Eat and Explore Windham Guidebook of Windham NY and Surrounding Areas
Hiking
I recommend the “AllTrails “app on your phone and that will show you everything in your area but below are some of the best that we have found.
Though great to see all year round, you will get more bang for your buck in late spring/early summer as there is more ice melt. If you are traveling with pets, depending on parking area, you may be required to show proof of vaccination. This has become very popular on the weekends. So we suggest early morning or mid-week.
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Kaaterskill Falls Trail Head
New York 23AThough great to see all year round, you will get more bang for your buck in late spring/early summer as there is more ice melt. If you are traveling with pets, depending on parking area, you may be required to show proof of vaccination. This has become very popular on the weekends. So we suggest early morning or mid-week.
Generally quiet and chill vibe, not overly crowded and simple to get to. Follow signs from 23a
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Colgate Lake
Generally quiet and chill vibe, not overly crowded and simple to get to. Follow signs from 23a
Beautiful scenery in an easy, very well groomed 2+ mile Path for walking, running and biking
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The Windham Path
4982 NY-23Beautiful scenery in an easy, very well groomed 2+ mile Path for walking, running and biking
located in Maplecrest en route to Jewett, Barnum Road Trailhead is a quiet and beautiful trail that extends to CR23 in Windham.
Barnum Road
Barnum Roadlocated in Maplecrest en route to Jewett, Barnum Road Trailhead is a quiet and beautiful trail that extends to CR23 in Windham.
High Peak
great day hike with picnic areas and plenty of vista sights along the way
Food scene
The Vineyard at Windham
11 Mt View Estates RdWine Tasting. Need I say more?
The Catskill Mountain Country Store and Restaurant
6014 NY-23AGreat friendly-friendly environment that has outdoor dining and playing area - sandbox, volleyball nets and firepit.
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Chicken Run Family Restaurant and Steak House
5639 NY-23Great friendly-friendly environment that has outdoor dining and playing area - sandbox, volleyball nets and firepit.
Great food and great service in a very chill environment. Be sure to visit Saturday mornings for the Farmer's Market!
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The Windham Local
5410 NY-23Great food and great service in a very chill environment. Be sure to visit Saturday mornings for the Farmer's Market!
Amazing views of the mountain after a long day of hiking or skiing. Modern, eclectic menu as well as some pub favorites
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Hunter Mountain Brewery
New York 23AAmazing views of the mountain after a long day of hiking or skiing. Modern, eclectic menu as well as some pub favorites
Nice place to stop on your way into town or after a hike for some homemade snacks or unique gifts. Try the blondies! You will not be disappointed.
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Circle W Market
3328 NY-23ANice place to stop on your way into town or after a hike for some homemade snacks or unique gifts. Try the blondies! You will not be disappointed.
beautifully prepared modern fair in a chill and inviting atmosphere
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Jessie's Harvest House
5819 Main Stbeautifully prepared modern fair in a chill and inviting atmosphere
Tap House Grille
5359 NY-23Great after hours hot spot often offering live music
If you are in the area for a couple of days and want to hit up one of the most-frequented tourist food joints, Phoenicia Diner is it!
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Phoenicia Diner
5681 NY-28If you are in the area for a couple of days and want to hit up one of the most-frequented tourist food joints, Phoenicia Diner is it!
Sit at the bar for craft cocktails, local beer and cider. Food menu is inspiring and trendy. Seasonal sports (cornhole, swimming pool, ice-skating) make this a great location for an all-day outing. Be sure to make reservations for dining!
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Scribner's Catskill Lodge
13 Scribner Hollow RdSit at the bar for craft cocktails, local beer and cider. Food menu is inspiring and trendy. Seasonal sports (cornhole, swimming pool, ice-skating) make this a great location for an all-day outing. Be sure to make reservations for dining!
One-stop provisions shop - great selections of beer, cheese, snacks and full deli with wood burning pizza oven.
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Hickory Hill Market
5200 NY-23One-stop provisions shop - great selections of beer, cheese, snacks and full deli with wood burning pizza oven.
Todaro's Salumeria
5344 NY-23BEST butcher in all of Greene County
great vibe and even better selection of cider and wine. Be sure to hit up the food truck! Kids and pups are welcome, too!
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Rockland Cider Works - Upstate
193 Stryker Roadgreat vibe and even better selection of cider and wine. Be sure to hit up the food truck! Kids and pups are welcome, too!
farmer's market
beautiful selection of poultry and pork, cut your own flowers and pick your own veggies. Very friendly and knowledgeable staff.
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East Durham Farms
175 Brown Rdbeautiful selection of poultry and pork, cut your own flowers and pick your own veggies. Very friendly and knowledgeable staff.
New York 42
New York 42One of the best farmer's markets in Greene County!
watering hole
Surrounded by the beautiful mountains a large substantial lake that is swimmable. Bring lunch enjoy sunbathing and the scenery
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Colgate Lake
Surrounded by the beautiful mountains a large substantial lake that is swimmable. Bring lunch enjoy sunbathing and the scenery
plenty of open green space, sandy beach and giant lake, surrounded by hiking trails, picnic tables with bbq access, volley ball and soccer nets as well as basketball courts and a shady pavillion- this place has something for everyone in your group. Be sure to keep your head up for the eagles that nest around the lake and the beaver that lives along the shores. A true treasure in Maplecrest.
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C D Lane Park
281 Big Hollow Rdplenty of open green space, sandy beach and giant lake, surrounded by hiking trails, picnic tables with bbq access, volley ball and soccer nets as well as basketball courts and a shady pavillion- this place has something for everyone in your group. Be sure to keep your head up for the eagles that nest around the lake and the beaver that lives along the shores. A true treasure in Maplecrest.
Breathtaking cascading waterfall with surrounding hiking and swimming holes
205locals recommend
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Kaaterskill Falls
Breathtaking cascading waterfall with surrounding hiking and swimming holes
205locals recommend
Panoramic views of lake and waterfalls, Mine kill also has a Olympic-sized lap pool and diving pool.
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Mine Kill State Park
161 Mine Kill RdPanoramic views of lake and waterfalls, Mine kill also has a Olympic-sized lap pool and diving pool.
Sightseeing
Mountain Top Arboretum
4 Maude Adams Rdgreat views of Hunter mountains among strolling gardens.
Lovely little petting farm and animal sanctuary 2 miles from downtown Windham. In-season, the farm offers pony rides and animal shows.
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Vidbel Mountain Homestead
149 Siam RdLovely little petting farm and animal sanctuary 2 miles from downtown Windham. In-season, the farm offers pony rides and animal shows.
Best trail riding in Windham, NY. Trails take you up the mountain through maple syrup farms to a scenic pasture overlooking surrounding mountains and valleys.
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Mountain Brook Farm
393 B G Partridge RdBest trail riding in Windham, NY. Trails take you up the mountain through maple syrup farms to a scenic pasture overlooking surrounding mountains and valleys.
Live Music Venue
Boutique hotel with full-service bar and dining. Outdoor seating, live music, Apres-Ski.
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Union and Post - Windham, N.Y.
5098 New York 23Boutique hotel with full-service bar and dining. Outdoor seating, live music, Apres-Ski.