A mountainous landscape with dense forests and a rocky cliff.

Find Romantic Hotels in Round Top, NY from CA $204

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Check availability on Round Top Romantic Hotels

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Round Top romantic hotels

Exterior
Interior
Dining
Property grounds

1. 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
United States
Ahmad O.
CA $119
CA $204 total
includes taxes & fees
Sep 21 - Sep 22
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Property grounds
Exterior
Smart TV, DVD player, stereo
Property grounds

2. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
United States
Kristen S.
CA $199
CA $437 total
includes taxes & fees
Sep 27 - Sep 28
Streamside Cottage Half Mile to Town of Woodstock
Exterior
Coffee/tea maker, fridge, microwave, oven
Property grounds
Property grounds

3. 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
United States
David
CA $223
CA $358 total
includes taxes & fees
Oct 5 - Oct 6
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Property grounds
2 bedrooms, desk, iron/ironing board, WiFi (free)
Coffee/tea maker, fridge, microwave, oven
Exterior

4. Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
United States
Taylor
CA $500
CA $782 total
includes taxes & fees
Oct 5 - Oct 6
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Smart TV, books, stereo, computer monitors
Coffee/tea maker, fridge, microwave, oven
2 bedrooms, desk, iron/ironing board, WiFi (free)
Outdoor dining

5. Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!

Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
Hunter
United States
Jim D.
CA $291
CA $615 total
includes taxes & fees
Sep 19 - Sep 20
Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
Exterior
Exterior
5 bedrooms, desk, travel crib, WiFi (free)
Smart TV, fireplace, stereo

6. THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Hunter
United States
Charlotte P.
CA $477
CA $1,262 total
includes taxes & fees
Sep 22 - Sep 23
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Terrace/patio
Coffee/tea maker, fridge, microwave, oven
Interior
Exterior

7. Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
woodstock
United States
Susannah H.
CA $251
CA $432 total
includes taxes & fees
Sep 24 - Sep 25
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Interior
Exterior
Outdoor dining
Interior

8. West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
United States
Vijay S.
CA $190
CA $544 total
includes taxes & fees
Sep 20 - Sep 21
West Kill Barnhouse: Ski, Work & Unwind
Smart TV, fireplace, books
Coffee/tea maker, fridge, microwave, oven
Spa
Dining

9. Catskill Mountain Hideaway with Amazing Hunter Mountain Views

Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Hunter
United States
ching yi t.
CA $535
CA $990 total
includes taxes & fees
Sep 20 - Sep 21
Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Terrace/patio
Exterior
Smart TV, fireplace, stereo
5 bedrooms, desk, iron/ironing board, travel crib

10. The Lakefront Chalet - Ski, Ride, Golf, Bike, Hike

The Lakefront Chalet - Ski, Ride, Golf, Bike, Hike
Hunter
United States
Lydia S.
CA $610
CA $1,385 total
includes taxes & fees
Oct 4 - Oct 5
The Lakefront Chalet - Ski, Ride, Golf, Bike, Hike
View all properties

Top Round Top Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very nice property with nice rooms and friendly staff. Breakfast could have been a little better. Also, would be helpful to start the breakfast time earlier."
Virender 1-night trip
Posted 3 hours ago
Hotel Vienna

Frequently asked questions

Searching for romantic hotels in Round Top?
Are you and your partner looking for a romantic vacation? Our guests also enjoy Round Top for its mountain views. If you want to see some of the sights in Round Top, you might consider checking out Catskill State Park. If you'd like to stay close to a particular destination, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Round Top?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Round Top: 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 28°F. The snowiest months in Round Top are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Round Top?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Round Top has to offer. Couples looking to get out in nature will enjoy Round Top for its mountain views. Catskill State Park is one of the local sights that might be worth a stop.
What's the best way to get to Round Top and around town during my romantic getaway?
These transportation options in Round Top might help your romantic trip get off to a smooth start: To get to Round Top, book a flight to Hudson, NY (HCC-Columbia County), which is the closest major airport, located 17 mi (27.3 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.

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