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5220 State Route 23 Windham Mountain, Windham, NY 12496-5900
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Traveler (44)
Room & Suite (31)
Dining (4)

About

#5 of 6 hotels in Windham
Location
Cleanliness
Service
Value

Welcome to Winwood Inn & Condos, your Windham “home away from home.” Winwood Inn & Condos aims to make your visit as relaxing and enjoyable as possible, which is why so many guests continue to come back year after year.

As your “home away from home,” the resort rooms offer a kitchenette and air conditioning, and getting online is easy, with free wifi available.

Guests have access to a 24 hour front desk, a concierge, and an outdoor fireplace while staying at Winwood Inn & Condos. In addition, Winwood Inn offers a fitness center and free breakfast, which will help make your Windham trip additionally gratifying. And, as an added convenience, there is free parking available to guests.

During your visit, be sure to check out a popular Windham crab restaurant such as Bistro Brie & Bordeaux, which is a short distance from Winwood Inn & Condos Hotel.

If you’re looking for things to do, you can check out Gallery On Main (0.6 mi) or Five State Lookout (0.9 mi), which are popular attractions amongst tourists, and they are all within walking distance.

Winwood Inn & Condos puts the best of Windham at your fingertips, making your stay both relaxing and enjoyable.

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Property amenities
Free parking
Free High Speed Internet (WiFi)
Fence around pool
Fitness Center with Gym / Workout Room
Bar / lounge
Bicycle rental
Bicycles available
Books, DVDs, music for children
Electric vehicle charging station
Wifi
Restaurant
Outdoor dining area
Vending machine
Poolside bar
Game room
Golf course
Hiking
Ski rentals
Ski school
Skiing
Tennis court
Billiards
Fishing
Table tennis
Board games / puzzles
Children's playground
Children's television networks
Indoor play area for children
Kids' outdoor play equipment
Shuttle bus service
Conference facilities
Banquet room
Meeting rooms
Baggage storage
Non-smoking hotel
Outdoor fireplace
Outdoor furniture
ATM on site
24-hour front desk
Laundry service
Self-serve laundry
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Room features
Air conditioning
Housekeeping
Telephone
Kitchenette
Cable / satellite TV
Flatscreen TV
Bath / shower
Room types
Mountain view
Non-smoking rooms
Suites
Family rooms
Good to know
HOTEL CLASS
Languages Spoken
English, Bosnian, Croatian, Macedonian and 2 more
116Reviews5Q+A24Room tips
Traveler rating
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Time of year
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Most Recent
Linette B wrote a review Jan 2021
West Simsbury, CT16 contributions11 helpful votes
We stayed here for 2 nights in a 1-bedroom efficiency condo. Great location....just 1 mile from Windham Mt. ski resort. Bathroom was roomy and had big, fluffy towels. Kitchenette was fairly well supplied, but the mini fridge is a bit too small if more than 2 people stay there and bring food for more than 1 day that needs to be refrigerated. The room could easily hold a 14-cubic foot frig, which would also allow for better ice-making. We found 2 drawbacks....the carpet looked like it could use a shampoo, and the queen mattress on the bed sagged in the center, indicating that it needs to be replaced. Other than that, a good place to stay.
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Date of stay: January 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Dan Z wrote a review Jan 2021
Salt Lake City, Utah98 contributions10 helpful votes
+1
I had the distinct PLEASURE of staying at Winwood Inn & Condominiums Sunday (1/10/2021) through Wednesday (1/13/2021). The facilities are rustic, but pretty FUNKY in a GOOD WAY! Kristen and Stephanie were professional and wonderful upon check in, they asked me how my family was enjoying everything sporadically when I popped into the lobby, where there are strictly enforced COVID-19 protocols! Well done, Winwood! There is an EXTENSIVE 15-point COVID-19 protocol list at Tavern 23, as well. Steve Roth runs a TIGHT SHIP, and does it IMPECCABLY WELL! The condos were nice and spacious, well appointed, in spite of what others may tell you. Their beds are comfortable, and rates are COMPETITIVE, but FAIR. It is a lovely property, and they GUARANTEE all their lodging guests lift tickets for the maximum capacity for each room rented.
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Date of stay: January 2021Trip type: Traveled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Jane M wrote a review Jan 2021
Lebanon, Pennsylvania5 contributions
Rooms have been remodeled. Very nice. Re-fashioned RESTARAUNT tavern 23 very good and nice ambiance. Super staff. In Covid times it’s tough. Staff brought a coffee maker up. Very close to ski slope. Easy z as d clean check in.
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Date of stay: January 2021Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Courtney J wrote a review Jan 2021
1 contribution
The room was clean, updated and the inn is taking the proper covid-19 precautions. I stayed in a single king room. Good size for two people. But there is no fridge, coffee maker, or microwave in the room. The tv and a pullout sofa were also in the room.
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Date of stay: January 2021
Rooms
Cleanliness
Service
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Ian L wrote a review Aug 2020
New York City, New York14 contributions17 helpful votes
Very satisfied with our stay at the Winwood. Rooms are clean and the property is well maintained. Jane and Bryan were both very helpful when we made the reservations and also with accommodating our dogs. Thank you for the excellent customer service. Great location close to town and restaurants and a fantastic gas station/market next door. The pool across the street is perfect and in a beautiful setting. Everyone was pretty good at mask wearing and social distancing too, and it never felt too crowded on a hot summer weekend. Only minor complaint is that the rooms and interior hallways are painted/lit very dark. A bit gloomy especially for the summer. The mattresses could also stand to be replaced. But we would still be happy to return!
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Date of stay: August 2020
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
1 Helpful vote
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Yitz F wrote a review Jul 2020
1 contribution
We spent two nights here in one of the condominiums and we were extremely satisfied. The room was clean, cool, and comfortable in hot mid-July. The grounds were well maintained. We found the staff to be gracious and very willing to accommodate. We will definitely be back again.
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Date of stay: July 2020
Rooms
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Sheila M. R wrote a review Jan 2020
4 contributions4 helpful votes
I stayed at the Winwood Inn for three nights in early January, 2020. Although every employee with whom I had contact was friendly and helpful, the accommodations were dismal. The room was awful. There is no sink in the bathroom. The tub did not hold water. The entire room was painted in a prison green color creating a depressing atmosphere. There was only one mirror and it was nearly useless because of the two bulbs on either side of it nearly blinding one's vision. The pillows were hugh hunks of foam, completely uncomfortable and bad for one's neck alignment. There is absolutely no counter in the bathroom so there's no place to put a toiletry bag. There's no table so if you bring in a snack you have to eat it while holding it on your lap; not even a place to lay down your fork while you eat. No one even bothered to service our room on one day; on the other day I requested that it be cleaned. The room is charm-free. It was really depressing to be in; it was devoid of even a little comfort. The lighting was awful, adding to a depressive atmosphere. It felt like an institution to me. No closet; just a pole in the room with a few hangers. I was so excited about staying here and was thoroughly disappointed. I am writing this only in the hope of averting someone else from experiencing the same disappointment. As I sat in the common area, I listened to the staff members answer calls from prospective patrons and took note of the tremendous difference between their descriptions and the reality. What a shame.
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Date of stay: January 2020Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
2 Helpful votes
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Courtenay H wrote a review Oct 2019
New York City, New York24 contributions28 helpful votes
My family recently stayed here for the holiday weekend and really enjoyed ourselves. The location was great and the rooms were clean and comfortable. The on site mexican restaurant was a plus. Will visit again.
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Date of stay: October 2019Trip type: Traveled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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TravelsWithMitzi wrote a review Oct 2019
Downingtown, Pennsylvania21 contributions7 helpful votes
We had a delightful stay here. Our room was in the Eagle's Nest building, a 2-story building much newer than the original lodge. The one-bedroom condo was spacious and well-stocked with dishes and cooking utensils, although we ate out at a restaurant. The furnishings were relatively new and in excellent condition; the rooms were all clean. Even though there was a wedding reception in the dining room (in the original older building) we did not hear any noise at all during the evening/night. The staff was responsive when batteries needed to be replaced in the remote control for the heating unit. I would definitely stay here again.
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Date of stay: October 2019
Value
Service
Room Tip: Ask for Eagles' Nest or Mountain Glow buildings; they are more modern.
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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maggie07290808 wrote a review Sep 2019
Palm Beach, Florida10 contributions1 helpful vote
We came out to ride down the mountain on Labor Day. Unfortunately it rained All day .. on the upside this hotel inn was warm and friendly. Has a great little restaurant / bar attached to it with outdoor fire pit. Most of the guests were local and very happy to share good times and stories with new comers. Rooms are quiet. Ac good water pressure in showers. Awesome views.
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Date of stay: September 2019Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from WinwoodInn, Front Desk Associate at Winwood Inn & Condos
Responded 5 Sep 2019
Thank you for staying with us and for your compliments. We are sorry to hear that the rain put a damper on your mountain biking plans. We hope you will return and give it another try, hopefully the weather will cooperate. Our mountain bike park will be open Saturdays and Sundays through Columbus day. Hope to see you again soon!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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PRICE RANGE
US$132 - US$254 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
winwood inn & condos hotel windham, winwood inn and condos, winwood hotel windham, winwood resort windham
LOCATION
United StatesNew YorkCatskill RegionWindham
NUMBER OF ROOMS
50
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WINWOOD INN & CONDOS - Resort Reviews & Price Comparison (Windham, NY) - Tripadvisor

Frequently Asked Questions about Winwood Inn & Condos
Which popular attractions are close to Winwood Inn & Condos?
Nearby attractions include Magic On Main (1.2 km), Mountain Brook Farm (0.9 km), and Windham Theatre (1.0 km).
What are some of the property amenities at Winwood Inn & Condos?
Some of the more popular amenities offered include free wifi, an on-site restaurant, and a lounge.
Which room amenities are available at Winwood Inn & Condos?
Top room amenities include a kitchenette, air conditioning, and a flat screen TV.
What food & drink options are available at Winwood Inn & Condos?
Guests can enjoy an on-site restaurant, a lounge, and a poolside bar during their stay.
Is parking available at Winwood Inn & Condos?
Yes, free parking is available to guests.
What are some restaurants close to Winwood Inn & Condos?
Conveniently located restaurants include Windham Diner, Ze Windham Wine Bar, and Millrock Restaurant.
Are there opportunities to exercise at Winwood Inn & Condos?
Yes, guests have access to a fitness centre during their stay.
Does Winwood Inn & Condos have an airport shuttle?
Yes, Winwood Inn & Condos offers an airport shuttle for guests. We recommend calling ahead to confirm details.
Is Winwood Inn & Condos located near the city center?
Yes, it is 0.9 km away from the centre of Windham.
Are any cleaning services offered at Winwood Inn & Condos?
Yes, laundry service and self serve laundry are offered to guests.
Does Winwood Inn & Condos offer any business services?
Yes, it conveniently offers meeting rooms, a banquet room, and conference facilities.