Hotels in Preston Hollow
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Amaya Bed&Breakfast
Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (7)
10/10
Exceptional
(7)
The price is $338
$338
$365 total
includes taxes & fees
Dec 19 - Dec 20
The Haüs Windham
The Haüs Windham
2.0 star property
Windham
8.6 out of 10, Excellent, (20)
8.6/10
Excellent
(20)
- Modern alpine retreat near slopes with inviting rustic design and free amenities.
The price is $226
$226
$325 total
includes taxes & fees
Dec 23 - Dec 24
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (270)
9.6/10
Exceptional
(270)
- Experience mountain charm at a Victorian B&B just 5 minutes from Windham Resort.
The price is $156
$156
$169 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Perch Hotel
The Perch Hotel
2.0 star property
Cornwallville
9.4 out of 10, Exceptional, (22)
9.4/10
Exceptional
(22)
- Escape to a serene countryside retreat just minutes from Windham Mountain Resort.
The price is $297
$297
$321 total
includes taxes & fees
Dec 19 - Dec 20
Cave Mountain Motel
Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (134)
9.4/10
Exceptional
(134)
- Cozy mountain retreat minutes from Windham resort's ski slopes and trails.
The price is $139
$139
$150 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Vienna
Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (720)
9.4/10
Exceptional
(720)
- Cozy ski lodge near Windham Mountain Resort with a refreshing indoor pool.
The price is $159
$159
$172 total
includes taxes & fees
Dec 21 - Dec 22
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (125)
9.0/10
Wonderful
(125)
- Victorian ski retreat with mountain access and daily breakfast in Windham.
The price is $135
$135
$146 total
includes taxes & fees
Dec 22 - Dec 23
Eastwind Windham
Eastwind Windham
2.0 star property
Windham
9.4 out of 10, Exceptional, (74)
9.4/10
Exceptional
(74)
- Stay mountainside at this Windham retreat with a cozy bar lounge and daily breakfast.
The price is $173
$173
$215 total
includes taxes & fees
Dec 21 - Dec 22
Wylder Hotel Windham
Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (89)
8.6/10
Excellent
(89)
- Experience this charming retreat minutes from Windham Mountain Resort.
The price is $224
$224
$292 total
includes taxes & fees
Dec 21 - Dec 22
Mountain Treasure B&B
Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (287)
9.4/10
Exceptional
(287)
- Scenic Catskills retreat near Windham Mountain offers nature and comfort for less.
The price is $148
$148
$160 total
includes taxes & fees
Dec 21 - Dec 22
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344)
8.8/10
Excellent
(344)
- Ski-in to a picturesque mountain retreat with free shuttle service to slopes.
The price is $199
$199
$215 total
includes taxes & fees
Dec 21 - Dec 22
Moore's Motel
Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (158)
8.6/10
Excellent
(158)
- Peaceful Prattsville haven with pool access for a serene trip to the countryside.
The price is $120
$120
$130 total
includes taxes & fees
Dec 19 - Dec 20
Beds on Clouds
Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68)
7.4/10
Good
(68)
- Cozy Windham retreat minutes from skiing with mountain resort vibes and spa services.
The price is $189
$189
$204 total
includes taxes & fees
Dec 22 - Dec 23
The Colonial Motel
The Colonial Motel
2.5 star property
Grand Gorge
9.4 out of 10, Exceptional, (406)
9.4/10
Exceptional
(406)
- Cozy Grand Gorge getaway with clean rooms and seasonal outdoor pool.
The price is $99
$99
$109 total
includes taxes & fees
Dec 21 - Dec 22
The Outpost by Windham Mountain Club
The Outpost by Windham Mountain Club
2.5 star property
Windham
8.0 out of 10, Very Good, (3)
8.0/10
Very Good
(3)
- Experience mountainside elegance with access to free ski shuttles and an outdoor pool.
The price is $250
$250
$270 total
includes taxes & fees
Dec 21 - Dec 22
Xenia Resort
Xenia Resort
2.5 star property
Jewett
9.0 out of 10, Wonderful, (56)
9.0/10
Wonderful
(56)
- Restore at this mountain escape with spa treatments and nearby skiing.
The price is $150
$150
$162 total
includes taxes & fees
Dec 21 - Dec 22
Black Bear Lodge
Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (131)
9.0/10
Wonderful
(131)
- Quiet mountain retreat with free WiFi and parking near Bearpen Mountain.
The price is $149
$149
$161 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (825)
9.2/10
Wonderful
(825)
- Discover a cozy mountain retreat with access to skiing and waterfall adventures.
The price is $154
$154
$188 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Deer Mountain Inn
Deer Mountain Inn
2.0 star property
Haines Falls
9.2 out of 10, Wonderful, (5)
9.2/10
Wonderful
(5)
- Discover woodland serenity at Deer Mountain Inn, surrounded by Hudson Valley treasures.
The price is $396
$396
$453 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Fairlawn Inn
Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (436)
8.8/10
Excellent
(436)
- Elegant mountain escape with daily breakfast and nearby winter sports activities.
The price is $259
$259
$280 total
includes taxes & fees
Jan 10 - Jan 11, 2026
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.
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.
Go beyond your typical stay in Preston Hollow
Pet friendly
Family friendly
Cottage
Check out reviews of Preston Hollow hotels guests love
Hotel Vienna
10/10 Excellent
"Staff was extremely helpful and friendly
The room was very clean as well as the rest of the hotel"
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
10/10 Excellent
"Patty dining room staff was fantastic talked to all the guests. Brought out fresh bacon before loading it offered to the guests. Great customer service. "
Red Ranch Motel
10/10 Excellent
"We move this hotel. "
Hunter Lodge, a Bluebird by Lark
10/10 Excellent
"Room was very nice and staff helpful."
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
10/10 Excellent
"I love the experience,I will do it over and over again "
Black Bear Lodge
10/10 Excellent
"Easy parking, pet friendly, this property is clean and comfortable. The location is scenic and rural."
The Colonial Motel
10/10 Excellent
"My 2 night stay was great. Room was clean tidy and fresh. Easy and free parking. Located in a nice quiet town with friendly staff. I would stay there again."
Eastwind Windham
10/10 Excellent
"Staff helpful and friendly."
Kaatskill Mountain Club at Hunter Mountain
10/10 Excellent
"Beautiful resort. "
Frequently asked questions
What accommodations do travelers like in Preston Hollow?
Guests like Hotel Vienna, Eastwind Windham and Wylder Hotel Windham.
Can I book refundable hotels in Preston Hollow?
If you want the flexibility to change your plans to Preston Hollow, most hotels provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Preston Hollow if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, look over our selection of 5 vacation homes.
What will the weather in Preston Hollow be like during my trip?
The warmest months in Preston Hollow are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are July and August.
Why should I book my Preston Hollow hotel through Hotels.com?
There are plenty of reasons to book your Preston Hollow travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.