Hotels in Windham

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Where to stay in Windham?

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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Our prices for hotels in Windham are cheapest in January

See average prices and weather for all months

Price trends for hotels in Windham

Pricing is based on two traveler single night rates
Jun
$273
Average price during June is $273
Jul
$261
Average price during July is $261
Aug
$266
Average price during August is $266
Sep
$241
Average price during September is $241
Oct
$251
Average price during October is $251
Nov
$237
Average price during November is $237
Dec
$250
Average price during December is $250
Jan
$203
Average price during January is $203
Feb
$231
Average price during February is $231
Mar
$204
Average price during March is $204
Apr
$258
Average price during April is $258
May
$249
Average price during May is $249
Currently viewing crowd sizes and weather for June.

June

trending_downLow crowds
High 73°F / low 53°F. Sunny most days.
73°
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June, Low crowds, average high temperature 73 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
53°
79°
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July, High crowds, average high temperature 79 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
77°
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August, High crowds, average high temperature 77 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
70°
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September, Moderate crowds, average high temperature 70 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
51°
57°
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October, High crowds, average high temperature 57 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Partly sunny.
41°
44°
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November, Moderate crowds, average high temperature 44 degrees Fahrenheit, average low temperature 30 degrees Fahrenheit. Partly sunny.
30°
35°
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December, High crowds, average high temperature 35 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Snow likely.
23°
29°
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January, Moderate crowds, average high temperature 29 degrees Fahrenheit, average low temperature 15 degrees Fahrenheit. Snow likely.
15°
32°
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February, Moderate crowds, average high temperature 32 degrees Fahrenheit, average low temperature 16 degrees Fahrenheit. Snow likely.
16°
40°
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March, Low crowds, average high temperature 40 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Snow likely.
23°
53°
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April, Low crowds, average high temperature 53 degrees Fahrenheit, average low temperature 34 degrees Fahrenheit. Cloudy most days.
34°
65°
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May, Low crowds, average high temperature 65 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
46°
Monthly weather averages (˚F)

Top landmarks in Windham

Learn more about Windham

Windham is well-known for its skiing and mountains, featuring attractions such as Windham Country Club and Windham Mountain Resort. Visitors to this relaxing city speak highly of the coffeehouses whereas sights include Catskill State Park and Windham Vineyards and Winery.

Frequently asked questions

What accommodations do travelers like in Windham?
Hotel Vienna, Eastwind Windham and Cave Mountain Motel are all accommodations that are popular with guests.
Where can I find free parking at my hotel in Windham?
Park your car for free at Cave Mountain Motel.
Can I book refundable accommodations in Windham?
If you’re looking for the flexibility to change your plans to Windham, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the ā€œfully refundableā€ filter to narrow the results down.
Where can I stay with my pet in Windham?
Your furry friend can stay with you at these pet-friendly hotels: Hotel Vienna, Eastwind Windham and Wylder Hotel Windham. There are 5 options to choose from on our site.
Which Windham hotels do travelers like for their central location?
Our guests rave about the location of Hotel Vienna.
Where should I stay in Windham if I'm looking for a cheap accommodation?
Eastwind Windham, Hotel Vienna and The Haüs Windham are a few accommodations you might want to consider that’ll save you money.
Where can I stay in Windham if I want a vacation rental instead of a hotel?
If you’re looking for a good alternative to a hotel, review our selection of 146 vacation homes. In addition, there are 18 apartments and 34 condos.
Where can I stay if I'm traveling to Windham for a family-friendly trip?
Your kids are welcome at Hotel Vienna, Eastwind Windham and Winwood Inn & Condominiums.
Where should I stay in Windham for a trip with my partner?
Winwood Inn & Condominiums and Hammo’s Lodge are a couple of good options for a romantic getaway with your special someone.
What will the weather in Windham be like during my vacation?
The warmest months in Windham are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 27°F. 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, and with One Keyā„¢, our rewards program, you will be able to earn and use OneKeyCashā„¢** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Windham

Find out more about Windham

Windham: Where Majestic Mountains Embrace Nature's Serenity

Nestled in the heart of the Catskills, Windham, New York, is a nature lover's paradise, offering breathtaking mountain vistas and lush landscapes. Renowned for its year-round outdoor adventures, visitors can hike the scenic Windham Path, ski down thrilling slopes, or explore tranquil lakes. The charming village boasts cozy eateries and local shops, inviting travelers to unwind and savor the small-town vibe. Whether you’re seeking adventure or a peaceful retreat, Windham's stunning natural beauty and warm community spirit make it an unforgettable getaway. Experience the magic of the mountains in this hidden gem of the Northeast! For great hotel rates in Windham, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Windham

Windham, New York offers a variety of accommodations, from cozy inns to modern hotels. Many options feature amenities like free Wi-Fi, breakfast, and access to local attractions, including Windham Mountain. Whether you're seeking a rustic retreat or a comfortable base for outdoor adventures, you'll find suitable choices for your stay. Here are some of the best hotels in Windham that our travelers love:

  1. Albergo Allegria Hotel & Breakfast RestaurantOpens in a new window: This charming 3.5-star bed and breakfast provides a delightful retreat for adventure seekers and golf enthusiasts. Guests can revel in a variety of outdoor activities, including nearby snowboarding, hiking, and swimming. The hotel features comfortable accommodations with period furnishings, creating a cozy and inviting atmosphere. With a fantastic breakfast served on the porch, travelers appreciate the warm ambiance and beautiful surroundings, making it a perfect choice for those looking to unwind in the Catskills.
  2. Hotel Mountain BrookOpens in a new window: A standout 4.0-star hotel, this property is designed for adventure travelers and pet lovers alike. With a plethora of nearby recreational activities, including mountain biking and kayaking, this hotel offers an engaging atmosphere. The accommodations feature spacious, cozy rooms, and exceptional amenities like a cozy game room and a delightful breakfast with excellent coffee. This hotel is renowned for its inviting service and proximity to outdoor adventures, making it an ideal choice for those seeking memorable experiences in the Catskills.
  3. Winwood Inn & CondominiumsOpens in a new window: This inviting 3.0-star hotel caters to ski enthusiasts and adventure travelers, providing easy access to ski lifts and a variety of outdoor sports. The spacious rooms are equipped with kitchen areas, ensuring comfort and convenience during your stay. Families and leisure travelers appreciate the property's charming atmosphere, enhanced by amenities like a playground and arcade game room. The bright and well-appointed rooms create a relaxing environment for those looking to enjoy the beauty of Windham while indulging in thrilling activities.

Top locations to stay in Windham

When visiting Windham, New York, great areas to stay include Hunter, Hunter Highlands, and Tannersville. Hunter is appealing for its proximity to skiing and the stunning Catskill Mountains. Hunter Highlands offers beautiful gardens and access to Kaaterskill Falls. Tannersville is known for its charming mountain vibe and outdoor adventures. For first-time visitors, Hunter is the best choice for its diverse attractions.

  1. HunterOpens in a new window: Hunter is a fantastic choice for travelers seeking a lively mountain getaway. Nestled in the Catskill Mountains, it offers stunning natural scenery and a variety of outdoor activities year-round. You can explore breathtaking spots like Kaaterskill Falls or hit the slopes at Hunter Mountain. For those interested in cultural experiences, venues like the Ulster Performing Arts Center and the Max and Lillian Katzman Theater provide a range of performances. Plus, the local shopping scene at places like the Hudson Valley Mall adds a nice touch to your stay, making it easy to pick up unique souvenirs and local goods.
  2. TannersvilleOpens in a new window: Tannersville is a charming mountain town that captures the essence of Catskill life. Known for its picturesque streets and inviting atmosphere, it’s perfect for a relaxing retreat. Outdoor enthusiasts will appreciate the Mountain Trails Cross Country Ski and Snowshoe Center, while the nearby Kaaterskill Falls provides a stunning backdrop for a day of exploration. The local culture shines through with attractions like the HITS-on-the-Hudson, making it a great spot to enjoy the arts. With cozy accommodations and a friendly vibe, Tannersville is ideal for those looking to unwind and soak up the natural beauty.
  3. Hunter HighlandsOpens in a new window: Hunter Highlands is a serene escape for those eager to connect with nature. Surrounded by beautiful gardens and tranquil lakes, this area is perfect for leisurely strolls and peaceful retreats. The nearby Catskill Mountains offer ample opportunities for hiking and sightseeing, while cultural attractions like the Center for Performing Arts at Rhinebeck add a touch of sophistication to your stay. With its emphasis on outdoor beauty and relaxation, Hunter Highlands provides a unique, laid-back experience that complements the more vibrant atmosphere of Hunter and Tannersville.

Things to do in Windham

Nestled in breathtaking mountain landscapes, Windham offers a haven for outdoor enthusiasts. With stunning lakes and lush forests, visitors can enjoy thrilling skiing in winter, invigorating hikes in summer, and challenging golf courses year-round. Embrace the natural beauty and endless adventure that awaits!

  • Kaaterskill FallsOpens in a new window – Experience the breathtaking beauty of Kaaterskill Falls, a stunning waterfall that cascades down the mountainside. Take a short hike to get closer to the falls and feel the refreshing mist on your face as you enjoy the serene surroundings.
  • Mountain Top ArboretumOpens in a new window – Wander through the Mountain Top Arboretum, where you can explore a diverse collection of trees and plants in a peaceful setting. This arboretum is perfect for a leisurely stroll or a quiet picnic while you soak in the natural beauty of the Catskills.
  • PondOpens in a new window – Relax by the tranquil waters of the Pond, a picturesque spot ideal for fishing, picnicking, or simply enjoying the calm atmosphere. The surrounding mountains provide a perfect backdrop for a day spent outdoors.
  • Dolans LakeOpens in a new window – Spend a day at Dolans Lake, where you can enjoy swimming, kayaking, or simply lounging by the shore. The scenic views and clear waters make it a fantastic place to unwind and connect with nature.
  • Catskill State ParkOpens in a new window – Adventure awaits in Catskill State Park, with miles of hiking trails, stunning vistas, and abundant wildlife. Whether you're looking to hike rugged trails or simply enjoy a scenic drive, this expansive park offers endless opportunities for exploration.

5 tips for savvy savings when booking a hotel in Windham

  1. Book for the cheapest times: The most affordable time to visit Windham is during March, April, and November, when hotel prices are typically lower. For a fulfilling experience exploring the area's key historical and cultural landmarks, a stay of at least 2 to 3 days is recommended. This budget-friendly timeframe allows visitors to enjoy the stunning mountains and natural beauty, making it a great value for money. With prices potentially dropping during these months, it's an excellent opportunity for those traveling on a budget to immerse themselves in Windham's rich heritage and scenic landscapes.
  2. Look for last-minute deals on Hotels.com: To explore last-minute deals to Windham on Hotels.com, begin by checking the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections for potential discounts on hotels as your travel date approaches. By enabling email alerts or push notifications, you could stay informed about flash sales and special promotions, increasing your chances of saving. Additionally, Smart ShoppingOpens in a new window is a handy comparison tool within the app that allows you to evaluate hotel prices and amenities. This way, if prices drop or new rooms become available, you’re more likely to be the first to know and book your last-minute escape.
  3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay at a Windham hotel. If you're in search of unique accommodations, boutique hotels can provide a more personalized experience and potentially better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could be more budget-friendly, increasing your chances of finding a great deal.
  4. Consider your location: Staying near key attractions or city centers can be convenient, but it usually tends to come with higher costs. For more affordable options, consider hotels in less central areas or neighborhoods, where you can find a balance between price and accessibility to the sites you want to visit. You might also look into independent hotels a bit further out, as they can offer a more authentic experience at a more budget-friendly price.
  5. Join One Keyā„¢: Become a One Key MemberOpens in a new window for free and book your next stay in Windham. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

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 usually the wettest month. January, February, and December are the peak travel months in Windham, attracting a higher number of tourists. During this peak period, the weather is mostly cloudy, with light rainfall. On the other hand, May, June, and October tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.

Windham is a relaxing city where you can spend time checking out its coffee shops. If you're visiting during colder months, enjoy activities such as skiing during your stay. Plan a fun excursion to Windham Country Club and Windham Vineyards and Winery while here. Popular sights in the surrounding area include Hunter Mountain.