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  4. Windham
  5. Hotels with Suites

Windham Hotels with Suites

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Bed & Breakfast
Map-icon
like-icon9.4
Exceptional
(89 Reviews)
21 Bedrooms 21 Baths 49 Guests 325.48 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $163/Night 7 Nights - US $1,138
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Hotel
Map-icon
like-icon9.4
Exceptional
(799 Reviews)
1 Bath
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $174/Night 7 Nights - US $1,219
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Hotel
Map-icon
like-icon8.8
Fabulous
(40 Reviews)
1 Bath 204.51 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $140/Night 7 Nights - US $980
Hotel
Map-icon
like-icon9.4
Exceptional
(140 Reviews)
1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
More amenities
US $150/Night 7 Nights - US $1,051
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Hotel
Map-icon
like-icon8.7
Fabulous
(570 Reviews)
4 Baths 365.97 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $159/Night 7 Nights - US $1,113
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Hotel
Map-icon
like-icon9.2
Exceptional
(102 Reviews)
1 Bath
  • Spa
    Spa
  • Skiing
    Skiing
More amenities
US $268/Night 7 Nights - US $1,874
Hotel
Map-icon
like-icon8.7
Fabulous
(90 Reviews)
2 Baths 306.77 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $185/Night 7 Nights - US $1,295
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Hotel
Map-icon
like-icon8.8
Fabulous
(353 Reviews)
1 Bath
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $172/Night 7 Nights - US $1,202
star-icons-4
Hotel
Map-icon
like-icon8.2
Excellent
(114 Reviews)
16 Baths 365.3 ft²
  • Oceanfront
    Oceanfront
  • Skiing
    Skiing
More amenities
US $357/Night 7 Nights - US $2,499
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(97 Reviews)
1 Bath
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $370/Night 7 Nights - US $2,588
star-icons-5
Hotel
Map-icon
like-icon7.9
Very Good
(91 Reviews)
15 Baths 767.47 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
US $390/Night 7 Nights - US $2,727
Hotel
Map-icon
like-icon8.4
Excellent
(5 Reviews)
1 Bath
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $486/Night 7 Nights - US $3,402

Discover & compare premier experiences around Kingston

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Windham Hotels with Suites?

What makes our Hotels with Suites special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Windham

When should you plan your Hotels with Suites stay?

Choosing the ideal time to visit here can enhance your experience, as the region offers different attractions and weather conditions throughout the year, making careful planning essential for a memorable stay in Windham, New York.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination sees a surge in visitors seeking outdoor activities and scenic beauty, making it an ideal time to explore the area's vibrant atmosphere.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn offers stunning foliage and pleasant weather, attracting travelers looking to enjoy colorful landscapes and outdoor adventures in the region.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

The winter season features quieter surroundings and opportunities for seasonal sports, perfect for those seeking a peaceful retreat away from peak crowds.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Spring (March to May)

Springtime brings mild weather and blooming scenery, although fewer visitors make it a tranquil period for exploring the natural beauty of the area.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Windham

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling with a private BBQ area for family gatherings or entertaining friends.
  • Relax on spacious decks or patios that offer scenic views of the surrounding mountains and forests.
  • Take advantage of well-maintained outdoor fire pits, perfect for cozy evenings in the region's crisp air.
  • Make use of private outdoor swimming pools or hot tubs to unwind after exploring the area's trails and ski slopes.
  • Explore the lush grounds with walking paths or hiking trails directly from your property in this destination.
  • Benefit from ample parking spaces for your outdoor adventures around the region’s popular outdoor spots.
  • Utilize dedicated outdoor storage for equipment like bikes, skis, or snowboards during your stay here.
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Family Activities

  • Windham Mountain Resort You can enjoy a family-friendly day on the slopes or participate in seasonal activities suited for all ages here in the area.
  • Windham Country Club This scenic golf course offers a relaxing environment perfect for introducing young players to the sport and enjoying quality family time.
  • Windham Path Take a leisurely stroll along this picturesque trail, ideal for families seeking outdoor adventure amid the natural beauty of the region.
  • Hunter-West Kill Fall Foliage Tour Embark on a scenic drive or hike to witness breathtaking fall colors, providing memorable moments for your family in this welcoming destination.
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Adult Activities

  • Hiking and Outdoor Adventures: Explore scenic trails and enjoy the natural beauty of the area, perfect for outdoor enthusiasts seeking adventure and tranquility in this charming destination.
  • Skiing and Snowboarding: During winter months, take advantage of nearby ski resorts to experience thrilling slopes and fresh mountain air in this popular winter sports region.
  • Local Arts and Craft Galleries: Discover unique artworks and handcrafted goods in local galleries that showcase the creative spirit of the area’s vibrant arts scene.
  • Golfing: Play a round at scenic golf courses designed to provide both challenge and relaxation amidst stunning mountain vistas here in the region.

Other Places to Stay in Windham, NY

Windham Mountain Resort
Windham Country Club
Windham Vineyards and Winery

Windham Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Explore the local events and outdoor activities ahead of time to maximize your experience during your stay in the area.
  • Choose the Right Accommodation: Select a comfortable property close to key attractions or outdoor adventures for convenience and better access.
  • Discover Local Dining Options: Take advantage of nearby eateries to enjoy regional cuisine, making your trip both flavorful and memorable.
  • Utilize Nature and Scenic Spots: Spend time exploring the natural beauty surrounding your accommodation, whether it’s hiking, sightseeing, or relaxing outdoors.

Transportation Options

  • Car Rentals: Renting a vehicle here offers you the flexibility to explore the scenic region at your own pace, making it easy to access various accommodations and attractions.
  • Local Bus Services: Public transportation options like bus services provide an economical way to travel within the area and reach nearby amenities from your chosen property.
  • Taxis and Rideshare Services: Taxis and rideshare companies are readily available for convenient, on-demand transportation around this destination without the need for personal vehicles.
  • Shuttle Services: Specialized shuttle services connect popular sites with local accommodations, providing hassle-free transfers during your stay in this region.

Local Customs Options

  • Respect for Nature: Embrace the local custom of environmental consciousness, which is evident through community efforts to preserve the region's natural beauty and outdoor spaces.
  • Local Craftsmanship: Supporting handcrafted goods and artisanal crafts is valued, reflecting the area's dedication to preserving its cultural heritage.
  • Community Gatherings: Participating in neighborhood events and festivals fosters a sense of togetherness that is central to the region’s social fabric.
  • Traditional Cuisine: Enjoying locally sourced and seasonal dishes at community gatherings highlights the area's rich culinary customs.

Frequently Asked Questions About Hotels in Windham

1. How many Hotels are available in Windham?

Currently, the total number of properties listed by RBO in 2026 is over 17 in the Windham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Hotels in Windham. 

2. What is the cancellation policy for hotels in Windham, New York?

Cancellation policies vary depending on the specific property you choose. You should review the cancellation details listed on the booking page or contact the property owner directly for precise information.

3. Are there any special amenities available at hotels here?

Amenities differ by property, so it's best to check each hotel's listing for details on features like Wi-Fi, breakfast options, or recreational facilities to ensure they meet your needs.

4. How do I secure the best rates when booking a hotel in this area?

Booking early and comparing different properties can help you find the most competitive rates. Keep an eye out for special offers or discounts available at certain times of the year.

5. What is the process for checking in and out of hotels in this destination?

Check-in and check-out procedures are typically outlined in each property’s listing. Contact the host directly if you have specific questions about arrival times or late check-in options.

6. Is it possible to modify or cancel my reservation once booked?

Modification and cancellation policies depend on the individual hotel property. Details are provided during the booking process, and reaching out to the property owner can help clarify your options.

More Rentals You May Like Near Windham

Hotel
Map-icon
like-icon7.9
Very Good
(43 Reviews)
9 Baths 379.13 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $299/Night 7 Nights - US $2,093
Hotel
Map-icon
like-icon7.8
Very Good
(28 Reviews)
1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
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US $241/Night 7 Nights - US $1,684
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Map-icon
like-icon7.8
Very Good
(51 Reviews)
1 Bath 10.76 ft²
  • Skiing
    Skiing
  • Balcony/Terrace
    Balcony/Terrace
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US $149/Night 7 Nights - US $1,043
star-icons-3
Hotel
Map-icon
1 Bath
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $1,426/Night 7 Nights - US $9,979
star-icons-3
Hotel
Map-icon
like-icon7.6
Very Good
(14 Reviews)
10 Baths 565.1 ft²
  • Oceanfront
    Oceanfront
  • Skiing
    Skiing
More amenities
US $199/Night 7 Nights - US $1,393