Find Romantic Hotels in Preston Hollow, NY from $76

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Check availability on Preston Hollow Romantic Hotels

Tonight
Dec 7 - Dec 8
Tomorrow
Dec 8 - Dec 9
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Preston Hollow Romantic Hotels

Lobby sitting area
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3.0 star property
Hunter
9.2 out of 10, Wonderful, (817)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
$170 nightly
The price is $183
Dec 18 - Dec 19
Total with taxes and fees
Hunter Lodge, a Bluebird by Lark
Outdoor banquet area
Quality Inn & Suites Schoharie near Howe Caverns

Quality Inn & Suites Schoharie near Howe Caverns

2.5 star property
Schoharie
6.8 out of 10, (796)
"clean , people are friendly very nice place to stay"
United States
james
$68 nightly
The price is $76
Jan 6 - Jan 7, 2026
Total with taxes and fees
Quality Inn & Suites Schoharie near Howe Caverns
Fridge, microwave, oven, stovetop
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Lanesville
9.8 out of 10, Exceptional, (16)
"Simply perfect! This house was clean, fully stocked of all necessities and optimally located for hiking, town hoping, art seeing and brewery bouncing. Would love to come back in the winter for its proximity to Hunter Mountain. Highly recommend!"
United States
Sarah P.
$508 nightly
The price is $513
Dec 10 - Dec 11
Total with taxes and fees
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Exterior
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, (40)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
$136 nightly
The price is $146
Dec 8 - Dec 9
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Property grounds
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Windham
9.0 out of 10, Wonderful, (54)
"Check in & checkout and communication super easy. Location is excellent. A/C and hot water great. For 4 guys on a 2 day golf trip it worked fine. "
United States
david d.
$214 nightly
The price is $231
Dec 14 - Dec 15
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
$179 nightly
The price is $193
Dec 8 - Dec 9
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club
Property grounds
Cozy Townhouse Near Hunter Mountain

Cozy Townhouse Near Hunter Mountain

Tannersville
10.0 out of 10, Exceptional, (14)
"Super cozy accommodation with everything you might need to hangout and cook at home. Otherwise, a great location close to fun towns and delicious restaurants while being in beautiful country. "
Canada
Kees
$310 nightly
The price is $335
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cozy Townhouse Near Hunter Mountain
Property grounds
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

Hunter
9.8 out of 10, Exceptional, (110)
"Second time staying here with family and it was just as good as the first time! Large house, comfy beds, all the kitchen stuff you could need and of course lake is great. Life jackets and 3 small kayaks, pedal boat and 1 SUP are there to use. Perfect for kids. Will likely be staying here again in the future!"
United States
Adrienne D.
$750 nightly
The price is $810
Dec 9 - Dec 10
Total with taxes and fees
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
Fridge, microwave, oven, stovetop
Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room

Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room

Hunter
9.6 out of 10, Exceptional, (12)
"⭐️⭐️⭐️⭐️⭐️ The most important part of any stay is having a great host — and we truly did! Our host was incredibly welcoming, responsive, and thoughtful, which made the entire experience so much smoother and more enjoyable. The property itself was cozy, well-maintained, and perfectly located to explore Hunter, NY. We felt right at home from the moment we arrived and left with wonderful memories. Highly recommend this place to anyone visiting the area!"
United States
Taha
$632 nightly
The price is $683
Dec 8 - Dec 9
Total with taxes and fees
Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room
Outdoor spa tub
QUINN HOLLOW - Hunter Mountain Ski Cabin, Hot Tub

QUINN HOLLOW - Hunter Mountain Ski Cabin, Hot Tub

Hunter
9.8 out of 10, Exceptional, (20)
"Great place to stay, perfect for a friend ski weekend. Highly recommend !!!"
United States
Sophia A.
$654 nightly
The price is $706
Dec 8 - Dec 9
Total with taxes and fees
QUINN HOLLOW - Hunter Mountain Ski Cabin, Hot Tub
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 Mountain Brook

Hotel Mountain Brook

10/10 Excellent
"It's an amazing place - lovely rooms, friendly staff, delicious breakfast, and great vibes. They take care of every detail and give you the best experience possible. It's perfect for a weekend getaway!"
Orit 2-night trip
Posted 7 days ago
Hotel Mountain Brook

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 Hunter Mountain, Zoom Flume, or Windham Vineyards and Winery. Whether you'd like to lounge around in luxurious bedding or get a couples' massage, you'll be sure to find your ideal accommodation in Preston Hollow to make for a relaxing weekend away.
What's the best accommodation for a couple going to Preston Hollow?
Amazing Views, Away from it all! is a favorite guesthouse 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, check out these details about year-round temperatures in Preston Hollow: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Preston Hollow are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Preston Hollow?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all there is to see and do in Preston Hollow. There's a lot to see and do in the area, so you might consider making a stop at Hunter Mountain or Zoom Flume.
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 trip go off without a hitch: If you're looking to fly to Preston Hollow, the closest major airport is Hudson, NY (HCC-Columbia County), located 28.1 mi (45.3 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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