We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Winwood Inn & Condos

Refine search

Price per night

 

Traveler rating

 

Hotel class

 

Property name

Reset
 
Free Newsletter

Interested in Windham?

We'll send you updates with the latest deals, reviews and articles for Windham each week.

Map of Winwood Inn & Condos

Hotels (7)

B&Bs / Inns (8)

Specialty Lodging (2)

You are zoomed out too far to see location pins. Please zoom back in.
Search hotels
Map showing X-Y of Z
Clear filter(s)

Hotels Travelers Trust

Sort by [ Popularity ] [ Price ]
Albergo Allegria (Windham, NY)
43 State Route 296, Windham, NY 12496-5307
Show Prices
$116 - $245 Avg. price/night*
Ollie #1 of 7 hotels in Windham
  •  spacious and private 
  • Our room was Chamomile Corners. Located in the back and on the end, has a... more
  • October 25, 2017
Professional photos | Traveler photos (239)
Catskill Lodge (Windham, NY)
350 State Route 296, Windham, NY 12496-5327
Show Prices
$115 - $374 Avg. price/night*
Ollie #1 of 8 B&Bs / Inns in Windham
Professional photos | Traveler photos (84)
5320 State Route 23, PO Box 787, Windham, NY 12496-5903
Show Prices
$126 - $214 Avg. price/night*
Ollie #2 of 8 B&Bs / Inns in Windham
  •  Skiing trip 
  • We originally planned to stay 1 night, but loved it so much we ended up... more
  • January 7, 2018
Professional photos | Traveler photos (65)
Hotel Vienna (Windham, NY)
107 State Route 296, Windham, NY 12496-5309
Show Prices
$134 - $228 Avg. price/night*
Ollie #2 of 7 hotels in Windham
Professional photos | Traveler photos (79)
Offers & Announcements Ski & Stay Getaway
Cuomo's Cove (Windham, NY)
33 Cuomos CV, Windham, NY 12496-5313
Show Prices
$193 - $224 Avg. price/night*
Ollie #3 of 8 B&Bs / Inns in Windham
  •  Best place in Windham!  
  • I’ve been staying at Cuomo’s Cove a couple times a year since 2002. I’ve... more
  • October 18, 2017
Professional photos | Traveler photos (164)
The Thompson House (Windham, NY)
19 State Route 296, Windham, NY 12496-5307
Show Prices
$127 - $236 Avg. price/night*
Ollie #3 of 7 hotels in Windham
  •  Clean, quiet, average 
  • We stayed here for 2 nights off season (end of Sept 17). It's conveniently... more
  • October 1, 2017
Professional photos | Traveler photos (244)
20 State Route 296, Windham, NY 12496-5310
$75 - $255 Avg. price/night*
Ollie #4 of 7 hotels in Windham
Traveler photos (23)
Winwood Inn & Condos (Windham, NY)
5220 State Route 23, Windham Mountain, Windham, NY 12496-5900
Show Prices
$127 - $345 Avg. price/night*
Ollie #5 of 7 hotels in Windham
Traveler photos (38)
Po Box 700, Windham, NY 12496-0700
Show Prices
$192 - $258 Avg. price/night*
Ollie #4 of 8 B&Bs / Inns in Windham
Traveler photos (18)
Georgian Garden Inn (Windham, NY)
5159 State Route 23, Windham, NY 12496
Show Prices
$170 - $216 Avg. price/night*
Ollie #5 of 8 B&Bs / Inns in Windham
Traveler photos (1)
5098 State Route 23, Windham, NY 12496-5404
Show Prices
$80 - $118 Avg. price/night*
Ollie #6 of 7 hotels in Windham
Traveler photos (32)
Antique Rose Inn (Windham, NY)
326 State Route 296, Windham, NY 12496-5327
No photo provided
Show Prices
$108 - $141 Avg. price/night*
Ollie #6 of 8 B&Bs / Inns in Windham
  •  Very Very Pleasent 
  • We went up to Windham as we had a ticket to the New York Tap Fest in... more
  • May 3, 2017
Professional photos
Cave Mountain Motel (Windham, NY)
10978 State Route 23, Windham, NY 12496-1523
Show Prices
$95 - $106 Avg. price/night*
Ollie #7 of 7 hotels in Windham
  •  Comfortable and Scenic 
  • Set right across from Windham Mountain the space is scenic for a summer... more
  • November 10, 2017
Traveler photos (24)
Hillside Mountain Inn (Windham, NY)
5088 State Route 23, Windham, NY 12496-5404
Ollie #7 of 8 B&Bs / Inns in Windham
Traveler photos (4)
5742 State Route 23, Windham, NY 12496-5603
Show Prices
$117 - $171 Avg. price/night*
Ollie #8 of 8 B&Bs / Inns in Windham
Professional photos | Traveler photos (54)

Additional Winwood Inn & Condos Information

3.5 of 5 bubbles | 88 Reviews
Price range (per night): $117 - $171