Windham, NY

Samantha
Windham, NY

Restaurants & Bars

All of our personal food/drink favorites in Windham, and the surrounding area.
Local favorite for chicken and BBQ.
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Chicken Run Family Restaurant and Steak House
5639 NY-23
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Local favorite for chicken and BBQ.
Charming, family-oriented breakfast restaurant and store. (Try the apple cider donuts!)
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Catskill Mountain Country Store - Windham
5510 NY-23
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Charming, family-oriented breakfast restaurant and store. (Try the apple cider donuts!)
Aside from groceries, you can also grab a hot pizza, salad, sandwich here. Want to make a charcuterie board? This is the place for that.
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Hickory Hill Market
5200 NY-23
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Aside from groceries, you can also grab a hot pizza, salad, sandwich here. Want to make a charcuterie board? This is the place for that.
A great local spot for coffee and breakfast bites.
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Higher Grounds
61 NY-296
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A great local spot for coffee and breakfast bites.
A charming breakfast and lunch restaurant. Everything on their menu 
is homemade. You can’t pass up their amazing donuts.
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Gracie's Luncheonette
969 Main St
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A charming breakfast and lunch restaurant. Everything on their menu 
is homemade. You can’t pass up their amazing donuts.
Outdoor Beer Garden with modern takes on favorite German classics.
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Jagerberg Beer Hall and Tavern
7722 Main St
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Outdoor Beer Garden with modern takes on favorite German classics.
Great place for a more upscale dinner and cocktail. (Reservations can be made in advance on Resy.)
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The Prospect
13 Scribner Hollow Rd
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Great place for a more upscale dinner and cocktail. (Reservations can be made in advance on Resy.)
A popular family-owned eatery serving “farm-to-counter” diner-style food.
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Phoenicia Diner
5681 NY-28
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A popular family-owned eatery serving “farm-to-counter” diner-style food.
Pizza made with local produce, natural wines, local beers.
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The Woodhouse Lodge
3807 County Rte 26
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Pizza made with local produce, natural wines, local beers.
A more traditional fine dining experience.
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Mountain View Brasserie
10697 NY-32
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A more traditional fine dining experience.
Solid and reliable (American) Chinese food.
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Qin Fang Garden
5448 NY-23
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Solid and reliable (American) Chinese food.
A charming brewery located on 126 acres. Come for the beers, stay for the food!
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West Kill Brewing
2173 Spruceton Rd
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A charming brewery located on 126 acres. Come for the beers, stay for the food!
Friendly staff and a unique charm. Wines, cheese pairings, and a great outdoor space.
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Ze Windham Wine Bar
5369 Main Street
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Friendly staff and a unique charm. Wines, cheese pairings, and a great outdoor space.
Local wines, small bites, great atmosphere.
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The Vineyard at Windham
11 Mt View Estates Rd
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Local wines, small bites, great atmosphere.
Authentic Irish Pub. Great burger. Trivia Night every Monday.
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Jimmy OConnors Windham Mt. Inn
141 South St
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Authentic Irish Pub. Great burger. Trivia Night every Monday.
A new restaurant serving American food made with local ingredients. (Reservations can be made in advance on Resy.)
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Union and Post - Windham, N.Y.
5098 New York 23
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A new restaurant serving American food made with local ingredients. (Reservations can be made in advance on Resy.)
Market and restaurant. Come for the natural wines & pantry goodies, stay for the biscuits.
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Kitty's Market
60 S Front St
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Market and restaurant. Come for the natural wines & pantry goodies, stay for the biscuits.

Sightseeing

Windham Mountain the closest to the house and is only a 5 minute drive. Winter (Skiing/Snowboarding): Windham Mountain is a part of the Ikon Pass Program. Please visit their website for all details, and tickets. Summer: In the summer months, the mountain has tons of events: live music, BBQ, yoga at the summit, hiking and mountain biking, and more!
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Windham Mountain Resort
19 Resort Dr
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Windham Mountain the closest to the house and is only a 5 minute drive. Winter (Skiing/Snowboarding): Windham Mountain is a part of the Ikon Pass Program. Please visit their website for all details, and tickets. Summer: In the summer months, the mountain has tons of events: live music, BBQ, yoga at the summit, hiking and mountain biking, and more!
Hunter Mountain is also a close option, and is a part of the Epic Pass Program. The mountain is under 20 minutes away from the house. For lift tickets and more information please visit their website.
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Hunter Mountain
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Hunter Mountain is also a close option, and is a part of the Epic Pass Program. The mountain is under 20 minutes away from the house. For lift tickets and more information please visit their website.
A lovely (flat) 3 mile trail with beautiful views of the mountain.
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The Windham Path
4982 NY-23
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A lovely (flat) 3 mile trail with beautiful views of the mountain.
Horseback trail riding & horseback riding lessons. Fun for all ages!
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Mountain Brook Farm
393 B G Partridge Rd
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Horseback trail riding & horseback riding lessons. Fun for all ages!
Great hiking & mountain biking trail that pays off with beautiful views at Windham High Peak.
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Elm Ridge Wild Forest
360001 Town Of Windham
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Great hiking & mountain biking trail that pays off with beautiful views at Windham High Peak.
Well-maintained 18 hole golf course with mountain views (and a clubhouse).
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Windham Country Club
36 South St
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Well-maintained 18 hole golf course with mountain views (and a clubhouse).
Another 18 hole golf course in Windham with views of the mountains. Affordable.
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Christman's Windham House
5742 NY-23
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Another 18 hole golf course in Windham with views of the mountains. Affordable.
Sightsee through the Catskills on a rail bike!
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Rail Explorers: Catskills Division
70 High St
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Sightsee through the Catskills on a rail bike!

Shopping

Gorgeous antiques and books. A great place to browse.
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Pidgin
7811 NY-81
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Gorgeous antiques and books. A great place to browse.
Fresh farm veggies and organic foods. If you like to cook this is a must-visit.
Earthworm
7829 NY-81
Fresh farm veggies and organic foods. If you like to cook this is a must-visit.
Beautiful shop with antiques, books, and art.
A.THERIEN
3026 Co Rd 23B
Beautiful shop with antiques, books, and art.
Massive warehouse of antiques and unique pieces. You could spend an entire day here.
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The Antique Warehouse Hudson NY
99 S Front St
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Massive warehouse of antiques and unique pieces. You could spend an entire day here.