We love Ollie's! If you're driving up from the NY area, this is a great pit stop for lunch that we've done a bunch of times.
Phoenicia Diner
5681 New York 28, Phoenicia, NY 12464
Classic diner right on 28. A great pit stop to and from the Windham area.
Rosie General
39 Broadway, Kingston, NY 12401
Another great option to break up the drive from the NY area for sandwiches and half sour pickles.
Babblers Restaurant & Bar
19 New York 296, Windham, NY 12496
Attached to Wylder Hotel, they serve breakfast, lunch, and dinner.
Shandaken Bake
6036 Main Street, Tannersville, NY 12485
A line will form on weekends, but it's worth the wait.
Circle W Market
3328 New York 23A, Palenville, NY 12463
Lucky Catskills Tannersville
5932 Main Street, Tannersville, NY 12485
Deer Mountain Inn
790 County Road 25, Tannersville, NY 12485
Paracasa
391 New York 296, Hensonville, NY 12439
Catskill Mountain Country Store & Restaurant-Windham
5510 New York 23, Windham, NY 12496
Kaaterskill Falls Trail Head
New York 23A, Haines Falls, NY 12436
Boasting a 260-foot waterfall, Kaaterskill Falls (from Laurel House Road trailhead) is 1.7 mile out-and-back trail. It’s moderately challenging, but worth it for the views!
Windham-Blackhead Range Wilderness
East Jewett, NY 12424
Over 30 trails within the Windham-Blackhead Range Wilderness area, you can choose your range of difficulty or a more leisurely hike.