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Our top choices for Windham romantic hotels
1. Hotel Vienna
Hotel Vienna3.0 star property
Windham
9.4 out of 10, Exceptional, (914 reviews)
9.4/10
Exceptional
(914 reviews)
"Clean room and helpful staff, good location."
"Clean room and helpful staff, good location."
Hongtao
The price is NT$3,697
NT$3,697
NT$4,561 total
includes taxes & fees
Nov 17 - Nov 18
2. Wylder Hotel Windham
Wylder Hotel Windham3.5 star property
Windham
9.0 out of 10, Wonderful, (139 reviews)
9.0/10
Wonderful
(139 reviews)
"Room super clean and beautiful property!"
"Room super clean and beautiful property!"Daniela
The price is NT$6,511
NT$6,511
NT$8,675 total
includes taxes & fees
Nov 15 - Nov 16
3. Eastwind Windham
Eastwind Windham3.5 star property
Windham
9.2 out of 10, Wonderful, (123 reviews)
9.2/10
Wonderful
(123 reviews)
"Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay."
"Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay."Danica
The price is NT$6,980
NT$6,980
NT$8,493 total
includes taxes & fees
Nov 23 - Nov 24
4. The Haüs Windham
The Haüs Windham2.0 star property
Windham
8.0 out of 10, Very good, (40 reviews)
8.0/10
Very good
(40 reviews)
"Easy check in, nice layout of the apt, comfortable bed, nice to have a kitchen. Nearby lots of restaurants and mountain access. "
"Easy check in, nice layout of the apt, comfortable bed, nice to have a kitchen. Nearby lots of restaurants and mountain access. "Erica
The price is NT$4,804
NT$4,804
NT$10,129 total
includes taxes & fees
Nov 16 - Nov 17
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.
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 ViennaWindham
10/10 Excellent
cute hotel
close to mountain and amenities
cute hotel
close to mountain and amenities
michael
Eastwind Windham
Eastwind WindhamWindham
10/10 Excellent
Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay.
Loved the stay here as well as the friendly staff. Jamie who had helped us check in was very friendly, helpful and made us feel welcome. Location was very dog friendly. Our room was very clean, quiet and had a beautiful scene of nature. Nice place to choose for a quiet get away stay.
Danica
Shandaken Inn
Shandaken InnShandaken
10/10 Excellent
The Shandaken Inn is a gem of a property! Our room was spacious, spotless and so inviting. And the staff, particularly Marissa, made us feel so welcome and at home with her warm personality.
The breakfasts were outstanding and the entire property is just beautiful! There are also great hiking options close by. We wouldn’t hesitate to book a room here again!
The Shandaken Inn is a gem of a property! Our room was spacious, spotless and so inviting. And the staff, particularly Marissa, made us feel so welcome and at home with her warm personality.
The breakfasts were outstanding and the entire property is just beautiful! There are also great hiking options close by. We wouldn’t hesitate to book a room here again!
Anonymous traveler
Hotel Mountain Brook
Hotel Mountain BrookTannersville
10/10 Excellent
Great experience, amazing property,
Great experience, amazing property,
Nikolaos
Gather Greene
Gather GreeneCoxsackie
10/10 Excellent
This place was magical. Rooms were clean. Same amenities as a hotel. Blow dryer available! Mini fridge and a sheet for blinds if you need. The snow falling in the early morning was the highlight of the cabin stay. Very beautiful! There were two campfires and snores every night from 5-1pm. Very cute! Cabins are about 50-100ft from parking so be prepared to walk in snow after parking your care. You can get closer to a loading zone to load things into and out of cabins if needed though. String...
This place was magical. Rooms were clean. Same amenities as a hotel. Blow dryer available! Mini fridge and a sheet for blinds if you need. The snow falling in the early morning was the highlight of the cabin stay. Very beautiful! There were two campfires and snores every night from 5-1pm. Very cute! Cabins are about 50-100ft from parking so be prepared to walk in snow after parking your care. You can get closer to a loading zone to load things into and out of cabins if needed though. String...
Liana
Twin Gables of Woodstock
Twin Gables of WoodstockWoodstock
10/10 Excellent
One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.
One of the coolest and most accommodating places I have ever stayed. If you are coming to Woodstock are even thinking about it this is the place for you. All the rooms are unique, they are super clean and look exactly like they do online. The owner is amazing and she will point you in the right direction for whatever you are looking to do in town. Seriously cannot recommend enough and can’t wait to come back.
Noah
The Perch Hotel
The Perch HotelEast Windham
10/10 Excellent
A Hidden Gem with Million-Dollar Views!
We had such a magical stay at The Perch Hotel in East Windham! The view alone is worth the trip — on a clear day, you can see FIVE states from the property. Yes, five! It’s absolutely breathtaking and made for the perfect backdrop to relax and soak in the Catskills air.
The vibe of the hotel is something special — a perfect blend of modern comfort and mid-century charm that instantly transported me back to the golden era of Catskill tourism. It’s stylish...
A Hidden Gem with Million-Dollar Views!
We had such a magical stay at The Perch Hotel in East Windham! The view alone is worth the trip — on a clear day, you can see FIVE states from the property. Yes, five! It’s absolutely breathtaking and made for the perfect backdrop to relax and soak in the Catskills air.
The vibe of the hotel is something special — a perfect blend of modern comfort and mid-century charm that instantly transported me back to the golden era of Catskill tourism. It’s stylish...
Emmi
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott BonvoyCatskill
10/10 Excellent
Perfect place to stay during a house hunt in the area. Great for pups too!
Perfect place to stay during a house hunt in the area. Great for pups too!
Leslie
Mountain Treasure B&B
Mountain Treasure B&BMaplecrest
10/10 Excellent
We had stayed for two nights at this hotel . Place is Nice and Cozy makes you feel like you at home )
The owner is Very friendly and cooks delicious breakfast 😋
I would defently stay there again
We had stayed for two nights at this hotel . Place is Nice and Cozy makes you feel like you at home )
The owner is Very friendly and cooks delicious breakfast 😋
I would defently stay there again
Alina
Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by LarkHunter
10/10 Excellent
Great place! Love the lodge's decorations!
Great place! Love the lodge's decorations!
Craig
Eastwind Oliverea Valley
Eastwind Oliverea ValleyBig Indian
10/10 Excellent
Such a special and magical destination
Such a special and magical destination
Claire
Kaatskill Mountain Club & Condos by Vail Resorts
Kaatskill Mountain Club & Condos by Vail ResortsHunter
10/10 Excellent
This was our second year staying at the mountain club and we loved it as usual in town for the Oktoberfest at hunter. This year we had a patio to our deluxe suite which was a nice surprise and we will be definitely back soon
This was our second year staying at the mountain club and we loved it as usual in town for the Oktoberfest at hunter. This year we had a patio to our deluxe suite which was a nice surprise and we will be definitely back soon
Joseph
Urban Cowboy Lodge
Urban Cowboy LodgeBig Indian
10/10 Excellent
A slice of heaven. From Buddys warm greeting to everyone on staff they are just the nicest, most witty and welcoming staff I’ve ever seen, without being pretentious. The chef hits it out of the park, creative and expertly prepared and freshly sourced. We will be back to relax and decompress again.A wonderful experience sinking into feather beds and Pendleton robes.
A slice of heaven. From Buddys warm greeting to everyone on staff they are just the nicest, most witty and welcoming staff I’ve ever seen, without being pretentious. The chef hits it out of the park, creative and expertly prepared and freshly sourced. We will be back to relax and decompress again.A wonderful experience sinking into feather beds and Pendleton robes.
Carolena
Find out more about Windham
Windham attractions for couples
Windham, New York, offers a blend of outdoor adventure and charming small-town appeal, making it a perfect getaway for families and quality-seeking travelers. Start your exploration at Windham Mountain, where you can enjoy skiing in the winter or hiking and mountain biking in the warmer months, with breathtaking views of the Catskill Mountains. For a taste of local culture, visit the Windham Fine Arts Gallery, showcasing works from regional artists, perfect for those looking to appreciate art in a cozy setting. If you're seeking a unique experience, take a ride on the scenic Catskill Mountain Railroad, where you can enjoy the picturesque landscape from the comfort of a vintage train. For family fun, the Windham Country Club offers an 18-hole golf course that caters to all skill levels, along with a welcoming clubhouse for relaxing after a day on the greens. Families will appreciate a stay in the heart of Windham, where hotels like the Windham Manor provide luxurious accommodations with attentive service, allowing you to unwind after a day of exploration. The nearby local eateries and shops means convenience and quality are never far away, making your stay both enjoyable and stress-free.
Find the best romantic hotels in Windham
For couples seeking a romantic getaway in Windham, New York, these hotels offer charming accommodations and intimate settings perfect for creating lasting memories.
- Why it's great for a couples retreat: The Cave Mountain Motel offers a delightful and romantic escape with a stellar review rating of 9.6. This charming motel provides a cozy atmosphere, perfect for couples looking to enjoy a quiet getaway. Guests can indulge in a complimentary buffet breakfast, setting the perfect tone for a day of exploration or relaxation together.
- Other amenities: The motel features stunning mountain views and access to nearby hiking trails, ideal for couples who enjoy outdoor activities. With air conditioning and self-parking, guests can enjoy a straightforward stay, focusing on each other and the beautiful surroundings.
- Nearby attractions: Catskill State Park - 0.0 miles, Windham Mountain Resort - 2.03 miles, Ashland Park - 2.76 miles
Albergo Allegria Hotel & Breakfast Restaurant
- Why it's great for a couples retreat: With an impressive review rating of 9.4, the Albergo Allegria Hotel & Breakfast Restaurant offers a romantic atmosphere complemented by its Victorian hotel design. The inviting ambiance, along with a charming fireplace in select rooms, creates a cozy environment perfect for couples looking to reconnect and enjoy each other's company. A delightful breakfast is served daily, enhancing the romantic experience.
- Other amenities: The hotel features a lovely garden and terrace for couples to relax and take in the beautiful surroundings. With convenient amenities such as air conditioning, self-parking, and access to nearby hiking and biking trails, guests can easily explore and enjoy the natural beauty of Windham together.
- Nearby attractions: Catskill State Park - 0.0 miles, Windham Country Club - 0.26 miles, Windham Mountain Resort - 1.75 miles
- Why it's great for a couples retreat: Hotel Vienna is an ideal retreat for travelers looking to unwind in a romantic atmosphere. With a fantastic guest review rating of 9.2, this cozy hotel features an indoor pool and beautiful mountain views, providing a serene backdrop for relaxation and intimate moments. Guests can enjoy the convenience of a complimentary breakfast each morning, setting the stage for a delightful day ahead.
- Other amenities: Guests have access to a terrace for enjoying the fresh air, as well as nearby hiking and biking trails for adventurous couples. The hotel also offers convenient amenities such as free parking, air conditioning, and ski access, making it a perfect choice for both winter sports enthusiasts and those just looking to enjoy the scenic beauty of Windham.
- Nearby attractions: Catskill State Park - 0.0 miles, Windham Country Club - 0.38 miles, Windham Mountain Resort - 1.88 miles
- Why it's great for a couples retreat: Winwood Inn & Condominiums is a charming choice for couples seeking a romantic experience, featuring a guest review rating of 9.0. With cozy accommodations and a welcoming atmosphere, this hotel encourages intimacy with inviting spaces and nearby nature trails perfect for strolls together. The onsite kitchenette allows couples to prepare their own meals, adding a personal touch to their stay.
- Other amenities: Guests can enjoy the outdoor tennis courts and billiards for some lighthearted competition. The hotel also features free parking, a ski shuttle for winter adventures, and access to nearby golf courses, ensuring a variety of activities for couples to enjoy together while exploring the picturesque surroundings.
- Nearby attractions: Catskill State Park - 0.15 miles, Windham Country Club - 0.99 miles, Windham Mountain Resort - 1.41 miles
- Why it's great for a couples retreat: Eastwind Windham is a picturesque retreat with a review rating of 9.0, offering couples a unique romantic experience. The hotel features cozy accommodations complete with fireplaces, creating an intimate setting perfect for unwinding after a day of adventure. Guests will appreciate the serene mountain views that accompany their stay, enhancing the romantic atmosphere.
- Other amenities: Additional features include self-parking and air conditioning for comfort and convenience. The hotel’s charming design invites couples to explore the beautiful Windham area while providing a peaceful haven to return to after a day filled with adventure.
- Nearby attractions: Catskill State Park - 0.0 miles, Windham Country Club - 0.51 miles, Windham Mountain Resort - 1.98 miles
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.
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.