Find Romantic Hotels in Windham, NY

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Check availability on Windham Romantic Hotels

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

Winwood Inn & Condominiums

3.0 star property
8.6 out of 10, Excellent, (319)
"Amazing place withba kitchenette. Its definitely a good deal for the price. And excellent room (clean linen) and big windows in thr dinning area. Loved our stay, definitely coming back!"
The price is AED 621
AED 670 total
includes taxes & fees
24 Feb - 25 Feb
Winwood Inn & Condominiums

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (257)
"Very nice thank you"
The price is AED 545
AED 588 total
includes taxes & fees
24 Feb - 25 Feb
Albergo Allegria Hotel & Breakfast Restaurant

Hotel Vienna

2.5 star property
9.2 out of 10, Wonderful, (531)
"Six minutes from the mountain was super convenient. Clean, great staff, continental breakfast surprisingly good, only negative was the hot tub was not functional."
The price is AED 584
AED 631 total
includes taxes & fees
24 Feb - 25 Feb
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 Catskill State Park. 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 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 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.