Romantic Hotels in Windham, New York

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Check availability on Windham Romantic Hotels

Tonight
Jul 19 - Jul 20
Tomorrow
Jul 20 - Jul 21
Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3

Top Windham Romantic Hotels

Winwood Condominiums by Windham Mountain Club
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Winwood Condominiums by Windham Mountain Club

3.0 star property
8.6 out of 10, Excellent, (324)
"Great location and great property"
The price is P15,385
P16,616 total
includes taxes & fees
Aug 16 - Aug 17
Winwood Condominiums by Windham Mountain Club
Albergo Allegria Hotel & Breakfast Restaurant
Enjoy a meal at the dining table, with a view of the surrounding landscape through the large window.

Albergo Allegria Hotel & Breakfast Restaurant

3.5 star property
9.6 out of 10, Exceptional, (265)
"Friendly, clean, beautiful setting"
The price is P8,300
P8,964 total
includes taxes & fees
Jul 20 - Jul 21
Albergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna
Escape to a serene retreat amidst lush greenery, with a spacious deck perfect for relaxation or entertaining.

Hotel Vienna

2.5 star property
9.4 out of 10, Exceptional, (597)
"Lovely accommodations and setting."
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.

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.
What's the best accommodation for a romantic vacation in Windham?
Winwood Inn & Condominiums is a favorite hotel for couples, and features flat-screen TVs and a full-service spa. Another choice for a romantic stay is Hammo's Lodge.
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.