Wine spots
If you are coming with an adult group or girl's weekend, I recommend hitting these spots!
This place is fabulous! Cordelia is amazing and has a wealth of knowledge about wine and a fantastic personality to go with it!
Tell her that I sent you and ask about wine school on Tuesdays!~
115 locals recommend
Ze Windham Wine Bar
7722 Main StreetThis place is fabulous! Cordelia is amazing and has a wealth of knowledge about wine and a fantastic personality to go with it!
Tell her that I sent you and ask about wine school on Tuesdays!~
Beautiful upscale Vineyard. Be sure to make reservations in advance!
Ask for Rick. Tell him I sent you :)
Does allow families and children but no pets
96 locals recommend
The Vineyard at Windham
11 Mt View Estates RdBeautiful upscale Vineyard. Be sure to make reservations in advance!
Ask for Rick. Tell him I sent you :)
Does allow families and children but no pets
Neighborhoods
Windham
Food scene
This place is walkable from my house.
Sarah is the hostess, Joe is the chef and Bev is always behind the bar!
Great chicken parm!
52 locals recommend
Brandywine
11157 NY-23This place is walkable from my house.
Sarah is the hostess, Joe is the chef and Bev is always behind the bar!
Great chicken parm!
Jessie's has some of the most delicious food in the Catskills. It is a 20-25 min drive from the house but worth it if you find yourself over near Hunter Mountain.
84 locals recommend
Jessie's Harvest House
5819 Main StJessie's has some of the most delicious food in the Catskills. It is a 20-25 min drive from the house but worth it if you find yourself over near Hunter Mountain.
BBQ and Chicken - perfect for families or large groups
213 locals recommend
Chicken Run Family Restaurant and Steak House
5639 NY-23BBQ and Chicken - perfect for families or large groups
Tap House Grille
5359 NY-23Great sports bar, burgers & beer.
Yummy Italian- smaller than Brandywine but just as delicious!
Pizza & traditional Italian.
22 locals recommend
Messina's Lagriglia Ristorante
5658 NY-23Yummy Italian- smaller than Brandywine but just as delicious!
Pizza & traditional Italian.
One stop shop for coffee, pastries, yummy lunch and live music!
129 locals recommend
The Windham Local
5410 NY-23One stop shop for coffee, pastries, yummy lunch and live music!
Bistro Brie & Bordeaux
5386 NY-23Adorable French restaurant - great for date night
Great place for breakfast and lunch- quick stop for a breakfast while renting your equipment off mountain
48 locals recommend
Higher Grounds
3 NY-296Great place for breakfast and lunch- quick stop for a breakfast while renting your equipment off mountain
Adorable place to go for a family breakfast and cruise the quirky gifts and take pictures in the big chair!
105 locals recommend
Catskill Mountain Country Store - Windham
5510 NY-23Adorable place to go for a family breakfast and cruise the quirky gifts and take pictures in the big chair!
it is directly behind the diner. Small shop. Amazing baked goods. Trust me- go here and get croissants for the house- freshly made- only open Saturday and Sunday morning. They don’t serve coffee so pick up a Maple latte at The Local on the way back.
26 locals recommend
La Patisserie Normande
5339 NY-23 it is directly behind the diner. Small shop. Amazing baked goods. Trust me- go here and get croissants for the house- freshly made- only open Saturday and Sunday morning. They don’t serve coffee so pick up a Maple latte at The Local on the way back.
Millrock Restaurant
5398 NY-23very busy spot in town for brick oven pizza
Great place for cool drinks and amazing food in Hunter area if you find yourself over that way
109 locals recommend
The Prospect
13 Scribner Hollow RdGreat place for cool drinks and amazing food in Hunter area if you find yourself over that way
Qin Fang Garden
5448 NY-23Very busy for takeout but good to call ahead and pick up
Michael's Diner- Now Windham Diner
5339 NY-23Great diner! pricey but YUM
Grocery
Hickory Hill has a deli, beer, groceries and gas. They have some fresh produce, cheese and other groceries. Easy place to stop in town for most items however it is on the pricey side.
62 locals recommend
Hickory Hill Market
5200 NY-23Hickory Hill has a deli, beer, groceries and gas. They have some fresh produce, cheese and other groceries. Easy place to stop in town for most items however it is on the pricey side.
Grocery store on the way up the mountain. Cheaper groceries!
105 locals recommend
Hannaford Supermarket
223 Main StGrocery store on the way up the mountain. Cheaper groceries!
Todaro's Salumeria
5344 NY-23delicious place to buy specialty items! (meat & cheese board)
Wine & Liquor Store
Windham Liquor Store
5448 NY-23Good Wine and Liquor selection in town
Wine & Liquor store on your way up the mountain. If you're stopping at the Hannaford this place is around the corner.
22 locals recommend
Spirits of Cairo
271 Main StWine & Liquor store on your way up the mountain. If you're stopping at the Hannaford this place is around the corner.
Sightseeing
The Windham Path
4982 NY-23Great place to do a leisurely walk with your family or pets.
Golf
Christman's Windham House
5742 NY-23Hotel very close by with a golf course
Windham Country Club
36 South St