t really a spooky seeking person, but he loved the vibe since we were entering the month of October and we wanted something Fall like. The estate has so many amenities and we greatly appreciated the $10 complimentary bucks for their front desk shop (we had ran out of milk). Pool was fun, outside games and seats was worth it and the restaurant was chef’s kiss. We’re even planning a couples weekend back to this place because we absolutely enjoyed our stay. Please keep in mind that this place is dated and has some dated carpet and beds, but the front desk workers will work with you on anything you need. Cairo was the nice, young man who checked us in and was super informative and helpful; he was even working the next morning to check us out; what a dedicated worker!"

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent

"Perfect location and a great room."

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent

"It was beautiful and the Halloween decor was spot on. The staff was nice and the food at the bar was delicious. There was one thing though....my wife and I were reading in the courtyard and she asked me if there was a basketball next to the gazebo. It was...which was weird because I feel like I should have noticed a bright orange basketball before we sat. I picked it up and bounced it around then returned it thinking nothing of it. Later that night while we were laying in the bed waiting to fall asleep there was the sound of a bouncing ball in the hallway followed by giggles ..it went on for longer than it should have if it was just a kid passing by. My wife talked me into thinking the bouncing was just the sound of kids shoes hitting the hard hallway floor....I'm not saying the hotel is haunted ...but I'm not saying it's not."

West Gate Inn Nyack

10/10 Excellent

"Over all vey good experience"

Sheraton Tarrytown Hotel

10/10 Excellent

"Todo muy limpio y muy bonito muy amable el personal tienen desayuno tipo buffet pero tiene un costo adicional pero el desayuno estaba muy bueno"

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. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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

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

5. Omega Special 1860s farm house 3 miles away

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

7. Woodstock Historic Artist Estate - The Museum House

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

9. LOCATION! LOCATION!! WALK TO FESTIVALS AND HUNTER MOUNTAIN!!!!

10. West Kill Barnhouse: Ski, Work & Unwind

Top Hudson Valley Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

Royal Regency Hotel

Tarrytown House Estate

Hotel Nyack, a JdV by Hyatt Hotel

Sleepy Hollow Hotel, a Dolce by Wyndham

West Gate Inn Nyack

Sheraton Tarrytown Hotel

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. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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

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

5. Omega Special 1860s farm house 3 miles away

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

7. Woodstock Historic Artist Estate - The Museum House

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

9. LOCATION! LOCATION!! WALK TO FESTIVALS AND HUNTER MOUNTAIN!!!!

10. West Kill Barnhouse: Ski, Work & Unwind

Top Hudson Valley Hotel Reviews

Baymont by Wyndham White Plains - Elmsford

Royal Regency Hotel

Tarrytown House Estate

Hotel Nyack, a JdV by Hyatt Hotel

Sleepy Hollow Hotel, a Dolce by Wyndham

West Gate Inn Nyack

Sheraton Tarrytown Hotel

Explore a world of travel with Expedia