𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Preston Hollow (2026)

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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 woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.

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.

1. Hotel Vienna

Windham

Hongtao

S$182

includes taxes & fees

8 Nov - 9 Nov

A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

A bedroom with a large window offering a view of a forested mountain.

2. Hunter Lodge, a Bluebird by Lark

Hunter

Marina

S$180

includes taxes & fees

22 Nov - 23 Nov

A large, two-story house with multiple porches and string lights.

A building with a porch and outdoor seating area.

A room with a wooden wardrobe, a bed, a nightstand, a lamp, and a fireplace.

A room with a wooden floor, a chair, a lamp, and a view through a window with a decorative frame.

3. Albergo Allegria Hotel

Windham

Roy

S$240

includes taxes & fees

5 Nov - 6 Nov

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 restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.

Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

4. Wylder Hotel Windham

Windham

Yassaman Modarres

S$274

includes taxes & fees

30 Oct - 31 Oct

A two-story building with a balcony, surrounded by well-maintained lawns and trees.

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.

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.

5. The Winwood Condominiums

Windham

Zihe

S$233

includes taxes & fees

5 Nov - 6 Nov

A large, multi-story house with a wrap-around porch and a small tower-like structure on the roof.

A covered outdoor seating area with wicker chairs and a table, surrounded by white railings and hanging planters.

A dining room with a wooden table, chairs, a chandelier, and a vase of flowers.

A wooden staircase leading to a second floor, a red sofa with floral cushions, and a wooden floor.

6. Antique Rose Inn Windham

Windham

David

S$186

includes taxes & fees

5 Nov - 6 Nov

A rustic stone building with a sign for Windham Mountain Inn, surrounded by autumn foliage.

A bar with wooden chairs, a bar counter, and various bottles and glasses.

A wooden room with a bed, a nightstand with a lamp, and a wall with tree decorations.

7. Jimmy OConnors Windham Mountain Inn

Windham

Robin

S$184

includes taxes & fees

25 Oct - 26 Oct

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.

8. The Perch Hotel

East Windham

Pushpavalli

S$241

includes taxes & fees

29 Oct - 30 Oct

A covered porch with outdoor seating, a staircase, and potted plants.

A swimming pool with a fenced deck, lounge chairs, and umbrellas.

A sign for The Colonial Motel with a green and white color scheme, surrounded by lush greenery and flowering trees.

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".

9. The Colonial Motel

Grand Gorge

Eric

S$115

includes taxes & fees

25 Oct - 26 Oct

A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

A white door with a sign reading "BREAKFAST" above it, a thermometer, and a drawing of stacked cups with steam.

A grassy field with a bench and a mountain in the background.

A hotel room with two beds, wooden paneling on the walls, and two framed pictures.

10. Cave Mountain Motel

Windham

Nancy

S$192

includes taxes & fees

1 Nov - 2 Nov

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 well-lit hallway with a wooden staircase, a decorative vase, and a dining area with a table and chairs.

A lamp post in a grassy area with autumn foliage in the background.

11. Mountain Treasure B&B

Maplecrest

Daniel

S$229

includes taxes & fees

27 Oct - 28 Oct

A swimming pool with lounge chairs and potted plants.

A two-story building with a large front porch, a chimney, and a balcony.

A two-story motel with a central staircase, balconies, and a grassy front yard.

A hotel room with two beds, a desk, a chair, and a TV on a stand.

12. Moore's Motel

Prattsville

Marika

S$166

includes taxes & fees

25 Oct - 26 Oct

A wooden cabin with a triangular roof, a wooden door, and a bench outside.

A bar area with wooden beams, a bar counter, and four bar stools.

A wooden cabin with a balcony, surrounded by snow-covered trees.

A round wooden table with a hanging light fixture, surrounded by four stools, set against a backdrop of a large window with a view of trees and a wooden deck.

13. Eastwind Windham

Windham

Danica

S$317

includes taxes & fees

22 Nov - 23 Nov

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 large, multi-story wooden house with a snow-covered roof and several lit windows, surrounded by bare trees and snow.

14. The Haüs Windham

Windham

Erica

S$440

includes taxes & fees

3 Nov - 4 Nov

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.

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

Catskill

Darryl

S$277

includes taxes & fees

22 Nov - 23 Nov

A hotel room with a bed, a desk, a chair, a sofa, and a TV.

A modern lobby with a reception desk, seating area, and a TV screen.

A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped front yard.

A modern hotel lobby with a seating area, a reception desk, and artwork on the walls.

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

West Coxsackie

Paul J

S$152

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with marble countertops, a refrigerator, and various food dispensers.

A spacious lobby with a reception desk, seating area with chairs and tables, and a chandelier.

A building with a sign reading 'RAMADA ENTER' and a large tree in front.

17. Ramada by Wyndham Cobleskill

Cobleskill

Kar

S$120

includes taxes & fees

2 Nov - 3 Nov

A river flowing through a forested area with rocks and autumn-colored trees.

Two white Adirondack chairs in a forest with fallen leaves.

A dining area with a wooden table and a single green chair.

A front door with a WiFi sign, a Christmas wreath, and a bear statue.

18. Black Bear Lodge

Prattsville

Adam

S$206

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a bed, bedside tables, a desk, a chair, a television, and a framed picture on the wall.

A vending machine with a payment terminal and a push button.

A Super 8 hotel with a covered parking area, a well-maintained lawn, and a clear sky.

A living room with a sofa, a desk with a computer, a coffee table, and a potted plant.

19. Super 8 by Wyndham Cobleskill NY

Cobleskill

Joseph

S$120

includes taxes & fees

1 Nov - 2 Nov

A modern dining area with wooden tables and benches, green chairs, and pendant lighting.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A vending area with snacks, drinks, and microwaves.

A hotel lobby with orange rocking chairs, a reception desk, and a green carpet.

20. Spark by Hilton West Coxsackie

West Coxsackie

john

S$158

includes taxes & fees

15 Nov - 16 Nov

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Top Preston Hollow Hotel Reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Genuinely amazing place run by amazing people. We had a bit of a incident happen while we stayed here which was to no fault of the staff or property. The staff was extremely helpful in getting it resolved, fixing our accomodations, and even offering us a refund. We had an amazing time in the small cozy cabin. The included amenities such as dryfirewood and starters, s'mores packs, tea, and coffee were a wonderful addition and made campfire much more enjoyable . The cabin was equiped with eat, drink, and cookware, and had everything we needed to enjoy our stay comfortably while still feeling like we were camping and enjoying the nature."

Ramada by Wyndham Cobleskill

8/10 Good

"It was a very good stay for us."

Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"Great room with balcony overlooking Mountain. Breakfast would be better with hot items, eggs, bacon, sausage, ham, potatoes. Or biscuits and gravy!!"

The Winwood Condominiums

8/10 Good

"Great spot to stay if you want to be within walking distance of the town. Limited breakfast, small rooms, not really many amenities….amazing market and gas station next door!"

Red Ranch Motel

8/10 Good

"They need longer curtains to keep the bright lights outside from entering the room, otherwise it was a great stay. Very nice, clean and friendly place."

Eastwind Windham

10/10 Excellent

"Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay."

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent

"Clean room and free parking. The problems are hot water takes some water time come in and in bathtub there’s no handle for seniors."

Quality Inn & Suites Schoharie near Howe Caverns

8/10 Good

"Eh"

The Colonial Motel

10/10 Excellent

"Pleasant stay 2 nights for Octoberfest. Rooms are clean and our room (2 beds) was pretty big and equipped with small kitchenette and everything you need. Beds were very comfortable. Owner and housekeeper were super nice and accommodating."

More cheap stays in Preston Hollow

Countryside Inn

555 Ploss Rd Richmondville NY

S$113

27 Oct - 28 Oct

includes taxes & fees

Red Ranch Motel

4555 Route 32 Catskill NY

S$147

2 Nov - 3 Nov

includes taxes & fees

7.4/10 Good! (549 reviews)

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

12740 State Route 9 W West Coxsackie NY

S$152

1 Nov - 2 Nov

includes taxes & fees

8.4/10 Very good! (1,000 reviews)

SunView Motel

5844 Main St Tannersville NY

S$182

2 Nov - 3 Nov

includes taxes & fees

8.6/10 Excellent! (639 reviews)

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY

S$248

22 Nov - 23 Nov

includes taxes & fees

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

282 Cairo Junction Rd Catskill NY

S$277

22 Nov - 23 Nov

includes taxes & fees

9.6/10 Exceptional! (326 reviews)

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 traveller data. Two other choices for your stay in 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, the majority of hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Preston Hollow.

What are some accommodation options 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 with an on-site pool. View all hotels with pools in Preston Hollow.

What's it like to stay in Preston Hollow?

Travellers to Preston Hollow will find plenty to explore and enjoy. In Preston Hollow, there are 20 hotels and other accommodation options 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. Take a look at what more there is 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 temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Preston Hollow are January, March, December and November, with each month seeing an average of 18 cm of snowfall.

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Cobleskill Holiday Rentals

Preston Hollow Hotels from S$111

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Preston Hollow

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Preston Hollow hotels

1. Hotel Vienna

2. Hunter Lodge, a Bluebird by Lark

3. Albergo Allegria Hotel

4. Wylder Hotel Windham

5. The Winwood Condominiums

6. Antique Rose Inn Windham

7. Jimmy OConnors Windham Mountain Inn

8. The Perch Hotel

9. The Colonial Motel

10. Cave Mountain Motel

11. Mountain Treasure B&B

12. Moore's Motel

13. Eastwind Windham

14. The Haüs Windham

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

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

17. Ramada by Wyndham Cobleskill

18. Black Bear Lodge

19. Super 8 by Wyndham Cobleskill NY

20. Spark by Hilton West Coxsackie

Top Preston Hollow Hotel Reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Ramada by Wyndham Cobleskill

Hunter Lodge, a Bluebird by Lark

The Winwood Condominiums

Red Ranch Motel

Eastwind Windham

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Quality Inn & Suites Schoharie near Howe Caverns

The Colonial Motel

More cheap stays in Preston Hollow

Countryside Inn

Red Ranch Motel

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

SunView Motel

Kaatskill Mountain Club & Condos by Vail Resorts

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Frequently asked questions

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