Windham Hotels

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Where to stay in Windham?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Windham on Hotels.com. These Windham hotels consistently deliver on quality, location and traveller experience. Last updated on 16 November 2026.

1. Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (917 reviews)
Nestled 5 minutes from Windham Mountain Resort, this charming hotel offers an indoor pool, complimentary breakfast, and free bike rentals. Explore nearby hiking trails or golfing options, then unwind on the peaceful terrace surrounded by mountain views.
The price is S$179
includes taxes & fees
23 Nov - 24 Nov
Hotel Vienna

2. Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn
3.0 star property
Windham
9.2 out of 10, Wonderful, (10 reviews)
The price is S$190
includes taxes & fees
23 Nov - 24 Nov
Jimmy OConnors Windham Mountain Inn

3. Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
9.0 out of 10, Wonderful, (139 reviews)
Mountain adventurers will love this hotel's prime location, just a 5-minute drive from Windham Mountain Resort. After exploring nearby attractions, cool off in the outdoor pool or grab a drink at the bar. With free WiFi, parking, and a café on-site, convenience meets comfort.
The price is S$307
includes taxes & fees
23 Nov - 24 Nov
Wylder Hotel Windham

4. The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (379 reviews)
Feel the winter magic at this Windham hotel offering complimentary ski shuttle service just 5 minutes from Windham Mountain Resort. Enjoy sledding on-site, access to ski passes, and relax in the seasonal outdoor pool after a day on the slopes. Free WiFi and parking add value.
The price is S$235
includes taxes & fees
16 Nov - 17 Nov
The Winwood Condominiums

5. Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (290 reviews)
Explore Windham Mountain from this Victorian B&B offering free WiFi and parking. Discover nearby hiking trails and mountain biking, then unwind in the garden or terrace. Bike cleaning facilities and exceptional staff create a memorable Catskills escape.
The price is S$242
includes taxes & fees
16 Nov - 17 Nov
Albergo Allegria Hotel

6. Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (152 reviews)
Immerse in adventure at this welcoming mountain motel, just 5 minutes from Windham Mountain Resort. Hiking and biking trails await nearby, while complimentary breakfast, Wi-Fi, and parking enhance your Catskills getaway.
The price is S$193
includes taxes & fees
16 Nov - 17 Nov
Cave Mountain Motel

7. Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (138 reviews)
Escape to this charming Victorian B&B, just minutes from Windham Mountain Resort. Wake up to a complimentary full breakfast before heading out with ski passes. After a day on the slopes, unwind in the garden or terrace, with free WiFi and parking.
The price is S$188
includes taxes & fees
16 Nov - 17 Nov
Antique Rose Inn Windham

8. Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (123 reviews)
Escape to the mountains near Windham Mountain Resort at this charming hotel. Enjoy convenient perks like free WiFi and parking while you explore nearby attractions. After a day outdoors, unwind with a refreshing drink at the inviting bar.
The price is S$333
includes taxes & fees
23 Nov - 24 Nov
Eastwind Windham

9. The Haüs Windham

The Haüs Windham
2.0 star property
Windham
8.0 out of 10, Very good, (40 reviews)
Feel the mountain magic at this Windham hotel, just 5 minutes from Windham Mountain Resort. After a day of skiing and snowboarding, return to comfort with free WiFi and parking. The Windham Country Club and Hudson Valley's natural beauty await your exploration nearby.
The price is S$424
includes taxes & fees
9 Dec - 10 Dec
The Haüs Windham

10. Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (1,003 reviews)
Just a short drive from Hunter Mountain and Kaaterskill Falls, this lodge offers free breakfast, WiFi, and parking. Guests rave about the clean rooms and helpful staff. Enjoy dinner at Hunter Tavern after a day of outdoor adventures.
The price is S$207
includes taxes & fees
29 Nov - 30 Nov
Hunter Lodge, a Bluebird by Lark

11. Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (307 reviews)
Mountain charm meets outdoor adventure at this cosy B&B. Located in Maplecrest, just a short drive from Windham Mountain Resort and Hunter Mountain. Enjoy free breakfast and WiFi, then explore hiking trails, kayaking, and mountain biking nearby.
The price is S$231
includes taxes & fees
16 Nov - 17 Nov
Mountain Treasure B&B

12. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (598 reviews)
Immerse yourself in nature at this Saugerties luxury holiday park with Tempur-Pedic beds and plush dressing gowns. Unwind at the bar, dine at the on-site restaurant, and explore nearby Opus 40. Guests rave about the helpful staff and pristine grounds.
The price is S$195
includes taxes & fees
16 Dec - 17 Dec
AutoCamp Catskills

13. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (453 reviews)
Feel the thrill of mountain adventure at this Hunter hotel with ski-in, ski-out access. After hitting the slopes, unwind in the outdoor pool, sauna, or steam room. Van Winkles restaurant serves American favourites, while free WiFi keeps you connected in this scenic mountain escape.
The price is S$199
includes taxes & fees
29 Nov - 30 Nov
Kaatskill Mountain Club & Condos by Vail Resorts

14. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (615 reviews)
Tucked in Tannersville near Hunter Mountain, this cosy hotel offers adventure seekers access to hiking, biking, and kayaking. Enjoy free continental breakfast daily and convenient parking, with mountain trails and ski centers just moments away.
The price is S$298
includes taxes & fees
2 Dec - 3 Dec
Hotel Mountain Brook

15. The Colonial Motel

The Colonial Motel
2.5 star property
Grand Gorge
9.6 out of 10, Exceptional, (505 reviews)
Explore the Catskills from this welcoming motel near hiking trails and kayaking spots. The seasonal pool offers refreshing relaxation after outdoor adventures, while free WiFi and parking add convenience for nature enthusiasts.
The price is S$111
includes taxes & fees
18 Nov - 19 Nov
The Colonial Motel

16. Black Bear Lodge

Black Bear Lodge
2.5 star property
Prattsville
9.0 out of 10, Wonderful, (160 reviews)
Discover a peaceful haven in Prattsville where tranquility meets convenience. This motel sits near Ashland Park and Bearpen Mountain State Forest, offering complimentary WiFi, parking, and daily housekeeping for a refreshing mountain getaway.
The price is S$207
includes taxes & fees
16 Nov - 17 Nov
Black Bear Lodge

17. The Perch Hotel

The Perch Hotel
2.0 star property
East Windham
9.6 out of 10, Exceptional, (47 reviews)
Located in tranquil Cornwallville, this charming hotel offers premium bedding for restful nights after mountain adventures. Zoom Flume and Durham Centre Museum are nearby attractions, with free WiFi and parking enhancing your Catskills getaway.
The price is S$258
includes taxes & fees
3 Dec - 4 Dec
The Perch Hotel

18. Windham NY Escape

Windham NY Escape
3.0 star property
Hensonville
10.0 out of 10, Exceptional, (4 reviews)
The price is S$698
includes taxes & fees
16 Nov - 17 Nov
Windham NY Escape

19. SunView Motel

SunView Motel
2.5 star property
Tannersville
8.6 out of 10, Excellent, (652 reviews)
Surrounded by Hunter Mountain hiking trails and winter sports, this cosy motel offers free WiFi and parking. Adventure awaits with nearby kayaking options while helpful staff ensure a comfortable stay in clean rooms with garden and terrace access.
The price is S$193
includes taxes & fees
16 Nov - 17 Nov
SunView Motel

20. Moore's Motel

Moore's Motel
2.5 star property
Prattsville
8.6 out of 10, Excellent, (185 reviews)
Unwind in this tranquil motel offering quiet rooms and a refreshing outdoor pool. Free WiFi and parking make exploring nearby Pratt Museum and Zadock Pratt Museum convenient, while daily housekeeping ensures a comfortable countryside retreat.
The price is S$167
includes taxes & fees
16 Nov - 17 Nov
Moore's Motel
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.

Go beyond your typical stay in Windham

When is the best time to visit Windham?

Our prices for hotels in Windham are cheapest in April

Price trends for hotels in Windham

Pricing is based on two traveller single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

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Top landmarks in Windham

Learn more about Windham

Tucked into the Catskills, this mountain hamlet transforms with the seasons. Carve fresh powder at Windham Mountain Resort in winter, where the slopes welcome skiers of all abilities. Summer brings hikers to scenic trails throughout Catskill State Park, with panoramic vistas worth every uphill step. The Windham Country Club offers 18 challenging holes for golfers seeking mountain backdrops with their birdies. After outdoor adventures, explore the quaint city centre where coffeehouses serve perfect post-adventure refreshments. Wine enthusiasts can sample local vintages at Windham Vineyards and Winery. For additional outdoor pursuits, nearby Hunter Mountain provides more terrain to explore, while Huntersfield State Forest offers quieter woodland escapes away from the resort crowds.

Two skiers on a snowy slope with a valley and mountains in the background.

Frequently Asked Questions

Can I book a refundable accommodation option in Windham?

If you want the flexibility to change your plans to Windham, most hotels offer refundable* rates that you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Windham if I want a holiday rental instead of a hotel?

If you want a good alternative to a hotel, browse our selection of 139 holiday homes. In addition, there are 18 apartments and 32 condos.

What will the weather in Windham be like during my visit?

The warmest months in Windham are usually July and August, with an average temperature of 18°C. January and February are the chilliest months, when the average temperature is -3°C. The rainiest months are July and August.

Why should I book my Windham hotel with Hotels.com?

There are plenty of reasons to book your Windham travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Find out more about Windham

Windham Unveiled: A Mountain Haven of Natural Splendour

Nestled in the heart of New York, Windham is a charming mountain haven perfect for nature enthusiasts and those seeking a tranquil escape. The area boasts scenic landscapes, inviting trails, and the renowned Windham Mountain, offering exhilarating outdoor adventures all year round. With its picturesque vistas and cosy, welcoming atmosphere, Windham provides an idyllic retreat for both winter sports and summer hikes. Discover the natural beauty and rustic charm of Windham, where every visit promises a refreshing blend of adventure and serenity.

Discover great hotels near Windham

Windham, New York offers a mix of cosy lodgings and quality resorts, including options near Windham Mountain Resort. The area features charming B&Bs and well-appointed hotels, providing a range of comforts for a pleasant stay in this scenic locale. Here are some of the most popular hotels with our travelers near Windham:

  1. Mountain Treasure B&Bopens in new window: This 3.0-star hotel, rated 9.4 out of 10, offers a unique Bed and Breakfast experience with a focus on adventure and leisure travellers. It provides an array of curated adventure sports and recreational activities including ziplining, horse riding, ski cross country, downhill skiing, and mountain biking. Guests can indulge in a distinctively retro environment with DVD selections and delicious breakfasts, complemented by a warm, inviting atmosphere. The property is designed with comfort and style in mind, featuring carefully selected amenities that promise a smooth and high-quality journey. The setting is perfect for those seeking both excitement and relaxation in a boutique lodging experience.
  2. Xenia Resortopens in new window: This budget-friendly hotel, rated 9.2 out of 10, caters to leisure travellers seeking a beach holiday experience. The property boasts direct access to the beach and is ideally located near local attractions. Guests are welcomed into a pristine environment with an emphasis on comfort and convenience, enhanced by friendly service and a superb location. The hotel offers a seamless blend of practicality and charm, aligning perfectly with a relaxed coastal retreat and providing a memorable, high-quality stay.
  3. Fairlawn Innopens in new window: This 3.0-star hotel, rated 9.2 out of 10, provides a Bed and Breakfast experience tailored for adventure enthusiasts within the LGBTQIA community. It offers a diverse range of outdoor activities such as ice skating, rock climbing, birdwatching, fishing, and mountain biking. The property is designed to deliver a superior, curated experience with an emphasis on distinctive aesthetics and a welcoming, stylish environment. The hotel promises a comfortable and vibrant stay, perfect for leisure travellers seeking both adventure and a boutique, high-quality setting.

Where to stay near Windham

In Hunter, Tannersville, Haines Falls, each offers unique charm: Hunter dazzles with its ski slopes, hiking trails, and scenic Catskill Mountains; Tannersville delights with family-friendly dining and entertainment; Haines Falls provides tranquil retreats and breathtaking sunsets. For first-time visitors, Hunter is best suited for its diverse outdoor excursions.

  1. Hunteropens in new window: Hunter is a sought-after destination for travellers who love the outdoors. With its exciting mix of ski, hiking and mountain adventures, you’ll be treated to a scenic escape that feels both refreshing and invigorating. Enjoy exploring must-see places like Catskill Mountains and Kaaterskill Falls, adding a natural charm to your stay. Whether you’re keen on canoeing on a nearby lake or simply soaking in the gardens, Hunter offers a balanced blend of activity and relaxation in a friendly setting.
  2. Tannersvilleopens in new window: Tannersville is a delightful spot perfect for those who appreciate a family-friendly vibe combined with a taste for mountain living. This area is ideal if you enjoy ski trips and hunting, along with a range of dining and cultural attractions that give it a unique local flavour. The community’s friendly people ensure a warm welcome, making it a great choice if you’re looking to explore the outdoors while enjoying relaxed excursions around the area.
  3. Haines Fallsopens in new window: Haines Falls offers a more secluded retreat for travellers looking to escape the bustle. Its focus on mountain hiking and a cosy, family-friendly atmosphere makes it a tranquil base for those who love nature. Enjoy quiet moments with friendly locals, sip a cup of coffee in peaceful surroundings and catch stunning sunsets over natural vistas. Haines Falls is perfect for those seeking a simpler, down-to-earth experience amidst nature’s calm.

Things to do in Windham

Windham offers a splendid retreat for nature lovers, boasting majestic mountains, lush forests and serene lakes. Enjoy invigorating hikes, thrilling skiing and a round of golf amid breathtaking landscapes. Its diverse outdoor activities and scenic vistas make it an enticing destination for travellers seeking a refreshing escape.

  • Mountain Top Arboretumopens in new window – Enjoy a visit to this serene arboretum, where you can meander among a variety of trees and plants, appreciating the blend of mountain scenery and natural beauty. Hike the gentle trails and take in the refreshing air of Windham’s elevated landscapes.
  • Indian Head Mountainopens in new window – Climb Indian Head Mountain to experience sweeping views of the surrounding nature. The mountain offers an invigorating trek that rewards you with clear vistas and the opportunity to connect with the outdoors.
  • Platte Clove Preserve - Catskill Centeropens in new window – Explore this reserve, where rugged terrain meets tranquil woodlands. Wander through the preserve to witness the rich biodiversity and untamed mountain paths that define Windham’s wild side.
  • Pondopens in new window – Visit the serene lake area, perfect for a quiet afternoon by the water. The reflective surface of the Pond mirrors the surrounding mountains, creating a picturesque setting for a leisurely stroll or quiet contemplation.
  • Kaaterskill Fallsopens in new window – Discover the majestic waterfall at Kaaterskill Falls. The cascading water against a backdrop of craggy cliffs offers a refreshing spectacle and a chance to appreciate the power of nature in this mountainous region.

4 tips for savvy savings when booking a hotel in Windham

  1. Book for the cheapest times: Windham is a destination of great value for money on a budget, particularly in March, April, and November, when hotel prices may drop to lower prices. For those keen on immersing themselves in the area's rich history and cultural landmarks, a stay of at least 2 to 3 days is recommended to explore attractions such as ski, hiking, mountain, beer, nature, coffee, golf, winery, relaxing, and hunting spots, ensuring an affordable and memorable visit.
  2. Look for last-minute deals on Hotels.com: To find last-minute deals to Windham on Hotels.com, visit the Dealsopens in new window or Last-Minute Deals sections, where you may discover discounted rates on hotels as your travel date approaches. You could also enable email alerts or push notifications from Hotels.com to stay informed about flash sales and special offers, helping you seize opportunities to save. Additionally, the Smart Shopping tool available via the app allows you to compare hotel prices and amenities, so you're more likely to see when rooms become available or prices drop, making it easier to book a spontaneous getaway.
  3. Be flexible with dates: Prices may fluctuate due to various factors, including the hotel's location, star rating, and the time of year. Therefore, being flexible with your travel dates could potentially help you find a better deal on your stay in a Windham hotel. For those seeking a distinctive experience, boutique hotels often provide a more personalised touch and, at times, better value. When you book through Hotels.com, we will inform you whether the price for your chosen dates is above or below the average. If the price appears to be on the higher side, we may suggest alternative dates that could be more affordable, assisting you in discovering a more favourable option.
  4. Consider your location: Staying nearer to key attractions or city centres may offer convenience but usually comes at a higher cost. For more affordable rates, consider hotels in less central areas or neighbourhoods, striking a balance between price and ease of access to the places you intend to visit. You might also explore independent hotels further afield, which are more likely to be affordable and can provide a more authentic experience.

Best time to go to Windham

Windham experiences its lowest average temperature in January, at 22.1°F (-5.5°C), while July is the hottest month, with an average temperature of 68.7°F (20.4°C). July is typically the wettest month. If you’re looking to soak up the lively atmosphere in Windham, January, February, and December are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly cloudy, with light rainfall. However, if you prefer a more relaxed experience, May, June, and October are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.

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