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.

Captains Inn Point Lookout

Hotel website
Hotel deals
7604 State Route 23, Windham, NY 12439 (Formerly Point Lookout Mountain Inn)
Book on
TripAdvisor
Trusted partner. We work with to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
1 room 1 adult
Enter dates for best prices
Check In Check Out
Check Availability
Book on
or compare prices from up to 200 sites including:
Management photos
Captains Inn Point Lookout
Add a photo
Add Photo Write a Review

78 Reviews from our TripAdvisor Community

Traveler rating
Traveler type
Time of year
Language
Jersey City, New Jersey
2 reviews
5 of 5 stars Reviewed 5 days ago NEW via mobile

Clean large rooms with a very friendly staff. Nice for a quiet weekend. The owner is very accommodating. Good food with an amazing view. Breakfast was included. Easy access to Windham mountain and hunter mountain for a ski weekend. We would stay there again.

Helpful?
Thank brianne r
Albany, New York
Level Contributor
9 reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed October 21, 2015

We go back here to eat and enjoy the five-state view as often as possible. Delicious food, particularly the Mediterranean Calamari. Hamburgers good as are main courses. Not expensive and the view is free of New York, Massachusetts, Connecticut, New Hampshire and Vermont. Host is very amiable and comes to your table to greet you and chat. Open only for... More 

Helpful?
1 Thank claudeinalbany
NYC
Level Contributor
32 reviews
9 hotel reviews
common_n_hotel_reviews_1bd8 22 helpful votes
5 of 5 stars Reviewed October 20, 2015

My husband and I stayed at this Inn for one night--and we both wish it could have been longer. The room, which faced the Valley was inviting and very nice. The staff, including First Mate Rosie, Captain Wayne's wife, were warm and welcoming. Rosie answered every question we had, including about the history of their recent renovation, and a detailed... More 

Helpful?
Thank Carol D
Catskill, New York
Level Contributor
8 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
3 of 5 stars Reviewed October 18, 2015

While leaf peeping we decided to have dinner and enjoy the view. Interior was very nice and the view was breathe taking. We had dinner at 5 pm Sunday nite and was not too busy. Waitress was polite, but ordered the wrong dinner for me. My husband's steak was good not outstanding for the price. I feel the food was... More 

Helpful?
1 Thank Rohs217
New Jersey
Level Contributor
41 reviews
13 hotel reviews
common_n_hotel_reviews_1bd8 37 helpful votes
5 of 5 stars Reviewed October 14, 2015

We had dinner here on a Thursday. We had a great meal-I had Steak my wife had Salmon. Both meals were prepared by someone who cared about what they serve. The view is outstanding and the Captain has tons of great stories.We will return next time we are in the Catskills.

Helpful?
2 Thank Jerseyharry
Albany, New York
Level Contributor
9 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 2 helpful votes
4 of 5 stars Reviewed October 9, 2015 via mobile

It was raining so unfortunately the view was hazy but the Inn is much improved over previous versions. The service was good, dinner was good, nice to have the place open again. The clam chowder was especially delicious with lots of fresh clams.

Helpful?
Thank kj w
Yorktown Heights, New York
2 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed October 6, 2015

As far as lodging goes, the Captain's Inn fits the rustic feel you would expect in the Catskill region of New York. The room was the perfect size, well kept and with a stunning 180 degree panoramic view of the valley. Allegedly, you are able to see 5 states!!! I highly recommend seeing the sunrise from bed and watching the... More 

Helpful?
2 Thank PoolBossNY
Yorktown Heights, New York
Level Contributor
22 reviews
common_n_hotel_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed October 5, 2015

You will be delighted by the wonderful service, spectacular view and tasty food. Both inside and out this landmark will surely delight those who love the Catskills. Nearby Windham, Hunter and Bellayre mountains so be sure to visit for fall falliage right thru the ski season! Do stop by and meet Captain Wayne!

Helpful?
1 Thank ebrunomidili
Hensonville, New York
2 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed July 23, 2015

It is called Captains Point lookout now new owners the dining room is open and beautiful you can see the view from everywhere the food was really good tri the seafood mac and cheese to die for stop bye if you get a chance you cant go wrong with this place.

Helpful?
2 Thank christina s s
New York City
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 4 helpful votes
4 of 5 stars Reviewed June 28, 2015

My boyfriend and I were staying nearby in Acra and looking for a place to eat around 8:30p on a Friday night. We were heading into Windham when we passed "Captains Inn, Point Lookout" and it's stunning view. The entire Inn and restaurant are now remodeled - opening just 3 weeks ago. Food was good, wait-staff friendly, and the owner... More 

Helpful?
4 Thank EyeSpy17
Questions? Get answers from hotel staff and past guests. Ask a question

42 photos of this hotel

Traveler photos: See what travelers like you saw

Viewed
All Traveler Photos (28)
Viewed
Room/Suite (7)
Viewed
View from Room (5)
Viewed
Dining (1)
Viewed
Hotel & Grounds (1)
Viewed
Pool/Beach Area (1)
Viewed
2:49
Videos (1)
Viewed
Other (12)

Management photos: Courtesy of the property manager

Viewed
All Management Photos (14)
Viewed
Hotel & Grounds (3)
Viewed
Other (11)
Check In Check Out
Prices are for 1 room, 2 adults
Show Prices
Hotels you might also like...
Also consider these accommodations in or near Windham
0.0 mi away
Hotel Vienna
Hotel Vienna
#2 of 6 in Windham
4.5 of 5 stars 244 reviews
0.0 mi away
The Thompson House
The Thompson House
#1 of 6 in Windham
5.0 of 5 stars 112 reviews
0.0 mi away
Catskill Mountain Lodge
Catskill Mountain Lodge
#1 of 1 in Palenville
4.0 of 5 stars 135 reviews
Show Prices
Show Prices
Show Prices
0.0 mi away
Scribner Hollow Lodge
0.0 mi away
Catskill Lodge Bed and Breakfast
0.0 mi away
Albergo Allegria
Albergo Allegria
#1 of 10 in Windham
5.0 of 5 stars 395 reviews
Show Prices
Show Prices
Show Prices
Questions? Get answers from hotel staff and past guests. Ask a question

Amenities

Enter dates for best prices
Check In Check Out
Price Your Stay