Windham Hotel Guide - Romantic Hotels in Windham, New York

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Top Windham Romantic Hotels

Crystal Brook Resort & Mountain Brauhaus
Seasonal outdoor pool

Crystal Brook Resort & Mountain Brauhaus

2.5 star property
9.0 out of 10, Wonderful, (94)
"Beautiful property overseen by a lovely person, Wendy was hospitable in every sense of the word; would absolutely love to come back to this amazing retreat in the woods. Also worth mentioning is the amazing waterfall within walking distance of the property. "
The price is €192
includes taxes & fees
12 Aug - 13 Aug
Crystal Brook Resort & Mountain Brauhaus
Morning Glory B n B Woodstock NY
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

3.0 star property
8.6 out of 10, Excellent, (143)
"We absolutely loved our stay - the white room was clean and lovely. We love the location too - great proximity to Station, movie theater and restaurants."
The price is €191
includes taxes & fees
3 Sept - 4 Sept
Morning Glory B n B Woodstock NY
Hunter Lodge, a Bluebird by Lark
Lobby sitting area

Hunter Lodge, a Bluebird by Lark

3.0 star property
9.2 out of 10, Wonderful, (728)
"Enjoyed our stay! The room was spacious and clean with modern feel. Friendly staff members. "
The price is €143
includes taxes & fees
10 Sept - 11 Sept
Hunter Lodge, a Bluebird by Lark
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Flat-screen TV

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

10.0 out of 10, Exceptional, (20)
"We had a wonderful stay at the cottage. Place was perfect and met all our needs. The cottage was lovely and cozy, truly home away from home. The host, Agnes, was kind and very helpful. Will definitely be back."
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Property grounds

Catskill Mountain Hideaway with Amazing Hunter Mountain Views

10.0 out of 10, Exceptional, (12)
"Very clean and comfy place to stay. Communication with owner is quick and easy. Highly recommendations "
The price is €591
includes taxes & fees
24 Aug - 25 Aug
Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Sauna Belleayre Cozy Cabin
Property grounds

Sauna Belleayre Cozy Cabin

9.6 out of 10, Exceptional, (116)
"Beautiful surroundings, perfect time of year! Cozy...just what was needed! "
The price is €231
includes taxes & fees
20 Aug - 21 Aug
Sauna Belleayre Cozy Cabin
Belleayre Grandhouse 6 bedrooms sleep 15 w/hot tub, sauna, game lounge.
Outdoor spa tub

Belleayre Grandhouse 6 bedrooms sleep 15 w/hot tub, sauna, game lounge.

9.6 out of 10, Exceptional, (37)
"A great place to stay with a big group, had a great experience "
The price is €924
includes taxes & fees
12 Aug - 13 Aug
Belleayre Grandhouse 6 bedrooms sleep 15 w/hot tub, sauna, game lounge.
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.

Top Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Great comfortable room"
Ute 1-night trip
Posted 2 days ago
Hotel Vienna

Frequently asked questions

Searching for romantic hotels in Windham?
Are you and your partner looking for a romantic holiday? Our guests also enjoy Windham for its coffee shops, 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 neighbourhood or distance to top sights, so you and your partner will get to see everything on your list.
What's the best place to stay for couples in Windham?
Winwood Inn & Condominiums is a favourite hotel for couples, and features flat-screen TVs and a full-service spa. Another choice for a stay with your sweetheart is Hammo's Lodge.
How many romantic hotels are there 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, take a look at these details about year-round temperatures in Windham: The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Windham are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Windham?
There's nothing better than wandering around 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 coffee shops, 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 getaway go off without a hitch: 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 centre. If you'd like to venture out around the area, you may want to rent a car for your trip.