Find Romantic Hotels in Lexington, NY from $146

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Lexington Romantic Hotels

Our top choices for Lexington 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, (819)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
$164 nightly
The price is $177
Dec 15 - Dec 16
Total with taxes and fees
Hunter Lodge, a Bluebird by Lark
Restaurant
Urban Cowboy Lodge

Urban Cowboy Lodge

5.0 star property
Big Indian
9.2 out of 10, Wonderful, (187)
" Didn’t get the room shown on Expedia website so we were disappointed in that. Overall nice place and really enjoyed our stay. "
United States
Stuart
$247 nightly
The price is $277
Dec 10 - Dec 11
Total with taxes and fees
Urban Cowboy Lodge
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 11 - Dec 12
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property
Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY

3.0 star property
Woodstock
8.4 out of 10, Very Good, (155)
"Beautiful historic home. We had a nice stay. "
United States
Anonymous traveler
$189 nightly
The price is $212
Dec 10 - Dec 11
Total with taxes and fees
Morning Glory B n B Woodstock NY
Property grounds
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock
10.0 out of 10, Exceptional, (261)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
$301 nightly
The price is $337
Dec 13 - Dec 14
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Indoor wedding
Margaretville Mtn Inn B&B and Village Suites

Margaretville Mtn Inn B&B and Village Suites

3.0 star property
Margaretville
8.2 out of 10, Very Good, (206)
"Our stay at the Margaretville Mtn Inn was fantastic. The room was beautiful and very clean. The breakfast that was served was wholesome and delicious. I would definitely stay there again."
United States
Neal
$145 nightly
The price is $159
Jan 4 - Jan 5, 2026
Total with taxes and fees
Margaretville Mtn Inn B&B and Village Suites
Children's area
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
9.0 out of 10, Wonderful, (45)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
$276 nightly
The price is $309
Dec 14 - Dec 15
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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 10 - Dec 11
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club
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, (17)
"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.
$484 nightly
The price is $489
Dec 10 - Dec 11
Total with taxes and fees
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
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.
$222 nightly
The price is $240
Dec 14 - Dec 15
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
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.
View all properties

Top Lexington 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 9 days ago
Hotel Mountain Brook

Frequently asked questions

Searching for romantic hotels in Lexington?
Are you looking for a romantic getaway? If you want to explore the area, you might head to Catskill State Park. If you'd like to stay close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Lexington?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Lexington: 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 Lexington are January, March, December, and February, with each month seeing an average of 10 inches of snowfall.
What is there to do in Lexington?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Lexington. You might think about making a stop at Catskill State Park while you're visiting.

Explore a world of travel with Expedia