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7604 State Route 23, Windham, NY 12439-5153
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Prices above are provided by partners for one room, with variable occupancy rules as provided by the property, and do not include all taxes and fees. Please see our partners for full details.
Traveler (50)
Room & Suite (21)
Dining (4)


#1 of 2 Specialty lodging in Windham
Captain's Inn Point Lookout is historically located 2000 feet high in the Catskill Mountains. It has an unprecedented Five State, 180 mile view into Vermont, New Hampshire, Massachusetts, Connecticut, & New York. It is in close proximity to Windham Mountain, Hunter Mountain, and offers a huge variety of year round activities,Fishing, Hiking, Mountain Biking, ZIP LINING, Boating Kayaking, snow-shoeing, Snow skiing, snow boarding, Leaf peeping, sight-seeing, scenic drives, Golfing, hunting, discovering, The Great Northern Catskills. A wonderful place to come for a getaway. The restaurant is currently closed due to Covid Restrictions,
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Free breakfast
Non-smoking hotel
Room features
Air conditioning
Flatscreen TV
Room types
Non-smoking rooms
Family rooms
Good to know
Great View
128Reviews1Q+A24Room tips
Traveler rating
  • 89
  • 25
  • 2
  • 6
  • 6
Traveler safety
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Popular mentions
Wesley Chan wrote a review Oct 2020
Brooklyn, New York3 contributions
This is a great hotel to enjoy the Catskills, especially in the fall. My wife and I stayed here at the Captain's Inn for a short getaway. I recommend the valley view rooms for a breathtaking morning sunrise view. Room was very spacious. Captain Wayne (a real captain) and first mate Rosie are super friendly and hospitable. Simple but filling continental breakfast. The hotel is an easy 10 minute drive to nearby Wyndham, 20 min to Kaaterskill Falls, and 30 min drive to Catskill/Hudson. Highly recommend for a relaxing and fun trip.
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Date of stay: October 2020
Room Tip: Valley View is Gorgeous
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Jeanette I wrote a review Oct 2020
Hazlet, New Jersey2 contributions
It had a lot of live stink bugs, it was old and run down, needed a good overhaul. It was not worth the money. Its a dirty undesirable place.the lock was broken. The toilet seat fell off. The towels were old and shabby. Dont waste your money.
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Date of stay: October 2020Trip type: Traveled with family
MATTYJ1320 wrote a review Nov 2019
Little Neck, New York15 contributions8 helpful votes
This was a great place, as seen by my previous reviews- However, we won't go back for a few reasons- 1- The owner is inappropriate with Ladies- and cannot handle alcohol very well 2- how the owner treats his staff- it is very disrespectful 3- The rooms were dirty- Puke stains on the bed- that had not been cleaned- ever 4- the food made us ALL very ill one evening- 5 of us were ill the next morning and could not hit the mountain- instead we hit the bathroom 5- Booking- We had friends call to book, only to be turned away because was booked... we were one of 2 couples that stayed there It is sad- it started off as a great relationship- but considering the above... it broke us. It was when he was inappropriate and "touchy" with the ladies in our party, that was the last straw.
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Date of stay: December 2018
Room Tip: Don't go here with Ladies
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2 Helpful votes
William R wrote a review Oct 2019
Stamford, Connecticut10 contributions
If you are looking for a weekend getaway from the NYC area. Just two hours north is Windham mountain peaking at 3,150 ft (1,000 meters). This is my second time staying at Captain's Inn. I definitely recommend the valley view rooms if available. The morning sunrises are spectacular. See photos. Owned and operated by a real sea captain. The cap is friendly and knows every guests first name. This is the kind of of friendly service you'll experience here. If you are here during the warmer months, I'd recommend a patio lunch or dinner at 2,000 feet with a view. See Shrimp scampi photo. Overall, it is a great spot to relax and disconnect from NYC's rat race.
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Date of stay: October 2019
Sleep Quality
Room Tip: Choose Valley View Rooms - see photo
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Jim w White Corvette wrote a review Sep 2019
2 contributions1 helpful vote
I stopped at this place for lunch today for the first time. The food was outstanding and the bill was reasonable. I paid the bill and left to get I to my car and the owner came running out and said "excuse me you seemed to have dropped this under your chair" and was holding 2 $100 bills! I checked my money clip and apparently the bills had fallen out as I put my change from the tab back into it. I would have never known this until I went to pay for something else MUCH later in my day!! THANK YOU for HONEST people in this day and age!! Jim with the White Corvette
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Date of stay: September 2019Trip type: Traveled solo
$95 - $140 (Based on Average Rates for a Standard Room)
point lookout mountain hotel windham
Point Lookout Mountain Inn
United StatesNew YorkCatskill RegionWindham
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Frequently Asked Questions about Captains Inn Point Lookout
Which popular attractions are close to Captains Inn Point Lookout?
Nearby attractions include The Windham Path (4.5 miles), Zoom Flume (2.8 miles), and Our Lady of Knock Shrine (4.2 miles).
What are some of the property amenities at Captains Inn Point Lookout?
Some of the more popular amenities offered include free wifi, free breakfast, and free parking.
What food & drink options are available at Captains Inn Point Lookout?
Guests can enjoy free breakfast during their stay.
Is parking available at Captains Inn Point Lookout?
Yes, free parking is available to guests.
What are some restaurants close to Captains Inn Point Lookout?
Conveniently located restaurants include Vesuvio Restaurant, Nana Gail's Cafe, and Higher Grounds Coffee Co.
Does Captains Inn Point Lookout have any great views?
Yes, guests often enjoy the mountain view available here.