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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
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Featured Apartments in Windham

Suites on Main
Private kitchen

Suites on Main

3.0 star property
7.2 out of 10, Good, (78)
"I prob won’t stay there again "
The price is S$188
includes taxes & fees
3 Sept - 4 Sept
Suites on Main
Cozy Catskills Vacation Rental With Deck!
Interior

Cozy Catskills Vacation Rental With Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The host was very communicative and responsive. The property was as described…a wonderfully relaxing outdoorsy stay :-) "
Cozy Catskills Vacation Rental With Deck!
Near Hiking & Skiing: Hunter Mountain Getaway!
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Near Hiking & Skiing: Hunter Mountain Getaway!

3.5 star property
Near Hiking & Skiing: Hunter Mountain Getaway!
Peaceful Catskills Condo w/ Deck + Mountain View!
Interior

Peaceful Catskills Condo w/ Deck + Mountain View!

3.0 star property
Peaceful Catskills Condo w/ Deck + Mountain View!
First-floor Hunter Condo < 1 Mi to Slopes!
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First-floor Hunter Condo < 1 Mi to Slopes!

3.0 star property
8.8 out of 10, Excellent, (3)
"Very comfortable stay . Nice property. Great hosts . Prompt communication "
First-floor Hunter Condo < 1 Mi to Slopes!
1/2 Mi to Windham Mtn: Main Street Condo
Interior

1/2 Mi to Windham Mtn: Main Street Condo

3.5 star property
6.0 out of 10, (1)
"Struttura molto bella e comoda purtroppo molto complessa la metodologia per poterci entrare non essendoci nessuno presso la struttura.perse un paio d’ore per cercare la chiave nella cassetta esterna su una staccionata coperta da una pianta una volta trovata chiamare per poter farci aprire la porta dell’appartamento e infine un’altra cassetta da aprire per prendere la chiave della porta veramente troppo complesso "
1/2 Mi to Windham Mtn: Main Street Condo
Quiet Catskill Getaway w/ Fire Pit - Near Hiking!
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Quiet Catskill Getaway w/ Fire Pit - Near Hiking!

3.0 star property
Quiet Catskill Getaway w/ Fire Pit - Near Hiking!
New York Vacation Rental w/ Smart TVs & Cable
Front of property

New York Vacation Rental w/ Smart TVs & Cable

3.0 star property
New York Vacation Rental w/ Smart TVs & Cable
Chic Prattsville Studio w/ Private Hot Tub!
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Chic Prattsville Studio w/ Private Hot Tub!

3.0 star property
Chic Prattsville Studio w/ Private Hot Tub!
Hunter Mountain Ski Retreat - Steps to Lift!
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Hunter Mountain Ski Retreat - Steps to Lift!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Location is great. Unit is very clean and comfortable. Owner is very friendly and helpful. "
Hunter Mountain Ski Retreat - Steps to Lift!
Condo w/ Loft: 2 Mi to Windham Mountain Ski!
Oven, stovetop, dishwasher

Condo w/ Loft: 2 Mi to Windham Mountain Ski!

2.5 star property
10.0 out of 10, Exceptional, (1)
Condo w/ Loft: 2 Mi to Windham Mountain Ski!
Relaxing Catskills Apt < 3 Mi to Windham Mountain!
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Relaxing Catskills Apt < 3 Mi to Windham Mountain!

3.0 star property
Relaxing Catskills Apt < 3 Mi to Windham Mountain!
Windham Mountain Vacation Rental ~ 3 Mi to Lifts!
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Windham Mountain Vacation Rental ~ 3 Mi to Lifts!

3.0 star property
Windham Mountain Vacation Rental ~ 3 Mi to Lifts!
Cozy Catskill Condo - 2 Mi to Windham Mountain Ski
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Cozy Catskill Condo - 2 Mi to Windham Mountain Ski

3.0 star property
Cozy Catskill Condo - 2 Mi to Windham Mountain Ski
Catskills Townhome ~ 2 Mi to Windham Mountain Club
Microwave, oven, stovetop, dishwasher

Catskills Townhome ~ 2 Mi to Windham Mountain Club

3.5 star property
Catskills Townhome ~ 2 Mi to Windham Mountain Club
Ski, Hike & More: Year-round Gem in Windham
Front of property

Ski, Hike & More: Year-round Gem in Windham

3.0 star property
Ski, Hike & More: Year-round Gem in Windham
Homey Windham Condo: Hike & Ski the Catskill Mtns!
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Homey Windham Condo: Hike & Ski the Catskill Mtns!

3.0 star property
Homey Windham Condo: Hike & Ski the Catskill Mtns!
Walk to Ski Lift: Family-friendly Windham Townhome
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Walk to Ski Lift: Family-friendly Windham Townhome

3.5 star property
Walk to Ski Lift: Family-friendly Windham Townhome
3 Mi to Hiking: Cozy Mt Tremper Apt
Front of property

3 Mi to Hiking: Cozy Mt Tremper Apt

3.0 star property
3 Mi to Hiking: Cozy Mt Tremper Apt
Spacious Apt w/ Yard: 3 Mi to Windham Mountain
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Spacious Apt w/ Yard: 3 Mi to Windham Mountain

3.5 star property
Spacious Apt w/ Yard: 3 Mi to Windham Mountain
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.
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Top Windham Hotel Reviews

Overlook Hotel

Overlook Hotel

10/10 Excellent
"We are local, but needed a place to stay while our house was having some work done. We were so excited to see The Overlook was open, and I'm even more excited that we booked! They're still finishing the property so not all rooms are available, but I can't wait to visit when they're all done! Beautiful rooms, kind and flexible owners - a must-stay if you're in Saugerties! The luxurious bathrooms are a huge bonus!"
Bethany 4-night trip
Posted 1 day ago
Overlook Hotel

Frequently asked questions

What's it like to stay at an apartment in Windham?
You can search through 19 apartments in Windham for your holiday. Why not visit the ski slopes and take time to enjoy the mountain landscape while you're in this relaxing area? While in the region, visit favourite sights such as Hunter Mountain.
How do you know if an apartment is a good option for your stay?
Often offering more space than a traditional hotel room, an apartment comes with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for solo travellers who want to stay in a quieter area.
What's a favourite apartment I should consider for a stay in Windham?
Below is a favourite apartment to consider: Ski, Hike & More: Year-round Gem in Windham: Includes a fireplace .
How many apartments will I find in Windham?
Expedia has 19 apartments to book in Windham.
What can I expect from the weather when I travel to Windham?
Although weather is just one factor, it can really affect your travel plans, especially when you're planning an extended stay 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 should I see in Windham?
Windham is known for its mountain landscape and ski slopes. While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Ashland Park. Other places in town to visit include Windham Country Club and Windham Mountain Resort.
What's the best way to get to and around Windham?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Hudson, NY (HCC-Columbia County), which is located 27.6 mi (44.4 km) away from the heart of the city. If you'd like to explore around the area, consider renting a car to explore more sights.