A calm harbor with several boats docked, a lighthouse, and a rocky breakwater.

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Check availability on Kingston Romantic Hotels

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

Our top choices for Kingston romantic hotels

A natural setting with a stream, red chairs, and a forested area.

1. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (308 reviews)
"It was the perfect place for a weekend away from home! The location was only a few minutes from town and was the perfect size for a couple. Would definitely reccomend!"
United States
Kristen S.
The price is AED 526
AED 1,156 total
includes taxes & fees
10 Nov - 11 Nov
Streamside Cottage Half Mile to Town of Woodstock
A building with a large arched window and a garden with tables and chairs.

2. Church Des Artistes a Hudson Valley retreat

Church Des Artistes a Hudson Valley retreat
Rondout
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful, unique stay! Julie was really kind walking us through the ins and outs of the property during check-in. So much care and attention put into every room. And the book collection is amazing."
United States
Molly M.
The price is AED 5,510
AED 9,396 total
includes taxes & fees
5 Nov - 6 Nov
Church Des Artistes a Hudson Valley retreat
A modern kitchen with a large island, a sink, and wooden stools.

3. Woodstock Historic Artist Estate - The Carriage House

Woodstock Historic Artist Estate - The Carriage House
Woodstock
9.8 out of 10, Exceptional, (50 reviews)
"We had a wonderful time, again! Perfect location!"
United States
Fran W.
The price is AED 829
AED 1,990 total
includes taxes & fees
2 Nov - 3 Nov
Woodstock Historic Artist Estate - The Carriage House
A modern kitchen with a central island, black cabinetry, and pendant lighting.

4. Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
9.8 out of 10, Exceptional, (15 reviews)
"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"
United States
Strati P.
The price is AED 1,118
AED 2,298 total
includes taxes & fees
1 Nov - 2 Nov
Woodstock Historic Artist Estate - The Museum House
A two-story building with large windows and a storefront.

5. 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 AED 275
AED 496 total
includes taxes & fees
1 Nov - 2 Nov
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A wooden deck with two hanging chairs and a wooden door.

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

The Lakefront Chalet - Ski, Ride, Golf, Bike, Hike
Hunter
10.0 out of 10, Exceptional, (113 reviews)
"The stay was fantastic!! It was a wonderful location and was so nice with the lake access. "
United States
Lydia S.
The price is AED 966
AED 2,876 total
includes taxes & fees
9 Nov - 10 Nov
The Lakefront Chalet - Ski, Ride, Golf, Bike, Hike
A cozy living room with a wooden ceiling, a sofa, a red chair, a fireplace, and a ceiling fan.

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

Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
Hunter
9.8 out of 10, Exceptional, (18 reviews)
"Nice home, spacious, and conveniently located minutes from Hunter. I would stay here again. "
United States
Jim D.
The price is AED 764
AED 1,615 total
includes taxes & fees
31 Oct - 1 Nov
Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
A two-story building with large windows and a storefront.

8. 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
8.8 out of 10, Excellent, (66 reviews)
"The pictures are not accurate. The two full and one twin bed are in one room upstairs, they are not separated as pictures would lead you to believe. Then three twins are in the living room with the couch, next to the dining room table and kitchen. The unit was dusty and not swept clean. There were dead bugs on the floor and party poppers from previous guest. I have never experienced something like this with Expedia, this was a zero star experience honestly."
United States
April
The price is AED 404
AED 722 total
includes taxes & fees
2 Nov - 3 Nov
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A bedroom with a large window, a bed, a lamp, and a view of a park.

9. Woodstock historic artist estate - The Pond House

Woodstock historic artist estate - The Pond House
Woodstock
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful host, outstanding location, very nice and creative home. We very much enjoyed our stay, and look forward to coming back again!"
United States
Joe V.
The price is AED 1,058
AED 2,263 total
includes taxes & fees
1 Nov - 2 Nov
Woodstock historic artist estate - The Pond House
A rustic wooden interior with a sofa, a dining table, and a TV mounted on the wall.

10. West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
The price is AED 500
AED 1,503 total
includes taxes & fees
22 Nov - 23 Nov
West Kill Barnhouse: Ski, Work & Unwind
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 Kingston Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Kingston?
If you and your partner need a romantic escape, we've got just the thing. Our guests also love Kingston for its skiing, hiking, and magnificent mountain views. If you want to explore the area, you might head to Ulster Performing Arts Center, Hudson River Maritime Museum, or Esopus Creek. If you'd like to stay close to a certain attraction, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
What's the best place to stay for a romantic vacation in Kingston?
Private one bedroom guesthouse with pool is a favorite guesthouse for couples, and features a garden and a hot tub.
When is the best time of year for a romantic getaway to Kingston?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Kingston: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Kingston are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Kingston?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Kingston has to offer. Couples looking for a little of everything will enjoy Kingston for its riverfront, mountain views, and skiing. If you want to spend a day exploring, you might consider a stop at Ulster Performing Arts Center, Hudson River Maritime Museum, or Esopus Creek.
What's the best way to get to Kingston and around town during my romantic getaway?
This information about transportation options in Kingston might help your romantic getaway go off without a hitch: To get to Kingston, book a flight to Hudson, NY (HCC-Columbia County), which is the closest major airport, located 29.3 mi (47.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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