Caroline & Christopher's Guidebook
Best Hiking
This is our favorite hiking trail head… It goes into the woods, along rivers, and all the way up to mountain tops for breathtaking vistas! For others I recommend the “AllTrails “app on your phone and that will show you everything in your area
Beautiful scenery in an easy, very well groomed 2+ mile Path for walking, running and biking.
114 locals recommend
The Windham Path
4982 NY-23Beautiful scenery in an easy, very well groomed 2+ mile Path for walking, running and biking.
Westkill Mountain Trailhead
Swimming Hole
Surrounded by the beautiful mountains a large substantial lake that is swimmable. Bring lunch enjoy sunbathing and the scenery
Colgate Lake
Beautiful scenery, clean swimming lake.
Gorgeous amazing park. Vast open spaces. Great swimming. Great place for sledding. Soccer field, baseball field, multiple volleyball fields, beautiful hiking in the woods and fields with views, playground, restroom facilities, picnic tables, barbecue grills for charcoal. Clean very well Maintained! This park is the works!
41 locals recommend
C D Lane Park
281 Big Hollow RdGorgeous amazing park. Vast open spaces. Great swimming. Great place for sledding. Soccer field, baseball field, multiple volleyball fields, beautiful hiking in the woods and fields with views, playground, restroom facilities, picnic tables, barbecue grills for charcoal. Clean very well Maintained! This park is the works!
Horseback Riding !
Best horseback riding through the mountains !
Best beautiful horse back riding through the mountains, call To book
27 locals recommend
Mountain Brook Farm
393 B G Partridge RdBest beautiful horse back riding through the mountains, call To book
Animal Petting Farm !
Close to town a full animal petting farm with goats ostrich pigs horses ponies llamas etc. call or just drive by and stop !
Our children, and us adults, love petting the goats and seeing all the different animals!
16 locals recommend
Vidbel Mountain Homestead
149 Siam RdOur children, and us adults, love petting the goats and seeing all the different animals!
Skiing
Abundant skiing and after hours food drinks and music
Windham Mountain Resort
19 Resort DrAbundant skiing and after hours food drink and music
Food scene
So much fun, great country kitchen cooking, great atmosphere, fire pit outback, plenty of room for the kids to run around and play outside.
214 locals recommend
Chicken Run Family Restaurant and Steak House
5639 NY-23So much fun, great country kitchen cooking, great atmosphere, fire pit outback, plenty of room for the kids to run around and play outside.
Chic hip Brooklyn style café… Breakfast lunch dinner, coffee and drinks. Music on Weekends.
129 locals recommend
The Windham Local
5410 NY-23Chic hip Brooklyn style café… Breakfast lunch dinner, coffee and drinks. Music on Weekends.
Ze Windham Wine Bar
5369 Main StreetThe Vineyard at Windham
11 Mt View Estates RdTap House Grille
5359 NY-23Fantastic upscale restaurant and bar and lounge and accommodations for those looking for a high-end experience. Visitors may use pool and ice-skating rink in season.
88 locals recommend
Scribner's Catskill Lodge
13 Scribner Hollow RdFantastic upscale restaurant and bar and lounge and accommodations for those looking for a high-end experience. Visitors may use pool and ice-skating rink in season.
Fantastic and progressive food scene for real foodies and people looking for a real quality.
84 locals recommend
Jessie's Harvest House
5819 Main StFantastic and progressive food scene for real foodies and people looking for a real quality.
Windham Theatre
11 Vets RdBest pizza in town, family run putting their soul into it!
Convenient store
Best large convenient store with high-quality products
You’ll find most of what you need here, a large convenient store with high-quality even gourmet products
62 locals recommend
Hickory Hill Market
5200 NY-23You’ll find most of what you need here, a large convenient store with high-quality even gourmet products