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Our top choices for Windham romantic hotels

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (344 reviews)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is Rp3.188.328
Rp3.443.327 total
includes taxes & fees
27 Jan - 28 Jan
Winwood Condominiums by Windham Mountain Club

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (843 reviews)
"Great location, very nice common rooms, friendly staff"
United States
Benjamin John
The price is Rp2.422.937
Rp2.981.725 total
includes taxes & fees
22 Jan - 23 Jan
Hunter Lodge, a Bluebird by Lark

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, (207 reviews)
"Staff friendly, breakfast was very good- loved the dining presentation Hot tub was fun. The bed in the Lavender room was really comfortable."
United States
MARK
The price is Rp2.445.425
Rp2.858.618 total
includes taxes & fees
21 Jan - 22 Jan
Margaretville Mtn Inn B&B and Village Suites

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (196 reviews)
"Great resort, amazing dinner at the onsite restaurant! Will go back for sure "
United States
Kimberly
The price is Rp2.817.408
Rp3.155.496 total
includes taxes & fees
20 Jan - 21 Jan
Urban Cowboy Lodge

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, (156 reviews)
"Diane was a very gracious host of her lovely BnB! My privacy was well respected and check in/out was easy as pie! Thank you!"
United States
Andrew
The price is Rp3.187.485
Rp3.569.983 total
includes taxes & fees
20 Jan - 21 Jan
Morning Glory B n B Woodstock NY
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.

Top Windham Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Windham?
Are you and your partner looking for a romantic holiday? Our guests also enjoy Windham for its coffee shops, skiing and mountain views. If you'd like to explore some of the area's notable sights, you might make a stop by Windham Country Club, Windham Mountain Resort or Catskill State Park. If you're interested in staying close to a particular destination, you can sort properties by neighbourhood or distance to top sights, 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 Windham?
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 Windham: 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 Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Windham?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all that Windham has to offer. Couples looking for a little of everything will enjoy Windham for its coffee shops, skiing and mountain views. You might think about visiting Windham Country Club, Windham Mountain Resort or Catskill State Park.
What's the best way to get to Windham and around town during my romantic getaway?
This information about transportation options in Windham might help your romantic getaway go off without a hitch: To get to Windham, you can fly into Hudson, NY (HCC-Columbia County), which is the closest major airport, located 27.6 mi (44.4 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.