Find Romantic Hotels in Windham, NY

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Pick from Windham Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Winwood Inn & Condominiums
3.0 star property
8.6 out of 10, Excellent, (271)
"It was an amazing stay for our ski trip. Very clean and comfortable beds. Convenient with a good quality food market next door. Kids love the game room as an after ski activity. Only wish the kitchen was equipped with dishwasher and stocked with cooking oil."
The price is SAR 507
SAR 548 total
includes taxes & fees
2 Jul - 3 Jul
Winwood Inn & Condominiums
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, (236)
"Nice to stay in a quaint hotel instead of the generic large name places. Friendly staff. Clean rooms and very comfortable beds"
The price is SAR 513
SAR 554 total
includes taxes & fees
27 Jun - 28 Jun
Albergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna
2.5 star property
9.2 out of 10, Wonderful, (369)
"Wonderful facility! Remodeled rooms with great cleanliness!"
The price is SAR 484
SAR 523 total
includes taxes & fees
1 Jul - 2 Jul
Hotel Vienna
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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.
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 April, 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.

Recent reviews of Windham hotels
Expedia verified reviews