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Preston Hollow Hotel Guide - Romantic Hotels in Preston Hollow, New York

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Check availability on Preston Hollow Romantic Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Preston Hollow romantic hotels

A log cabin with a deck, outdoor seating, and a view of a forest.

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (899 reviews)
"Clean room and helpful staff, good location."
United States
Hongtao
The price is €124
includes taxes & fees
2 Nov - 3 Nov
Hotel Vienna
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.

2. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (134 reviews)
"Loved our stay, will go anytime for a little weekend getaway from nyc!"
United States
Yassaman Modarres
The price is €192
includes taxes & fees
30 Oct - 31 Oct
Wylder Hotel Windham
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.

3. The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.4 out of 10, Exceptional, (46 reviews)
"Mountain View and cozy vibes are on point."
United States
Pushpavalli
The price is €183
includes taxes & fees
5 Nov - 6 Nov
The Perch Hotel
A wooden picnic table with benches, a hammock, and a potted plant in a room with large windows and wooden floors.

4. Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.8 out of 10, Exceptional, (11 reviews)
"Secluded yet convenient. Homey. Quaint. Loved it! Will stay again!"
United States
Amber C.
The price is €262
includes taxes & fees
1 Nov - 2 Nov
Cozy Cabin-Catskills secluded Mountain retreat
A park with Adirondack chairs and a table, surrounded by trees.

5. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (306 reviews)
"Service and breakfast were very good"
United States
Daniel
The price is €161
includes taxes & fees
3 Nov - 4 Nov
Mountain Treasure B&B
A two-story building with large windows and a storefront.

6. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is €125
includes taxes & fees
1 Nov - 2 Nov
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A wooden cabin with a triangular roof, a wooden door, and a bench outside.

7. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (122 reviews)
"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."
United States
Danica
The price is €248
includes taxes & fees
15 Nov - 16 Nov
Eastwind Windham
A modern kitchen with a stainless steel refrigerator, a dining area with a table and chairs, and a living room with a sofa and a lamp.

8. Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (19 reviews)
"Great property! Spacious enough for 4 adults, lovely porch, good wifi, clear instructions for check in and out and a responsive host!"
United States
Holly C.
The price is €295
includes taxes & fees
1 Nov - 2 Nov
Cozy Waterfall Oasis + Firepit
A dark wooden cabin with a gabled roof, multiple windows, and a front porch with steps.

9. Creekside Catskills Cabin

Creekside Catskills Cabin
Middleburgh
Creekside Catskills Cabin
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

10. 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, (331 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is €195
includes taxes & fees
29 Nov - 30 Nov
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.
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Top Preston Hollow Hotel Reviews

Hotel Vienna

Hotel Vienna

8/10 Good
"Breakfast room needs to more spacious and good handle electrical devices like , micro oven , toaster , .. that would be more efficient for the environment. Thank you"
Salma 2-night trip
Posted 6 hours ago
Hotel Vienna

Frequently asked questions

Searching for romantic hotels in Preston Hollow?
If you and your partner need a romantic escape, we'd like to help you plan for it. While you're in Preston Hollow, you'll find plenty to see and do. If you want to explore the area with your significant other, you might head to Zoom Flume, Windham Vineyards and Winery or Irish Cultural Center. Whether you'd like to be pampered with breakfast in bed or get a couples' massage, you'll be sure to find your ideal accommodation in Preston Hollow to make for the perfect couples' weekend.
What's the best hotel for a couple visiting Preston Hollow?
Amazing Views, Away from it all! is a favourite guest house for couples, and features in-room fireplaces and ski-in/ski-out access.
When is the best time of year for a romantic getaway to Preston Hollow?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures 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.
What is there to do in Preston Hollow?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Preston Hollow has to offer. There's a lot to see and do in the area, so you might consider making a stop at Zoom Flume or Windham Vineyards and Winery.
What's the best way to get to Preston Hollow and around town during my romantic getaway?
This information about transportation options in Preston Hollow might help your romantic getaway go off without a hitch: If you're looking to fly to Preston Hollow, the closest major airport is in Hudson, NY (HCC-Columbia County), located 28.1 mi (45.3 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.