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.

Albergo Allegria Hotel & Breakfast Restaurant
Front of property
Albergo Allegria Hotel & Breakfast Restaurant
3.5 star property
9.6 out of 10, Exceptional, 234 reviews
"nice property friendly staff"
The price is ￥19,655
per night
Jun 2 - Jun 3
Albergo Allegria Hotel & Breakfast Restaurant
Hotel Vienna
Exterior
Hotel Vienna
2.5 star property
9.2 out of 10, Wonderful, 359 reviews
"Nice people and clean hotel"
The price is ￥21,256
per night
Jun 3 - Jun 4
Hotel Vienna
Winwood Inn & Condominiums
Dining
Winwood Inn & Condominiums
3.0 star property
8.6 out of 10, Excellent, 271 reviews
"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 ￥29,008
per night
Jun 30 - Jul 1
Winwood Inn & Condominiums
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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.

Windham Romantic Hotels information

 

Romantic Hotels in Windham

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Total number of hotels 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.
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 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

Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

5/5 Excellent
Wonderful hospitality
"Great owners operators Great bed Wonderful breakfast "
A verified traveler stayed at Albergo Allegria Hotel & Breakfast Restaurant
Posted 2 weeks ago
Albergo Allegria Hotel & Breakfast Restaurant
Hotel Mountain Brook

Hotel Mountain Brook

5/5 Excellent
"My husband and I wanted a quiet and romantic getaway for our spring break. Hotel Mountain Brook gave us this experience and more! We stayed in the Raven Cabin. Despite being outside of the main lodge, we wanted for nothing. Our Innkeepers Jen and Chloe were so hospitable. The breakfast was delicious. All staff members, especially Pia, Nicole, and Tanner made our snowy, April stay quaint and comfortable. We loved our stay and our visiting innkeeper, Chloe, so much that we are visiting Silver Maple Farm, another Verdigreen property in two months. We highly recommend Hotel Mountain Brook and we cannot wait to visit again!"
A verified traveler stayed at Hotel Mountain Brook
Posted 2 months ago
Hotel Mountain Brook