Mountaintop Chalet Guidebook

Carolyn+Dan
Carolyn+Dan
Mountaintop Chalet Guidebook

City/town information

Nestled into the mountains of the northern Catskill Mountains, Windham NY brings together the best of the region - natural beauty and outdoor adventures. The pristine and quaint downtown is the heart of the historic mountaintop resort town.
164 lokal ang nagrerekomenda
Windham
164 lokal ang nagrerekomenda
Nestled into the mountains of the northern Catskill Mountains, Windham NY brings together the best of the region - natural beauty and outdoor adventures. The pristine and quaint downtown is the heart of the historic mountaintop resort town.

Food scene

THIS IS OUR FAV!!! Fellow is the place for coffee, tasty baked goods, excellent egg sammies and THE CINNAMON ROLLS!! We usually go here for breakfast or lunch (sometimes both) almost every weekend.
62 lokal ang nagrerekomenda
Fellow Mountain Cafe
7883 Main St
62 lokal ang nagrerekomenda
THIS IS OUR FAV!!! Fellow is the place for coffee, tasty baked goods, excellent egg sammies and THE CINNAMON ROLLS!! We usually go here for breakfast or lunch (sometimes both) almost every weekend.
This is one of our favorite places for dinner. The vibe, the setting and the menu all make this place a true gem. Prospect restaurant and bar serves a playful twist on local cuisine inspired by the rich and diverse offerings of the Hudson Valley. Their dining room has floor to ceiling windows, mountain views and a large circular bar with cast-iron stoves. Just off the bar is a large deck featuring seasonal outdoor dining and a fire pit.
109 lokal ang nagrerekomenda
The Prospect
13 Scribner Hollow Rd
109 lokal ang nagrerekomenda
This is one of our favorite places for dinner. The vibe, the setting and the menu all make this place a true gem. Prospect restaurant and bar serves a playful twist on local cuisine inspired by the rich and diverse offerings of the Hudson Valley. Their dining room has floor to ceiling windows, mountain views and a large circular bar with cast-iron stoves. Just off the bar is a large deck featuring seasonal outdoor dining and a fire pit.
Our newest addition to Windham, Babbler's Cafe at Wylder Hotel is great place to grab coffee, baked goods or a sandwich. It is a cute, laid-back place right along the river. The full restaurant is due to open soon (Aug 2022).
Wylder Hotel Windham
19 New York 296
Our newest addition to Windham, Babbler's Cafe at Wylder Hotel is great place to grab coffee, baked goods or a sandwich. It is a cute, laid-back place right along the river. The full restaurant is due to open soon (Aug 2022).
Just 5 min up the road from the Chalet, this is the place to sample Riesling, merlot, and cabernet franc from the vineyard, alongside a larger selection of wines from the Finger Lakes, Hudson Valley, and Long Island regions, in a scenic winery setting where the rows of vines disappear into the greenery of the mountain backdrop.
96 lokal ang nagrerekomenda
The Vineyard at Windham
11 Mt View Estates Rd
96 lokal ang nagrerekomenda
Just 5 min up the road from the Chalet, this is the place to sample Riesling, merlot, and cabernet franc from the vineyard, alongside a larger selection of wines from the Finger Lakes, Hudson Valley, and Long Island regions, in a scenic winery setting where the rows of vines disappear into the greenery of the mountain backdrop.
Sealed with the local stamp of approval, the cozy cafe specializes in wine, charcuterie, and cheese boards. The area’s only accredited sommelier has curated a list of over 40 by-the-glass wines, alongside a selection of German beers. Take a lesson in vino and food pairings at the weekly wine school, or enjoy summer evenings in the beer garden.
117 lokal ang nagrerekomenda
Ze Windham Wine Bar
5369 Main Street
117 lokal ang nagrerekomenda
Sealed with the local stamp of approval, the cozy cafe specializes in wine, charcuterie, and cheese boards. The area’s only accredited sommelier has curated a list of over 40 by-the-glass wines, alongside a selection of German beers. Take a lesson in vino and food pairings at the weekly wine school, or enjoy summer evenings in the beer garden.
We love this place. It is just 8 min from the Chalet and a great place for breakfast and lunch. On the weekends they serve dinner and host live music.
129 lokal ang nagrerekomenda
The Windham Local
5410 NY-23
129 lokal ang nagrerekomenda
We love this place. It is just 8 min from the Chalet and a great place for breakfast and lunch. On the weekends they serve dinner and host live music.
Great place for coffee, smoothies and yummy treats.
48 lokal ang nagrerekomenda
Higher Grounds
61 NY-296
48 lokal ang nagrerekomenda
Great place for coffee, smoothies and yummy treats.
Cider donuts, honey sticks, boardgames, pancake breakfast, goats and bunnies.... The Country Store is a great place to bring the family for the quintessential country store vibe. And its just down the road from the Chalet.
105 lokal ang nagrerekomenda
Catskill Mountain Country Store - Windham
5510 NY-23
105 lokal ang nagrerekomenda
Cider donuts, honey sticks, boardgames, pancake breakfast, goats and bunnies.... The Country Store is a great place to bring the family for the quintessential country store vibe. And its just down the road from the Chalet.
This great Italian place right in downtown. In our opinion, this is the best pizza in town. In addition to the main dining room in the front, they recently added a new bar and patio area in the back. Mark, the main bartender, is super friendly and very talented!
105 lokal ang nagrerekomenda
Millrock Restaurant
5398 NY-23
105 lokal ang nagrerekomenda
This great Italian place right in downtown. In our opinion, this is the best pizza in town. In addition to the main dining room in the front, they recently added a new bar and patio area in the back. Mark, the main bartender, is super friendly and very talented!
The parking lot speaks for itself... in that it is always full. This is the go-to with kids for yummy food and a fun outdoor area in the warmer months.
214 lokal ang nagrerekomenda
Chicken Run Family Restaurant and Steak House
5639 NY-23
214 lokal ang nagrerekomenda
The parking lot speaks for itself... in that it is always full. This is the go-to with kids for yummy food and a fun outdoor area in the warmer months.
Solid place for yummy, filling food right in town.
18 lokal ang nagrerekomenda
Lilly's Steaks & Cocktails
5335 New York 23
18 lokal ang nagrerekomenda
Solid place for yummy, filling food right in town.
This is one of our favorite restaurants in the area!!! The restaurant at the Deer Mountain Inn is a community living room – a place for locals, weekenders, and visitors to meet, greet, and eat. Our comfortable dining room welcomes all, whether for a small plate and drink on the mountain-view patio, a leisurely three-course meal near the cozy fireplace, or dessert and a digestif at our full-service bar, which offers classic spirits, hand-crafted cocktails, a smart wine list, and local brews.
122 lokal ang nagrerekomenda
Deer Mountain Inn
790 Co Rd 25
122 lokal ang nagrerekomenda
This is one of our favorite restaurants in the area!!! The restaurant at the Deer Mountain Inn is a community living room – a place for locals, weekenders, and visitors to meet, greet, and eat. Our comfortable dining room welcomes all, whether for a small plate and drink on the mountain-view patio, a leisurely three-course meal near the cozy fireplace, or dessert and a digestif at our full-service bar, which offers classic spirits, hand-crafted cocktails, a smart wine list, and local brews.
Part of the Windham Country Club, golfers and non-golfers will find the outside patio dining area a great place to grab a meal. Its really a beautiful spot.
18 lokal ang nagrerekomenda
Mulligan's Pub
36 South St
18 lokal ang nagrerekomenda
Part of the Windham Country Club, golfers and non-golfers will find the outside patio dining area a great place to grab a meal. Its really a beautiful spot.
Great new diner for breakfast and lunch. Yummy food in a cozy setting.
Day June Luncheonette
Great new diner for breakfast and lunch. Yummy food in a cozy setting.
Great Mexican spot - one of our go-to's is you are looking for yummy comfort food that won't break the bank! They also have online ordering so this is one of our favorite take-out places in town.
Zicatelas 2
Great Mexican spot - one of our go-to's is you are looking for yummy comfort food that won't break the bank! They also have online ordering so this is one of our favorite take-out places in town.

Grocery Stores

A great place to provision, this little market provides a Deli, Beer Cave, and even Wood Fired Pizza. They have a pretty great selection of groceries in you need to stock up for your stay.
62 lokal ang nagrerekomenda
Hickory Hill Market
5200 NY-23
62 lokal ang nagrerekomenda
A great place to provision, this little market provides a Deli, Beer Cave, and even Wood Fired Pizza. They have a pretty great selection of groceries in you need to stock up for your stay.
Well-stocked grocery store up on the mountaintop.
109 lokal ang nagrerekomenda
Tops Friendly Market
6350 Main St
109 lokal ang nagrerekomenda
Well-stocked grocery store up on the mountaintop.
Very large grocery store with everything you could need. A great place to start before driving up to the mountaintop if coming from exit 21 off I-87
105 lokal ang nagrerekomenda
Hannaford Supermarket
223 Main St
105 lokal ang nagrerekomenda
Very large grocery store with everything you could need. A great place to start before driving up to the mountaintop if coming from exit 21 off I-87
Fantastic little shop with coffee, pastries, cheese, meats and provisions.
Paracasa
391 New York 296
Fantastic little shop with coffee, pastries, cheese, meats and provisions.