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Things to do in Windham

Top recommendations from locals

From sightseeing to hidden gems, find out what makes the city unique with the help of the locals who know it best.
American Restaurant
$$
“Lunch and Dinner. Make reservations, they get really busy. American chicken and steak. Music and firepit on weekends. Bar. This is a really fun place - one of our favorites.”
  • 58 locals recommend
Wine Bar
$$
“If you are looking for something special this is the place to go. A nationally recognized wine bar. A fantastic wine list, carefully and professionally chosen by your host and sommelier Cordelia. ”
  • 24 locals recommend
Deli / Bodega
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“Quality butcher (slab bacon!!!) and covers all of the basic grocery needs you will have for a short stay in the Catskills.”
  • 31 locals recommend
Café
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“Amazing breakfast/brunch. They have live music on weekends too. Be sure to check them out while Upstate! ”
  • 29 locals recommend
Bar
$$$
“A chef owned and operated Traditional French Bistro... Great food and service in a beautiful bistro style restaurant. Claudia and Stefan are your hosts”
  • 23 locals recommend
Restaurant
“Very popular bustling Italian family restaurant in Windham. Well-priced quality homemade pasta, pizzas, etc. ”
  • 19 locals recommend
Breakfast Spot
$
“Delicious breakfasts, great lunches. Also has a country store to buy maple syrup and other Catskill favorites. They have a playground and rescued farm animals on site.”
  • 24 locals recommend
Restaurant
$$
“CASH ONLY. Breakfast, Lunch and Dinner. Huge Portions. Traditional Greek Diner. ”
  • 13 locals recommend
Restaurant
“Traditional steakhouse located in the heart of Windham. Looking for an upscale experience? This is the place for you! ”
  • 14 locals recommend
Bar
“RE-OPENED AS TAVERN 23. AMERICAN COMFORT FOOD. Walking distance. Great bar atmosphere & food. Live music usually on Friday evening beginning 12/20. Outdoor firepit.”
  • 9 locals recommend
Cinema
“A small movie place but they usually have the big blockbusters. Kind of fun on a rainy day. Connected to a Carvel & Subway you can get a sugar fix too!”
  • 8 locals recommend
Store
“18 Hole course in the most spectacular scenery you will ever find. Just around the corner from your stay. Open to public. Then lunch out on the deck at Mulligan's Pub. Great food.”
  • 9 locals recommend
Restaurant
“Walking Distance. Great Pizza. Nice atmosphere. Try the Onion Soup. Now serving Mexican fare. Burritos the size of a football.”
  • 9 locals recommend
Bar
“Most spacious bar in Windham. Good rotating beer selection with local drafts. Food is basic but reliable. Plenty of TV's, and they might let you see the speakeasy if you so nicely. They also have table seating.”
  • 11 locals recommend
Nature
“Windham Mountain is a family-friendly ski place, and offers great lessons for first timers. Enjoy the waffle house located on the slope, and great views of the Catskills from the top and the chair lifts. We also recommend relaxing inside and enjoying the view - save us a seat at the bonfire pit! ”
  • 4 locals recommend
Spa
“Antonia and her family are long time friends of our family. If you are looking to relax while you are enjoying our beautiful town please visit Antonia and her lovely staff for a massage or facial in her beautiful, restored-farmhouse spa.”
  • 5 locals recommend

Top restaurants

American Restaurant
“Lunch and Dinner. Make reservations, they get really busy. American chicken and steak. Music and firepit on weekends. Bar. This is a really fun place - one of our favorites.”
  • 58 locals recommend
Wine Bar
“If you are looking for something special this is the place to go. A nationally recognized wine bar. A fantastic wine list, carefully and professionally chosen by your host and sommelier Cordelia. ”
  • 24 locals recommend
Bar
“A chef owned and operated Traditional French Bistro... Great food and service in a beautiful bistro style restaurant. Claudia and Stefan are your hosts”
  • 23 locals recommend
Restaurant
“Very popular bustling Italian family restaurant in Windham. Well-priced quality homemade pasta, pizzas, etc. ”
  • 19 locals recommend
Breakfast Spot
“Delicious breakfasts, great lunches. Also has a country store to buy maple syrup and other Catskill favorites. They have a playground and rescued farm animals on site.”
  • 24 locals recommend
Restaurant
“CASH ONLY. Breakfast, Lunch and Dinner. Huge Portions. Traditional Greek Diner. ”
  • 13 locals recommend
Restaurant
“Traditional steakhouse located in the heart of Windham. Looking for an upscale experience? This is the place for you! ”
  • 14 locals recommend
Bar
“RE-OPENED AS TAVERN 23. AMERICAN COMFORT FOOD. Walking distance. Great bar atmosphere & food. Live music usually on Friday evening beginning 12/20. Outdoor firepit.”
  • 9 locals recommend

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