Hotels in Preston Hollow

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Check prices for these dates

Tonight
Jan 28 - Jan 29
Tomorrow
Jan 29 - Jan 30
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Where to stay in Preston Hollow?

Garden
Amaya Bed&Breakfast
Amaya Bed&Breakfast
2.0 star property
Oak Hill
10.0 out of 10, Exceptional, (10 reviews)
The price is $338
$365 total
includes taxes & fees
Jan 29 - Jan 30
Amaya Bed&Breakfast
Front of property
Albergo Allegria Hotel & Breakfast Restaurant
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
Windham
9.6 out of 10, Exceptional, (271 reviews)
  • cleanliness
    Experience mountain charm at a Victorian B&B just 5 minutes from Windham Resort.
The price is $134
$145 total
includes taxes & fees
Jan 29 - Jan 30
Albergo Allegria Hotel & Breakfast Restaurant
View from room
Hotel Vienna
Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (747 reviews)
  • cleanliness
    Cozy ski lodge near Windham Mountain Resort with a refreshing indoor pool.
The price is $149
$161 total
includes taxes & fees
Feb 22 - Feb 23
Hotel Vienna
Lushna Suite | Living area
Eastwind Windham
Eastwind Windham
2.0 star property
Windham
9.2 out of 10, Wonderful, (86 reviews)
  • cleanliness
    Stay mountainside at this Windham retreat with a cozy bar lounge and daily breakfast.
The price is $221
$268 total
includes taxes & fees
Feb 2 - Feb 3
Eastwind Windham
Front of property
Cave Mountain Motel
Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (137 reviews)
  • cleanliness
    Cozy mountain retreat minutes from Windham resort's ski slopes and trails.
The price is $139
$150 total
includes taxes & fees
Jan 29 - Jan 30
Cave Mountain Motel
Exterior
Wylder Hotel Windham
Wylder Hotel Windham
3.5 star property
Windham
8.6 out of 10, Excellent, (92 reviews)
  • cleanliness
    Experience this charming retreat minutes from Windham Mountain Resort.
The price is $183
$247 total
includes taxes & fees
Feb 10 - Feb 11
Wylder Hotel Windham
Classic Double Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets
The Outpost by Windham Mountain Club
The Outpost by Windham Mountain Club
2.5 star property
Windham
8.4 out of 10, Very Good, (5 reviews)
  • cleanliness
    Experience mountainside elegance with access to free ski shuttles and an outdoor pool.
The price is $250
$270 total
includes taxes & fees
Jan 29 - Jan 30
The Outpost by Windham Mountain Club
Premium bedding, desk, cribs/infant beds, rollaway beds
The Perch Hotel
The Perch Hotel
2.0 star property
Cornwallville
9.4 out of 10, Exceptional, (23 reviews)
  • cleanliness
    Escape to a serene countryside retreat just minutes from Windham Mountain Resort.
The price is $220
$238 total
includes taxes & fees
Feb 12 - Feb 13
The Perch Hotel
Front of property
Antique Rose Inn Windham
Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (126 reviews)
  • cleanliness
    Victorian ski retreat with mountain access and daily breakfast in Windham.
The price is $135
$146 total
includes taxes & fees
Jan 29 - Jan 30
Antique Rose Inn Windham
Exterior
Winwood Condominiums by Windham Mountain Club
Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (346 reviews)
  • cleanliness
    Ski-in to a picturesque mountain retreat with free shuttle service to slopes.
The price is $199
$215 total
includes taxes & fees
Jan 29 - Jan 30
Winwood Condominiums by Windham Mountain Club
Porch
Beds on Clouds
Beds on Clouds
3.0 star property
Windham
7.4 out of 10, Good, (68 reviews)
  • cleanliness
    Cozy Windham retreat minutes from skiing with mountain resort vibes and spa services.
The price is $189
$204 total
includes taxes & fees
Jan 29 - Jan 30
Beds on Clouds
Exterior
Mountain Treasure B&B
Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (292 reviews)
  • cleanliness
    Scenic Catskills retreat near Windham Mountain offers nature and comfort for less.
The price is $166
$179 total
includes taxes & fees
Jan 29 - Jan 30
Mountain Treasure B&B
Outdoor pool
Moore's Motel
Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (162 reviews)
  • cleanliness
    Peaceful Prattsville haven with pool access for a serene trip to the countryside.
The price is $120
$130 total
includes taxes & fees
Jan 29 - Jan 30
Moore's Motel
Property entrance
The Colonial Motel
The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (417 reviews)
  • cleanliness
    Cozy Grand Gorge getaway with clean rooms and seasonal outdoor pool.
The price is $99
$109 total
includes taxes & fees
Jan 29 - Jan 30
The Colonial Motel
Interior
The Haüs Windham
The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (23 reviews)
  • cleanliness
    Modern alpine retreat near slopes with inviting rustic design and free amenities.
The price is $232
$331 total
includes taxes & fees
Feb 17 - Feb 18
The Haüs Windham
View from property
Black Bear Lodge
Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (132 reviews)
  • cleanliness
    Quiet mountain retreat with free WiFi and parking near Bearpen Mountain.
The price is $149
$161 total
includes taxes & fees
Jan 29 - Jan 30
Black Bear Lodge
Exterior
Fairlawn Inn
Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (436 reviews)
  • cleanliness
    Elegant mountain escape with daily breakfast and nearby winter sports activities.
The price is $259
$280 total
includes taxes & fees
Feb 1 - Feb 2
Fairlawn Inn
Exterior
Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (339 reviews)
  • cleanliness
    Get cozy with Hunter Mountain right outside your door at this ski-in, ski-out retreat.
The price is $224
$267 total
includes taxes & fees
Feb 10 - Feb 11
Kaatskill Mountain Club & Condos by Vail Resorts
Dinner served
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (852 reviews)
  • cleanliness
    Discover a cozy mountain retreat with access to skiing and waterfall adventures.
The price is $168
$203 total
includes taxes & fees
Feb 2 - Feb 3
Hunter Lodge, a Bluebird by Lark
Exterior
Deer Mountain Inn
Deer Mountain Inn
2.0 star property
Haines Falls
9.2 out of 10, Wonderful, (5 reviews)
  • cleanliness
    Discover woodland serenity at Deer Mountain Inn, surrounded by Hudson Valley treasures.
The price is $396
$453 total
includes taxes & fees
Feb 3 - Feb 4
Deer Mountain Inn
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.
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Check out reviews of Preston Hollow hotels guests love

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"Large rooms, friendly staff. Close to ski mountain. Allowed us a late check out."
Lisa 1-night trip
Posted 14 hours ago
Hunter Lodge, a Bluebird by Lark

Frequently asked questions

What accommodations do travelers like in Preston Hollow?
Guests like Hotel Vienna, Wylder Hotel Windham and Eastwind 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.