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Oct 13 - Oct 14
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Oct 14 - Oct 15
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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Our top choices for Preston Hollow hotels

A log cabin with a deck, outdoor seating, and a view of a forest.
A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

1. Hotel Vienna

Hotel Vienna
Windham
United States
Toni-Diane
₩132,559
₩166,222 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Vienna
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
A wooden cabin with a balcony, surrounded by snow-covered trees.
A bar area with wooden beams, a bar counter, and four bar stools.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

2. Eastwind Windham

Eastwind Windham
Windham
United States
Sharon
₩328,893
₩395,666 total
includes taxes & fees
Oct 18 - Oct 19
Eastwind Windham
A large, two-story house with multiple porches and string lights.
A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.
A building with a porch and outdoor seating area.
A grassy field with a wooden structure overhead, possibly a gazebo or pavilion.

3. Albergo Allegria Hotel

Albergo Allegria Hotel
Windham
United States
Roy
₩231,922
₩250,476 total
includes taxes & fees
Oct 14 - Oct 15
Albergo Allegria Hotel
A room with a view of a landscape through a window, a chair, a table with a laptop, and a bed with books on it.
A staircase leading to a room with a stone floor, a potted plant, and a wooden chair.
A chair with a blanket, a potted plant, and a view of a snowy landscape through a glass door.
A spacious indoor area with a long wooden floor, a central seating area with a sofa and chairs, and a pool table.

4. The Perch Hotel

The Perch Hotel
East Windham
United States
Pushpavalli
₩273,031
₩294,873 total
includes taxes & fees
Oct 22 - Oct 23
The Perch Hotel
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

5. Wylder Hotel Windham

Wylder Hotel Windham
Windham
United States
Yousung
₩357,393
₩452,723 total
includes taxes & fees
Oct 29 - Oct 30
Wylder Hotel Windham
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A compact living space with a kitchen, dining area, and seating.
A view from a room with a glass door onto an outdoor patio. The patio has a metal table and two chairs, a small pumpkin decoration, and a metal fence.

6. The Winwood Condominiums

The Winwood Condominiums
Windham
United States
Abdul
₩225,581
₩243,627 total
includes taxes & fees
Nov 1 - Nov 2
The Winwood Condominiums
A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.
A kitchen with wooden cabinets, a refrigerator, and a window overlooking greenery.
A grassy field with a bench and a mountain in the background.
A white door with a sign reading "BREAKFAST" above it, a thermometer, and a drawing of stacked cups with steam.

7. Cave Mountain Motel

Cave Mountain Motel
Windham
United States
Nancy
₩185,537
₩200,380 total
includes taxes & fees
Nov 1 - Nov 2
Cave Mountain Motel
A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.
A garden with blooming pink flowers and green grass.
A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.
A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.

8. Antique Rose Inn Windham

Antique Rose Inn Windham
Windham
United States
David
₩180,198
₩194,614 total
includes taxes & fees
Oct 14 - Oct 15
Antique Rose Inn Windham
A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.
A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.
A bar with wooden chairs, a bar counter, and various bottles and glasses.
A pool table with balls and a cue stick.

9. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
United States
Robin
₩178,396
₩192,666 total
includes taxes & fees
Oct 14 - Oct 15
Jimmy OConnors Windham Mountain Inn
Front of property
Terrace/patio
Room
Private kitchen

10. Windham NY Escape

Windham NY Escape
Hensonville
United States
Miguel
₩572,629
₩723,888 total
includes taxes & fees
Oct 14 - Oct 15
Windham NY Escape
A swimming pool with lounge chairs and potted plants.
A two-story building with a large front porch, a chimney, and a balcony.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A two-story motel with a central staircase, balconies, and a grassy front yard.

11. Moore's Motel

Moore's Motel
Prattsville
United States
Marika
₩160,176
₩172,990 total
includes taxes & fees
Oct 14 - Oct 15
Moore's Motel
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A bedroom with a large window offering a view of a forested mountain.
A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

12. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
United States
Marina
₩169,052
₩211,408 total
includes taxes & fees
Nov 8 - Nov 9
Hunter Lodge, a Bluebird by Lark
A multi-story building with outdoor seating and a stone-paved patio.
A large hotel with multiple floors, a parking lot, and a mountainous backdrop.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

13. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
United Kingdom
Ryan
₩238,016
₩283,434 total
includes taxes & fees
Nov 11 - Nov 12
Kaatskill Mountain Club & Condos by Vail Resorts
A bedroom with a large window, a bed, and a view of a forest.
A wooden cabin with a door, surrounded by greenery and a stone pathway.
A spacious living room with a stone fireplace, wooden staircase, and modern furniture.
A modern bedroom with a large bed, a view of greenery through floor-to-ceiling windows, and a wooden ceiling.

14. The Haüs Windham

The Haüs Windham
Windham
United States
Erica
₩248,313
₩468,386 total
includes taxes & fees
Nov 3 - Nov 4
The Haüs Windham
A park with Adirondack chairs and a table, surrounded by trees.
A dining table set with breakfast items, a red mug, and a glass of orange juice.
A vintage car parked in front of a house surrounded by trees.
A well-lit hallway with a wooden staircase, a decorative vase, and a dining area with a table and chairs.

15. Mountain Treasure B&B

Mountain Treasure B&B
Maplecrest
United States
Daniel
₩221,577
₩239,303 total
includes taxes & fees
Oct 22 - Oct 23
Mountain Treasure B&B
A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.
A cozy room with a white sofa, a wooden table with a lamp, and a chair with a patterned cushion. There's a reception desk with a computer and a sign that says "Welcome".
A covered porch with outdoor seating, a staircase, and potted plants.
A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

16. The Colonial Motel

The Colonial Motel
Grand Gorge
United States
Eric
₩118,930
₩130,822 total
includes taxes & fees
Oct 15 - Oct 16
The Colonial Motel
A hotel room with a bed, a desk, a chair, a sofa, and a TV.
A modern hotel lobby with a seating area, a reception desk, and artwork on the walls.
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped front yard.
A restaurant with booths and tables, a TV screen, and a counter with a clock.

17. Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
West Coxsackie
United States
Jill
₩146,828
₩158,574 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.
A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.
A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.
A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.

18. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
United States
Kristen
₩312,343
₩337,330 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Mountain Brook
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.
A cabin with a picnic table and chairs in a forest.
A black RV with a wooden deck, steps leading to a door, and a sign reading "MIRL".
Room

19. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Catskill
United States
Darryl
₩202,890
₩276,784 total
includes taxes & fees
Nov 11 - Nov 12
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A hotel room with a bed, bedside tables, a desk, a chair, a television, and a framed picture on the wall.
A Super 8 hotel with a covered parking area, a well-maintained lawn, and a clear sky.
A dining area with wooden tables and chairs, a kitchen counter with appliances, and a patterned floor.
A vending machine with a payment terminal and a push button.

20. Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY
Cobleskill
United States
Joseph
₩116,201
₩130,145 total
includes taxes & fees
Nov 2 - Nov 3
Super 8 by Wyndham Cobleskill NY
View all properties

Hotels recommended for families in Preston Hollow

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.
A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.
A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.
A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.

Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
₩312,343
₩337,330 total
includes taxes & fees
Nov 8 - Nov 9
Hotel Mountain Brook
A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.
A bedroom with a large window offering a view of a forested mountain.
A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.
A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
Hunter
₩169,052
₩211,408 total
includes taxes & fees
Nov 8 - Nov 9
Hunter Lodge, a Bluebird by Lark
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.
A cabin with a picnic table and chairs in a forest.
A black RV with a wooden deck, steps leading to a door, and a sign reading "MIRL".
Room

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Catskill
₩202,890
₩276,784 total
includes taxes & fees
Nov 11 - Nov 12
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A wooden cabin with a triangular roof, a wooden door, and a bench outside.
A wooden cabin with a balcony, surrounded by snow-covered trees.
A bar area with wooden beams, a bar counter, and four bar stools.
A triangular wooden room with a bed and pillows, a window, and a view of a forested hill.

Eastwind Windham

Eastwind Windham
Windham
₩328,893
₩395,666 total
includes taxes & fees
Oct 18 - Oct 19
Eastwind Windham
A river flowing through a forested area with rocks and autumn-colored trees.
A front door with a WiFi sign, a Christmas wreath, and a bear statue.
A dining area with a wooden table and a single green chair.
A wooden sign for Black Bear Lodge with a phone number.

Black Bear Lodge

Black Bear Lodge
Prattsville
₩198,885
₩214,796 total
includes taxes & fees
Oct 14 - Oct 15
Black Bear Lodge
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A compact living space with a kitchen, dining area, and seating.
A view from a room with a glass door onto an outdoor patio. The patio has a metal table and two chairs, a small pumpkin decoration, and a metal fence.

The Winwood Condominiums

The Winwood Condominiums
Windham
₩225,581
₩243,627 total
includes taxes & fees
Nov 1 - Nov 2
The Winwood Condominiums
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A room with two blue armchairs, a small round table, a lamp, and a large window with curtains.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

Wylder Hotel Windham

Wylder Hotel Windham
Windham
₩357,393
₩452,723 total
includes taxes & fees
Oct 29 - Oct 30
Wylder Hotel Windham
A swimming pool with lounge chairs and potted plants.
A two-story building with a large front porch, a chimney, and a balcony.
A wooden bed with a floral bedspread, a small table with a vase, and a poster on the wall.
A two-story motel with a central staircase, balconies, and a grassy front yard.

Moore's Motel

Moore's Motel
Prattsville
₩160,176
₩172,990 total
includes taxes & fees
Oct 14 - Oct 15
Moore's Motel
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Top Preston Hollow Hotel Reviews

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent
"Beautiful fall colors in a cozy and charming lodge!"
Vandhana 2-night trip
Posted 1 hour ago
Kaatskill Mountain Club & Condos by Vail Resorts
SunView Motel

SunView Motel

8/10 Good
"Clean room and comfortable beds. For the price it’s a good deal"
Beth 4-night trip
Posted 19 hours ago
SunView Motel
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"It was all great! No complaints, would stay there again. Highly recommend."
Linnea 1-night trip
Posted 19 hours ago
Spark by Hilton West Coxsackie
Catskill Motor Court Motel

Catskill Motor Court Motel

10/10 Excellent
"Great place, peaceful, comfortable, good management, fairly priced"
Gregory 2-night trip
Posted 2 days ago
Catskill Motor Court Motel
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"Expedia got us a better price than calling the hotel ahead of time. Thank you!!"
Jill 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY

8/10 Good
"There was no coffee made on one morning. The desk clerk took forever to find the key to refill it. The keys were all unmarked, and in different places."
Donna 2-night trip
Posted 2 days ago
Super 8 by Wyndham Cobleskill NY
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Hotel was clean, had pretty Catskills Mountains views, and fire pits, pool and sauna. Staff was helpful."
Glenn 1-night trip
Posted 2 days ago
Hotel Vienna
Countryside Inn

Countryside Inn

10/10 Excellent
"Nice room, comfortable beds. Clean, Nice manager.. Would recommend."
Peggy 1-night trip
Posted 9 days ago
Countryside Inn

More cheap stays in Preston Hollow

Countryside Inn

Countryside Inn

555 Ploss Rd Richmondville NY
₩97,013
₩108,653 total
Oct 29 - Oct 30
includes taxes & fees
Countryside Inn
Red Ranch Motel

Red Ranch Motel

4555 Route 32 Catskill NY
₩142,557
₩153,956 total
Nov 1 - Nov 2
includes taxes & fees
7.4/10 Good! (545 reviews)
Red Ranch Motel
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

12740 State Route 9 W West Coxsackie NY
₩146,828
₩158,574 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

282 Cairo Junction Rd Catskill NY
₩202,890
₩276,784 total
Nov 11 - Nov 12
includes taxes & fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY
₩238,016
₩283,434 total
Nov 11 - Nov 12
includes taxes & fees
9.2/10 Wonderful! (437 reviews)
Kaatskill Mountain Club & Condos by Vail Resorts
SunView Motel

SunView Motel

5844 Main St Tannersville NY
Get rates
8.6/10 Excellent! (633 reviews)
SunView Motel

Frequently asked questions

What's the best place to stay in Preston Hollow?
Located 16.2 mi (26.1 km) from the heart of Preston Hollow, Hunter Lodge, a Bluebird by Lark is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy and Ramada by Wyndham Cobleskill. See all available top hotels, or vacation rentals in Preston Hollow.
If I need to cancel my hotel reservation in Preston Hollow, will I receive a refund?
Yes, most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Preston Hollow.
Where can I learn more about changing or cancelling my trip to Preston Hollow?
For more details about changing or cancelling your trip to Preston Hollow, click here.
What are some accommodations with pools in Preston Hollow?
Hotel Vienna: Hotel located near Windham Mountain Resort. Features daily, an indoor pool, and free self parking. Kaatskill Mountain Club & Condos by Vail Resorts and Wylder Hotel Windham are two additional hotels that offer an onsite pool. View all hotels with pools in Preston Hollow.
What's it like staying in Preston Hollow?
Travelers to Preston Hollow will find plenty to explore and enjoy. In Preston Hollow, there are 20 hotels and other accommodations to choose from. Find out more about Preston Hollow.
What should I see while I'm in Preston Hollow?
Places to visit in the wider area include Zoom Flume, Windham Vineyards and Winery, and Irish Cultural Center. You'll also find Windham Country Club and Windham Mountain Resort in the area. Check out what more to see and do in Expedia's Preston Hollow guide.
What's the seasonal weather like in Preston Hollow?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Preston Hollow are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

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