Find Romantic Hotels in Windham, NY

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Compare Windham Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Winwood Inn & Condominiums
Exterior

Winwood Inn & Condominiums

3.0 star property
8.6 out of 10, Excellent, (306)
"Everything was great beautiful. Definitely will come back "
The price is SAR 635
SAR 686 total
includes taxes & fees
23 Dec - 24 Dec
Winwood Inn & Condominiums
Albergo Allegria Hotel & Breakfast Restaurant
Front of property

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (252)
"Breakfast was very good."
The price is SAR 600
SAR 648 total
includes taxes & fees
5 Jan - 6 January 2025
Albergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna
Exterior

Hotel Vienna

2.5 star property
9.2 out of 10, Wonderful, (483)
"Me and my wife stayed here for our anniversary and Thanksgiving dinner, the place is a paradise but the manager was a nightmare, everywhere we went he showed up, all we want it was some time alone that's what hotels are for."
The price is SAR 522
SAR 564 total
includes taxes & fees
1 Jan - 2 January 2025
Hotel Vienna
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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Frequently asked questions

Searching for romantic hotels in Windham?
Are you looking for a romantic getaway? Our guests also enjoy Windham for its coffeehouses, 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 Windham Vineyards and Winery. If you’re interested in staying close to a particular destination, you can sort properties by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
How many romantic hotels can we expect to find in Windham?
Expedia has 14 romantic Windham hotels for you both to enjoy.
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, check out these details about year-round temperatures in Windham: 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 Windham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Windham?
There’s nothing better than seeing 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 coffeehouses, skiing, and mountain views. You might think about visiting Windham Country Club, Windham Mountain Resort, or Windham Vineyards and Winery.
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 trip get off to a smooth start: 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 center. If you’d like to venture out around the area, you may want a rental car for your journey.