Windham

Windham draws weekenders with ski runs on Windham Mountain and quick access to the Elm Ridge trail network. Compact, walkable Main Street hosts everything from ski shops to surprisingly serious restaurants.

Field Guides
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Main Street Eats In Windham

Grab wood-fired pizza or house-made pasta around Main Street; settle into evening with local brews or cozy eats after the slopes.

Prominence Restaurant

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Prominence Restaurant

$

$$$

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Windham

โ€“

4.7
Brandywine

๐Ÿ”ฅ

Brandywine

$

$$

โ€ข

Windham

โ€“

4.4
Millrock Restaurant & Bar Room

๐Ÿ”ฅ

Millrock Restaurant & Bar Room

$

$$

โ€ข

Windham

โ€“

4.6
Albergo Breakfast Restaurant

๐Ÿ”ฅ

Albergo Breakfast Restaurant

$

$$

โ€ข

Windham

โ€“

5.0
Chicken Run Family Restaurant and Steak House

๐Ÿ”ฅ

Chicken Run Family Restaurant and Steak House

$

$$

โ€ข

Windham

โ€“

4.4
Windham Pizzeria

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Windham Pizzeria

$

$$

โ€ข

Windham

โ€“

4.4

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Aprรจs-Ski, Catskills Style

Post-run, bars and taverns tilt toward local taps and live music setsโ€”expect crowds at Windham Mountain lodges and corner spots.

Taphouse Grille Windham

๐Ÿ”ฅ

Taphouse Grille Windham

$

$$

โ€ข

Windham

โ€“

4.2
Jimmy Oโ€™Connorโ€™s Windham Mtn. Inn

๐Ÿ”ฅ

Jimmy Oโ€™Connorโ€™s Windham Mtn. Inn

$

$$

โ€ข

Windham

โ€“

4.4
The Tipp Tavern

๐Ÿ”ฅ

The Tipp Tavern

$

$$

โ€ข

Windham

โ€“

4.0

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The Tipp Tavern

The Tipp Tavern

$$

โ€ข

Bar

โ€“

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Windham

Bar
Restaurant
4.0
A straightforward Irish pub with a lived-in Catskills feel. Hand-pulled pints, hearty fare, and a room buzzing with darts and pool.
Eastwind Hotel

Eastwind Hotel

$$$

โ€ข

Lodging

โ€“

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Windham

Lodging
Bar
Restaurant
4.7
Modern mountain retreat framed by Windhamโ€™s forests and clean Scandinavian lines. Bread rises, guitars ring, and the crew pours at the bar.

Hayfield

Wedding Venue
โ€ข
Maplecrest
Wedding Venue

Hayfield

Maplecrest
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A storied 19th-century barn sits among meadow and sky at the edge of Maplecrest. Strings of lights, old trees, and pure Catskills spirit greet every guest.

Eastwind Hotel

Lodging
โ€ข
Windham
Lodging

Eastwind Hotel

Windham
โ€ข
Modern mountain retreat framed by Windhamโ€™s forests and clean Scandinavian lines. Bread rises, guitars ring, and the crew pours at the bar.

Skin Concept Esthetics and Wellness SPA

Spas & Retreats
โ€ข
Windham
Spas & Retreats

Skin Concept Esthetics and Wellness SPA

Windham
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A small spa with a steady pulse in Windham. Facial steam rises and the scent of botanicals hangs in a quiet, sunlit room.

Antique Rose Inn

Lodging
โ€ข
Windham
Lodging

Antique Rose Inn

Windham
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Turn-of-the-century inn where hosts greet guests with hot pancakes and Catskills history. Porch breakfasts linger, mountains crowd in the background.

The Henson

Lodging
โ€ข
Hensonville
Lodging

The Henson

Hensonville
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A 200-year-old inn, reimagined with care and fresh perspective. Sun-drenched breakfasts, garden views, and the hum of happy guests.

The Haus Windham

Lodging
โ€ข
Windham
Lodging

The Haus Windham

Windham
โ€ข
Glass cabins, private hot tubs, and Catskill forest all around. Mornings here start clear and slow, with wind through the pines and steam rising.

Hotel Vienna

Lodging
โ€ข
Windham
Lodging

Hotel Vienna

Windham
โ€ข
Classic alpine lodge rooted in the Windham hills. Croissants, barrel sauna, and staff always ready for a chat or a trail suggestion.

The Windham Spa

Spas & Retreats
โ€ข
Windham
Spas & Retreats

The Windham Spa

Windham
โ€ข
A women-owned spa with a boutique sensibility and steady hands. Mountain air follows you inside, skin glows on the drive home.

The Perch Hotel

Lodging
โ€ข
East Windham
Lodging

The Perch Hotel

East Windham
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A mid-century mountain hotel set high above the Hudson Valley. Morning fog rolls through the lounge as coffee brews and the ridgeline glows.

Mountain King Brewing Company

Brewery
โ€ข
Windham
Brewery

Mountain King Brewing Company

Windham
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Small-town brewery pulsing with fresh pours and backyard games. Cold beer in hand, chatter rising off the porch all afternoon.

Albergo Breakfast Restaurant

Restaurant
โ€ข
Windham
Restaurant

Albergo Breakfast Restaurant

Windham
โ€ข
๐Ÿณ Breakfast
Mountain mornings start with something familiar, made with intention. Hand-mixed batters, fresh eggs, and sunlight slanting onto old wood.

Jimmy Oโ€™Connorโ€™s Windham Mtn. Inn

Bar
โ€ข
Windham
Bar

Jimmy Oโ€™Connorโ€™s Windham Mtn. Inn

Windham
โ€ข
A classic Irish-American pub tucked behind the slopes in Windham. Burgers and pints land on paper plates, and regulars fill the tables.

The Tipp Tavern

Bar
โ€ข
Windham
Bar

The Tipp Tavern

Windham
โ€ข
A straightforward Irish pub with a lived-in Catskills feel. Hand-pulled pints, hearty fare, and a room buzzing with darts and pool.

Taphouse Grille Windham

Bar
โ€ข
Windham
Bar

Taphouse Grille Windham

Windham
โ€ข
Classic bar and grill that feels tied to the heart of Windham. Plates hit the table with burgers, wings, and a draft list that holds its own.

Chicken Run Family Restaurant and Steak House

Restaurant
โ€ข
Windham
Restaurant

Chicken Run Family Restaurant and Steak House

Windham
โ€ข
Families and locals stream in for fried chicken, live music, and plenty of laughter. Platters arrive hot, popcorn is scattered around the tables.

Albergo Allegria Hotel & Breakfast Restaurant

Lodging
โ€ข
Windham
Lodging

Albergo Allegria Hotel & Breakfast Restaurant

Windham
โ€ข
Bright mornings, wood smoke, and antique flourishes in a farmhouse inn just down the road from the slopes. Breakfast carries scents of maple, butter, and fresh herbs.

Millrock Restaurant & Bar Room

Restaurant
โ€ข
Windham
Restaurant

Millrock Restaurant & Bar Room

Windham
โ€ข
Classic Italian plates and good whiskey pour from the bar room, both humming most nights. Wood-fired pizzas, eggplant, and live music linger after dark.

Christman's Windham House

Golf Course
โ€ข
Windham
Golf Course

Christman's Windham House

Windham
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Old Catskills inn rolling out 27 holes on wide ground. Fair plats, honest greens, and pancakes hot off the griddle before the first tee.

Prominence Restaurant

Restaurant
โ€ข
Windham
Restaurant

Prominence Restaurant

Windham
โ€ข
๐Ÿ Italian
Dinner feels sewn into the evening here, with plates meant for sharing and lingering.

Windham Mountain Club

Ski Mountain
โ€ข
Windham
Ski Mountain

Windham Mountain Club

Windham
โ€ข
One of the Catskillsโ€™ busier ski draws, mixing broad slopes and a lively base. Lift hum and grill smoke carry all day into the twilight.

The Vineyard At Windham

Winery
โ€ข
Windham
Winery

The Vineyard At Windham

Windham
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Tasting room with Catskill mountain views and a local crowd. Flights, cheese boards, and the satisfying buzz of a Saturday afternoon.

Brandywine

Restaurant
โ€ข
Windham
Restaurant

Brandywine

Windham
โ€ข
๐Ÿ Italian
Long-running Italian spot where the wood paneling sets the mood. Plates of veal, pasta, and old-school desserts hold down the menu.

Windham Pizzeria

Restaurant
โ€ข
Windham
Restaurant

Windham Pizzeria

Windham
โ€ข
๐Ÿ• Pizza
Pizza done the way mountain towns like itโ€”unfussy and fast. Foldable slices, quick greetings, and a space to brush off the day.

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