Default HTG hotel image

Preston Hollow Hotels from S$123

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Preston Hollow hotels

View from room

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (834 reviews)
"The property was super clean , friendly staff and great amenities! Can wait to get back there ."
United States
Laszlo
The price is S$197
includes taxes & fees
5 Aug - 6 Aug
Hotel Vienna
Front of property

2. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (146 reviews)
"Staff was friendly and helpful. While the property was dated, it was clean and comfortable. Would definitely stay again at this place should I return to Windham"
United States
Sarah
The price is S$194
includes taxes & fees
28 Jul - 29 Jul
Cave Mountain Motel
Premium bedding, desk, cots/infant beds, rollaway beds

3. The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (33 reviews)
"This is a really charming hotel with amazing views and very friendly and helpful staff. We wish we could've stayed longer!"
United States
Reid
The price is S$238
includes taxes & fees
30 Jul - 31 Jul
The Perch Hotel
Property entrance

4. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (462 reviews)
"Absolutely wonderful place to stay. We will be contacting them for next years trip."
United States
Karen
The price is S$123
includes taxes & fees
4 Aug - 5 Aug
The Colonial Motel
Front of property

5. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (133 reviews)
"A fantastic stay!"
United States
David
The price is S$188
includes taxes & fees
28 Jul - 29 Jul
Antique Rose Inn Windham
Property amenity

6. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (296 reviews)
"The room was clean and comfortable, the breakfast was great. We had a good stay. "
United States
cynthia
The price is S$183
includes taxes & fees
3 Aug - 4 Aug
Mountain Treasure B&B
Exterior

7. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (358 reviews)
"It was so comfortable to stay there, we skied and was the perfect place to stay for a couple nights. "
United States
Nicoletta
The price is S$225
includes taxes & fees
29 Jul - 30 Jul
The Winwood Condominiums
Exterior

8. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
Windham
8.8 out of 10, Excellent, (3 reviews)
"This is an old-school fifties-style motel (looking at it makes one think of "Shady Rest Inn" ), with a central building that serves simple dinner and beer (did not avail). The room is very old-fashioned and mine had two very solid double beds. Have to admit that my sheet had a rather prominent red (blood?) spot that was near my head and hard to ignore. Otherwise, the room was comfortable, had a small air conditioner that worked, a nice shower, and old-style but very nice furnishings. I would...
United States
Jeffrey
The price is S$202
includes taxes & fees
4 Aug - 5 Aug
Jimmy OConnors Windham Mountain Inn
Dinner served

9. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,005 reviews)
"Loved the bonfire in the evening, game room was very nice"
United States
Melissa
The price is S$196
includes taxes & fees
10 Aug - 11 Aug
Hunter Lodge, a Bluebird by Lark
Exterior

10. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (284 reviews)
"Amazing hotel, very clean and comfortable beds."
United States
Roy
The price is S$242
includes taxes & fees
29 Jul - 30 Jul
Albergo Allegria Hotel
Outdoor pool

11. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (174 reviews)
"Great accommodations for the price. The room was quiet and comfortable. Great value, and I'll definitely be staying here again."
United States
Cory
The price is S$167
includes taxes & fees
29 Jul - 30 Jul
Moore's Motel
Free WiFi, bed sheets

12. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (112 reviews)
"The place is perfect for couples, very quiet and relaxing. The cabin was clean and well mantained, the property has bikes that you can use. They welcome you with a smores kit. I recommend this place a lot!"
United States
Marta
The price is S$264
includes taxes & fees
10 Aug - 11 Aug
Eastwind Windham
Free daily continental breakfast

13. Ramada by Wyndham Cobleskill

Ramada by Wyndham Cobleskill
3.0 star property
Cobleskill
8.4 out of 10, Very good, (56 reviews)
"Awesome stay. Nice location. Comfortable rooms"
United States
Luis
The price is S$167
includes taxes & fees
2 Aug - 3 Aug
Ramada by Wyndham Cobleskill
Interior

14. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (32 reviews)
"Can’t complain one bit"
United States
Christopher
The price is S$262
includes taxes & fees
4 Aug - 5 Aug
The Haüs Windham
Desk, iron/ironing board, free cots/infant beds, rollaway beds

15. Super 8 by Wyndham Cobleskill NY

Super 8 by Wyndham Cobleskill NY
2.5 star property
Cobleskill
8.4 out of 10, Very good, (1,005 reviews)
"The room was clean and the staff was very friendly and helpful."
United States
paul
The price is S$165
includes taxes & fees
2 Aug - 3 Aug
Super 8 by Wyndham Cobleskill NY
Free daily continental breakfast

16. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.2 out of 10, Very good, (160 reviews)
"Comfortable stay near the thruway."
United States
DANA
The price is S$165
includes taxes & fees
9 Aug - 10 Aug
Spark by Hilton West Coxsackie
Free self-parking

17. Xenia Resort

Xenia Resort
2.5 star property
Jewett
9.2 out of 10, Wonderful, (68 reviews)
"Beautiful place and setting, lovely owners. "
United States
Andrew
The price is S$209
includes taxes & fees
28 Jul - 29 Jul
Xenia Resort
Exterior

18. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (108 reviews)
"It’s our favorite place, third summer we have been here. It’s heavenly!!"
United States
Linda
The price is S$369
includes taxes & fees
26 Aug - 27 Aug
Wylder Hotel Windham
View from property

19. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (146 reviews)
"Clean and owners very friendly also pet friendly and we definitely will be back"
United States
Arlene
The price is S$208
includes taxes & fees
30 Jul - 31 Jul
Black Bear Lodge
Exterior

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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (261 reviews)
"It was great!"
United States
India
The price is S$291
includes taxes & fees
26 Aug - 27 Aug
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Preston Hollow Hotel Reviews

Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn

10/10 Excellent
"What a gem of a property! The brother and sister that own and operate this place are so sweet and hospitable, and the bar and motel are quaint and charming in a cozy, woodsy way. If I’m ever in the area I would absolutely stay here again."
Amy 1-night trip
Posted 12 hours ago
Jimmy OConnors Windham Mountain Inn

More cheap stays in Preston Hollow

Countryside Inn

Countryside Inn

555 Ploss Rd Richmondville NY
The price is S$129 per night from 28 Jul to 29 Jul
S$129
28 Jul - 29 Jul
includes taxes & fees
7.6/10 Good! (375 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 Ramada by Wyndham Cobleskill and Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy. 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?
Kaatskill Mountain Club & Condos by Vail Resorts: Hotel, 1-minute walk from Hunter Mountain. Features 2 hot tubs, an outdoor pool and a sauna. Wylder Hotel Windham and Hotel Vienna 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 16 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 Rensselaerville Town Hall, Zoom Flume and Durham Center Museum. You'll also find Windham Vineyards and Winery and Irish Cultural Center 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.

Explore a world of travel with Expedia