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    • 8.7

      1. Chicken Run

      American • $$$$ •
      5639 New York 23, Windham
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      • Christiana S.

        Christiana S. • June 16, 2013... ribs, mac n cheese, fire pit and live band at more than reasonable...

    • 8.3

      2. Higher Grounds Coffee Shop

      Café • $$$$ •
      61 State Route 296 (at South St.), Windham
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      • Star Over 10 tips talk about the sandwiches, breakfast food, and pastries
    • 8.2

      3. The Windham Local

      Café • $$$$ •
      5410 State Route 23, Windham
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      • Michael

        Michael • December 2, 2017Great lunch sandwiches, salads, and donuts.

    • 8.0

      4. Catskill Mountain Country Store - Windham

      Breakfast • $$$$ • View Menu •
      5510 State Route 23, Windham
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      • Tad D.

        Tad D. • March 18, 2012The Tall Tale Omelette (with sour cream and local smoked trout) is...

    • 7.7

      5. Todaro's Salumeria

      Deli • $$$$ •
      5344 State Route 23 (at Mill St.), Windham
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      • Peggy C.

        Peggy C. • November 13, 2021Cold cuts, bread, salads!

    • 7.6

      6. Nunzios Pizza at The Chalet Fondu

      Pizza • $$$$ •
      Jewett
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      • Vansi

        Vansi • August 4, 2021Grandma square

    • 7.6

      7. Bistro Brie & Bordeaux

      French • $$$$ • View Menu •
      5386 State Route 23, Windham
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      • Melanie H.

        Melanie H. • October 7, 2012Fall dessert special: apple turnover with homemade white chocolate pumpkin ice cream. Oh em gee.

    • 7.5

      8. Nana Gail's cafe

      Café • $$$$ •
      307 Main Street Rte 296, Hensonville
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      • Valerie S.

        Valerie S. • January 1, 2016Super cozy! Great place to grab some coffee and a quick bite after skiing or exploring the nearby Windham or Hunter area.

    • 7.3

      9. Michael's Diner

      Diner • $$$$ •
      5339 State Route 23, Windham
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      • Rob O.

        Rob O. • December 12, 2010Great breakfast spot!

    • 7.3

      10. Neapolis Pizzaria And Grill

      Pizza • $$$$ •
      Windham
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      • Samantha F.

        Samantha F. • August 14, 2011Get the grandma's pizza!

    • 7.2

      11. The Millrock

      Italian • $$$$ •
      5398 New York 23 Windham (Church St.), Windham
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      • jon a.

        jon a. • December 9, 2011Checkout the wood burning pizza oven shaped like a castle.

    • 6.6

      12. SUBWAY

      Sandwich Spot • $$$$ •
      Main St., Watertown
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    • 6.6

      13. Tap House Grille

      American • $$$$ •
      5359 NY-23, Windham, NY 12496, Windham
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      • lino b.

        lino b. • January 26, 2019Nice ski area bar.

    • 6.2

      14. Rock N' Mexicana

      Mexican • $$$$ •
      5220 State Route 22, Windham
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      • Dez and Johny P.

        Dez and Johny P. • October 9, 2013food is okay. the bar would be better if the lighting was dim. ...

    • 6.2

      15. Prime Steakhouse

      Steakhouse • $$$$ •
      5335 NY-23, Windham, NY 12496, Windham
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      • Arlene C.

        Arlene C. • July 3, 2013Great meal skirt steak was really good also real nice atmosphere

    • 6.0

      16. Vesuvio's

      Italian • $$$$ • View Menu •
      47 County Ro. 65, Hensonville
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      17. day june luncheonette

      Café • $$$$ •
      387 NY-296 (Goshen Road), Hensonville
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      18. Seasons Restaurant

      American • $$$$ •
      36 County Route 12, Windham
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      • Jesse A.

        Jesse A. • January 20, 2015Tip here:Best place in Windham for seating and atmosphere.Fireplace is rustic and beautiful😄

    • ?

      19. Hammo’s Brewpub & Lodge

      Restaurant • $$$$ • View Menu •
      39 County Route 65, Hensonville
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      20. Qin Fang Garden

      Chinese • $$$$ •
      Windham
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      21. Waffle Cabin

      Theme Restaurant •
      Windham
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    • ?

      22. Zeregas Pizzaria

      Pizza • $$$$ •
      5345 New York 23, Windham
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      • Anthony B.

        Anthony B. • July 18, 2012Nice staff, just renovated with new booths.

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      23. Lilly’s Steaks & Cocktails

      Steakhouse • $$$$ •
      5335 NY-23, Windham
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      • Peggy C.

        Peggy C. • April 27, 2022Lamb chops,amazing !!!! Delicate, seasoned,Seafood !!Fried calamari was fantastic! Awesome,friendly, staff!

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      24. Zetalena's Pizzeria

      Pizza • $$$$ •
      61 State Route 296 (South St.), Windham
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      • Olivia

        Olivia • March 13, 2011Get the white pizza with pesto and broccoli. Everything is made fresh in-house, including the pesto and they only use seasonal vegetables. Delicious!

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      25. Mountain Express Cafeteria

      Cafeteria •
      Windham
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      26. Union + Post

      Restaurant •
      5098 NY-23, Windham
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      • Irena P.

        Irena P. • August 21, 2022Burgers and s‘mores♥️

    • ?

      27. Chalet Fondue

      Fondue •
      55 State Route 296, Windham
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      • Margaret K.

        Margaret K. • January 26, 2014Great chocolate fondue dessert

    • ?

      28. Messina's LaGriglia Ristorante

      Restaurant • $$$$ • View Menu •
      5658 State Route 23, Windham
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      29. Babblers

      Restaurant •
      Windham
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      30. Brandywine

      Italian • $$$$ • View Menu •
      11157 State Route 23, Windham
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      • Rake

        Rake • February 6, 2011Veal sorrentino sauce is great.