Windham (NY) hotels and places to stay

Search among 36 available hotels and places to stay in Windham from 50+ providers.

Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
Filter & Sort
View map
Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room

Windham hotels essential information

🏨 Hotels in Windham 36
👛 Lowest price 109 USD
✍️ Hotels Reviews 221
0Filter & Sort
View map
View map
1-36 out of 36
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
  • The bed & breakfast has
    • On-site car park
  • The bed & breakfast has
    • 24-hour reception
View on map1.1 mi from City Center1.1 mi from City Center
The 4-star Albergo Allegria Hotel & Breakfast Restaurant is set around 25 minutes' stroll from Windham Theatre and 2.1 miles from Elm Ridge Parking Area.
8.4
Great38 reviews
From   US$ 219 /nightSelect
Not available
  • The hotel has
    • 24-hour reception
View on map1100 yd from City Center1.0 mi from Windham Mountain
Set within 0.5 miles of The Windham Spa, the 3-star family Winwood Inn & Condominiums features 20 rooms with private bathrooms.
8.4
Great32 reviews
From   US$ 139 /nightSelect
Not available
While staying at the 4-star Vienna you are invited to discover Windham Mountain Resort, set 1.4 miles away, or The Windham Spa, which is about a 25-minute walk away.
8.6
Great33 reviews
From   US$ 168 /nightSelect
Not available
1.9 mi from City Center1.6 mi from Windham Mountain
Located within 1.7 miles of Windham Mountain Resort, the Cave Mountain Motel features a buffet breakfast.
8.6
Great20 reviews
From   US$ 109 /nightSelect
Not available
Georgian Garden InnGuest house
1500 yd from City Center1.1 mi from Windham Mountain
Windham Fine Arts is a 16-minute walk from the 5-star Georgian Garden Inn and Carole's Gift Emporium is 0.8 miles away.
8.6
Great20 reviews
From   US$ 225 /nightSelect
Not available
EastwindHotel
1.1 mi from City Center1.1 mi from City Center
Windham Fine Arts is approximately a 20-minute walk away and Windham Theatre can be reached within 5 minutes by car.
8.6
Great18 reviews
From   US$ 299 /nightSelect
Not available
1.9 mi from City Center
Windham Mountain Resort is 2 miles away and C D Lane Park can be reached within 10 minutes by car.
8.2
Great6 reviews
From   US$ 140 /nightSelect
Not available
Windham Manor On 45 Acres - 5 Mi To Ski Resort!Villa
33 adults
12 bedrooms
15 beds
3.0 mi from City Center3.0 mi from City Center
Located in the charming part of Windham, the Manor On 45 Acres - 5 Mi To Ski Resort! is around 25 minutes by foot from Windham Vineyards and Winery.
From   US$ 3 530 /nightSelect
Not available
Beds On CloudsBed & Breakfast
300 yd from City Center1100 yd from Windham Mountain
The Windham Spa is around 0.5 miles from the 3-star Beds On Clouds and Windham Mountain Resort is a 5-minute drive away.
8.8
Great41 reviews
From   US$ 206 /nightSelect
Not available
Windham Mountain Resort and The Windham Spa are located 0.7 miles and 0.4 miles from the Jimmy Oconnor'S Windham Mtn respectively.
9.0
Perfect13 reviews
From   US$ 165 /nightSelect
Not available
Clean Condo With Loft 2 Mi To Windham Mountain Ski!Apartment
6 adults
2 bedrooms
2 beds
1.3 mi from City Center1.3 mi from City Center
The Clean Condo With Loft 2 Mi To Windham Mountain Ski! is set around 25 minutes by foot from Windham Fine Arts and approximately 2 miles from Elm Ridge Parking Area.
From   US$ 236 /nightSelect
Not available
The Haus WindhamHotel
1.3 mi from City Center
From   US$ 621 /nightSelect
Not available
Relaxing Catskills Apt Less Than 3 Mi To Windham Mountain!Apartment
7 adults
2 bedrooms
3 beds
2.1 mi from City Center
From   US$ 255 /nightSelect
Not available
High Peak Heaven Cozy Log Cabin On 1 Acre!Villa
5 adults
2 bedrooms
2 beds
4.8 mi from City Center
Located about 1.6 miles from Elm Ridge Parking Area, the villa offers accommodation for 5 guests.
From   US$ 138 /nightSelect
Not available
Union + PostHotel
1.1 mi from City Center1.1 mi from City Center
Within 12 miles of Windham Fine Arts, the Union + Post includes 12 rooms.
From   US$ 175 /nightSelect
Not available
Sutton Hollow Lodge - Catskills, Windham MountainVilla
4.1 mi from City Center2.6 mi from Pratt Zadock Museum
From   US$ 399 /nightSelect
Not available
Peaceful Family Condo With Deck And Mountain View!Apartment
4 adults
1 bedroom
1 bed
1.3 mi from City Center1.3 mi from City Center
Carole's Gift Emporium and Windham Country Club are located 1.1 miles and 0.7 miles from the Peaceful Family Condo With Deck And Mountain View! respectively.
From   US$ 177 /nightSelect
Not available
Cozy Catskill Condo - 2 Mi To Windham Mountain SkiApartment
6 adults
2 bedrooms
2 beds
1.3 mi from City Center1.3 mi from City Center
Dancing Horse Farm is about 2.6 miles from the Cozy Catskill Condo - 2 Mi To Windham Mountain Ski and The Windham Spa is approximately an 18-minute walk away.
From   US$ 153 /nightSelect
Not available
Immaculate Winter Getaway Near Skiing And Hiking!Villa
2.9 mi from City Center
Windham Mountain Resort is 3 miles from this villa that offers 2 bedrooms along with a full kitchen.
From   US$ 254 /nightSelect
Not available
Tentrr - Pleasant Valley Maplecroft CampLuxury tent
6 adults
1 bedroom
1 bed
1.5 mi from City Center1.2 mi from Windham Mountain
The Tentrr - Pleasant Valley Maplecroft Camp is set around 2.8 miles from Windham Vineyards and Winery and about 2.8 miles from The Vineyard at Windham.
From   US$ 127 /nightSelect
Not available
Catskills Home, 5 Mins To Windham Mtn Resort!Villa
7 adults
2 bedrooms
3 beds
1.6 mi from City Center
Offering a full kitchen equipped with a microwave, a dishwasher and a refrigerator, this villa is set near Windham Fine Arts.
From   US$ 130 /nightSelect
Not available
Bright Main St Condo About Half Mi To Windham MtnApartment
100 yd from City Center900 yd from Windham Mountain
The Bright Main St Condo About Half Mi To Windham Mtn is set approximately 3.1 miles from Elm Ridge Parking Area and about 20 minutes' stroll from Windham Country Club.
From   US$ 184 /nightSelect
Not available
Mountain Blue Vista - 10 Mins To Hunter & Windham With Pond, Hot Tub & FirepitVilla
3.9 mi from City Center
Select
Not available
Catskills Vacation Rental Walk To ChairliftVilla
1700 yd from City Center900 yd from Windham Mountain
Select
Not available
Windham Mountain Vacation Rental About 3 Mi To Lifts!Villa
1700 yd from City Center1700 yd from City Center
From   US$ 332 /nightSelect
Not available
Birch Hill - Spacious Mountain RetreatVilla
3.1 mi from City Center6.2 mi from Pratt Zadock Museum
Select
Not available
Grand Windham Retreat With Fire Pit And Game RoomVilla
2.6 mi from City Center2.6 mi from City Center
From   US$ 411 /nightSelect
Not available
Stylish Mountain Escape With Hot Tub, 3 Miles To SkiVilla
1.7 mi from City Center
This villa is a 5-minute drive from Elm Ridge Parking Area and offers snow skiing, horse riding and fishing services.
From   US$ 664 /nightSelect
Not available
Spacious Apt With Yard 3 Mi To Windham MountainApartment
6 adults
2 bedrooms
2 beds
2.1 mi from City Center
From   US$ 236 /nightSelect
Not available
Luxury Home With Deck Explore The Catskill Mtns!Villa
8 adults
4 bedrooms
5 beds
1.8 mi from City Center1.8 mi from City Center
Situated 1.8 miles from Dancing Horse Farm, the vacation home offers snow skiing, horse riding and fishing services.
From   US$ 516 /nightSelect
Not available
The Mountain House Windham Retreat With Hot Tub!Villa
10 adults
4 bedrooms
5 beds
1000 yd from City Center1100 yd from Windham Mountain
This Villa is equipped with 4 bedrooms together with a nice balcony and is based next to Windham Mountain Resort.
From   US$ 590 /nightSelect
Not available
Redwood Retreat In WindhamVilla
2.0 mi from City Center
From   US$ 220 /nightSelect
Not available
Catskills House With Yard, 1Mi To Windham Mtn Resort!Villa
10 adults
6 bedrooms
9 beds
900 yd from City Center1000 yd from Windham Mountain
Offering a fully-fitted kitchen equipped with a microwave and a dishwasher, this villa is set near Windham Country Club.
Select
Not available
Luxe Windham Home With Hot Tub - Walk To Ski Resort!Villa
17 adults
5 bedrooms
7 beds
700 yd from City Center1000 yd from Windham Mountain
This is a 6-bedroom villa, set in proximity to Dancing Horse Farm.
From   US$ 812 /nightSelect
Not available
Homey Windham Condo Hike And Ski The Catskill Mtns!Apartment
4 adults
2 bedrooms
2 beds
1.3 mi from City Center1.3 mi from City Center
From   US$ 236 /nightSelect
Not available

Filtering results

Please wait...

36 hotels found

FAQs about hotels in Windham

We hope that the answers to these questions will help you plan your trip

What are the finest hotels in Windham city center?

Our Booked.net travel data based on 87 customers' reviews show the top places in Windham city center. Providing a tennis court, a golf course and free shuttle bus service on site, Winwood Inn & Condominiums rated 8.4/10 is set a 15-minute walk from the city center. To check more central hotels click here.

What are the top cheap hotels in Windham?

There are more than 3 top budget properties in Windham. Cave Mountain Motel rated 8.8/10 is great for your budget stay in Windham. This property has a picnic area, a golf course and snow skiing. Also Winwood Inn & Condominiums is a good choice with rating 8.4/10 at the cost of 139US$ per night. Click here to see more budget hotels.

Which 5-star hotels in Windham would you recommend?

The best one is Georgian Garden Inn rated 8.6/10 at the cost of 225US$ per night with a picnic area, a golf course and snow skiing. See more 5-star options here.

What are the top Windham hotels for couples?

According to Booked.net travel data, there are 6 deals for couples. Hotel Vienna rated 8.8/10 is a favorite 4-star hotel for couples, featuring an indoor swimming pool, cribs and a free private parking lot. Customers can book a room at this property for about 168US$ per night. Other top options are Eastwind and Antique Rose Inn. Go here to check more romantic accommodations.

What are the top family-friendly Windham properties?

Beds On Clouds (rating: 8.8/10): a family-hotel with a picnic area, a golf course and an aqua park for 206US$ per night. To see more family accommodations click here.

Which Windham hotels near The Windham Spa are the best?

There are 3 deals to choose from. Select a hotel near The Windham Spa, such as Eastwind, situated a 15-minute walk away. Featuring a golf course, snow skiing and hiking, this property offers rooms from 139US$ per night. See more popular accommodations here.

What Windham hotels allow pets?

If you're traveling with pets, Booked.net offers a selection of 4 hotels to choose from. Also, check Hotel Vienna with rating 8.8/10, a perfect hotel offering an indoor swimming pool, cribs and complimentary private parking. You may book this Windham property for 168US$ per night. See more pet-friendly accommodations here.

Which Windham hotels are the top to stay at?

You may book Georgian Garden Inn rated 8.6/10 with a picnic area, a golf course and snow skiing. It costs 225US$ per night. Also, you may book Cave Mountain Motel (rating: 8.8/10), a fantastic hotel with a picnic area, a golf course and snow skiing. It costs about 109US$ per night.

How much does it cost to stay in a hotel in Windham?

According to Booked.net travel data, the average prices for Windham hotels are:
A 3-star hotel room costs 139US$ per night, for instance, check Winwood Inn & Condominiums with a tennis court, a golf course and free shuttle bus service.
A 4-star hotel room costs 230US$ per night. You may book Albergo Allegria Hotel & Breakfast Restaurant with a picnic area, a golf course and an aqua park. A really special hotel can be found for 225US$ per night. We recommend Georgian Garden Inn (rating: 8.6/10) with a picnic area, a golf course and snow skiing.

How much does it cost to stay in a Windham hotel for tonight?

According to Booked.net travel data, the average prices for tonight in Windham are: One of the best hotels Antique Rose Inn (rating: 8.2/10) offers rates from 139US$ per night.

What are the most popular resorts in Windham?

To stay at the top Windham resort, check 4 properties on Booked.net. Alternatively, Albergo Allegria Hotel & Breakfast Restaurant is rated as one of the best resorts in Windham, offering a picnic area, a golf course and an aqua park. It costs 230US$ per night.

What are the most popular hotels near Windham Country Club?

On Booked.net you will find 5 great accommodations near Windham Country Club in Windham. We recommend Georgian Garden Inn rated 8.6/10, a perfect hotel set 10 minutes' walk from Windham Country Club. It costs 139US$ per night and offers a picnic area, a golf course and snow skiing. Another perfect accommodation is Albergo Allegria Hotel & Breakfast Restaurant rated 8.4/10 at the cost of 230US$ per night. It features a picnic area, a golf course and an aqua park.

Where to stay in Windham?

Best cheap hotels in Windham

The 3-star budget Catskill Lodge Windham is a casual, yet elegant choice that features free self-parking, a golf course and horse riding as well as room rates at 152US$. Antique Rose Inn Windham is a budget-friendly choice, situated in Windham about 20 minutes' walk from Windham Country Club.

Convenience of staying in hotels downtown

An abundance of attractions can also be found in the heart of Windham, so consider Winwood Inn & Condominiums, a central 3-star hotel with free self-parking, a tennis court and hiking.

Select a hotel next to Windham Mountain Resort, such as Beds On Clouds, which is situated a 5-minute walk away from the city center. Penthouse W/ Sunroom, Deck, Mt View is set 15 minutes' walk to Windham Mountain Resort and offers a cozy apartment with free parking, complimentary private parking and a sundeck.

Luxury and boutique accommodation in Windham

Hotel Vienna in Windham is a 4-star luxury property with free self-parking, an indoor swimming pool and hiking which is a 20-minute walk from The Windham Spa.

Explore and find your best apartments, B&Bs and others

To stay in a hotel with family-oriented activities, choose The Thompson House near Windham Mountain Resort, featuring free self-parking, a tennis court and lawn tennis. Guests traveling to Windham should consider one of the 5 resorts, such as Eastwind, which offers a sauna, a golf course and hiking with views of the mountain.

Show moreLess