Find Romantic Hotels in Windham, NY

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 5 Windham Romantic Hotels and compare 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, (302)
"Decent studios in Windham, small bedroom with queen bed and small kitchenette, rather expensive, easy parking just behind the property. The walls are paperthin, we could hear the neighbor kids bouncing about at 10pm... Regrettably, the small restaurant that was part of the property has closed, so one needs to drive into W for dinner, also, no continental breakfast or any other service beyond the bare room."
The price is SAR 522
SAR 564 total
includes taxes & fees
24 Nov - 25 Nov
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, (251)
"Breakfast was very good."
The price is SAR 600
SAR 648 total
includes taxes & fees
16 Dec - 17 Dec
Albergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna
Exterior
Hotel Vienna
2.5 star property
9.2 out of 10, Wonderful, (474)
"Pictures give a mOre grand impression that the reality"
The price is SAR 484
SAR 523 total
includes taxes & fees
26 Nov - 27 Nov
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.
Don't see what you're looking for?
See all available properties in Windham

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.