The Catskills Restaurants

We’ve compiled the best of the best in The Catskills - browse our top choices for Restaurants during your stay.

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  • 21. Hitching Post

    $

    Low lighting and lots of bare wood give this family-friendly restaurant about 5 mi northwest of Prattsville a roadhouse-like aura. The building dates from the turn of the 20th century and has a storied history; during Prohibition one enterprising owner set the attic on fire when his still blew up. The menu is loaded with well-prepared American favorites such as burgers and fries, steak-and-potato dinners, shareable appetizer baskets, and scrumptious homemade desserts—save room for co-owner Jennifer's apple crisp. Simple, reasonably priced rooms upstairs and a sizable cottage out back are available for rent. You might have company if you choose to stay here; guests have reported benign ghostly visitors.

    37690 Rte. 23, Grand Gorge, New York, USA
    607-588–7078

    Restaurant Details

    Rate Includes: Credit cards accepted
  • 22. Joshua's

    $$$

    In business for more than four decades, this venerable eatery's unassuming interior gives no hint of the wonders coming out of the kitchen. The inventive Middle Eastern menu includes zucchini flat cakes with yogurt and apricot jam and red beet risotto with seared scallops and asparagus. Joshua's smorgasbord brings together hummus, baba ghanoush, tabbouleh, dolmas, and warm pita bread. A popular spot for vegans, vegetarians, and those on a gluten-free diet.

    51 Tinker St., Woodstock, New York, 12498, USA
    845-679–5533

    Restaurant Details

    Rate Includes: Closed Wed., Credit cards accepted
  • 23. Maggie's Krooked Café

    $

    At this laid-back eatery in one of the prettiest buildings in Tannersville, you will find homemade baked goods piled on the counter and breakfast all day. Mountain bikers and skiers fill the place in the morning to partake of favorites like Eggs McMaggie, with two fried eggs, bacon, and your choice of cheese on an English muffin; challah French toast; steak and eggs; and freshly squeezed juices. Later in the day, organic sandwiches and salads take over. Thumbtacks hold artwork on the white wood-plank walls, and church-pew benches are filled with boisterous families.

    3066 Main St., Tannersville, New York, USA
    518-589–6101

    Restaurant Details

    Rate Includes: No dinner, No credit cards
  • 24. Main Street Farm

    $

    The best reason to visit this always-busy shop is the café, where sandwiches are made to order and packed in boxes, making them perfect for impromptu picnics. There are also a couple of tables inside and on the sidewalk where you can enjoy favorites like the Root Cellar (kale and pistachio pesto with pickled beets) or the Catskill Comfort (ham from a nearby farm with organic lettuce and sweet-and-hot mustard from Brooklyn). This shop is one of the few places where you can buy smoked fish from nearby streams and hormone-free dairy products from farms scattered along the hillsides.

    36 Main St., Livingston Manor, New York, 12758, USA
    845-439-4309
  • 25. Matthew's on Main

    $

    This place combines the comfort and fun of a small-town tavern with a broad, ever-changing menu. If you're in the mood for meat, you can't go wrong with the Big Mama Burger, laden with ham, caramelized onions, and cheese on a toasted bun, and a basket of chef Matthew Lanes's hand-sliced potato chips. For a lighter meal, try a cheesy quesadilla and a cup of chunky gazpacho. Service on the deck gives you an eagle's-eye view of the hamlet.

    19 Lower Main St., Callicoon, New York, USA
    845-887–5636

    Restaurant Details

    Rate Includes: Credit cards accepted, Closed Wed. in Sept.–May
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  • 26. Oriole 9

    $

    With pale wood floors, original art on the walls, and chalkboards crowded with menu options, Oriole 9 is a local favorite known for its breakfast all day—be that the traditional eggs and bacon or something more special, like poached artichoke, curried coconut tofu hash, or bread and butter pudding served with bacon and maple syrup. There are several different soups and salads if you're not feeling breakfast for lunch, as well as heartier fare like sandwiches made with slow-braised pork or brisket with spicy mayo. The bittersweet chocolate mousse is a perfect dessert to share.

    17 Tinker St., Woodstock, New York, 12598, USA
    845-679–5763

    Restaurant Details

    Rate Includes: Closed Thurs. No dinner.
  • 27. Piccolo Paese

    $$

    Intimate surroundings, white tablecloths set against a burgundy backdrop, and waiters clad in tuxedos make this a romantic spot, but it's not just couples who come to dine on the fine northern Italian fare served here. Handmade pastas are a specialty, and Caesar salad for two is made table-side. Linguine is tossed with tuna, capers, olives, and wine sauce; penne in spicy tomato-cream sauce gets a splash of vodka; and shrimp are sautéed with mushrooms and prosciutto in champagne and cream. The menu also includes chicken, steak, and veal preparations. The list of wines is extensive.

    5 Rte. 52 E, Liberty, New York, USA
    845-292–7210

    Restaurant Details

    Rate Includes: Credit cards accepted, No lunch weekends
  • 28. Pine Hill Arms Restaurant

    $$

    This 1882 country inn has two dining rooms—the wood-paneled Catskill Mountain Room and the bright and airy Greenhouse Room—and one menu, which includes charcoal-broiled steaks, blackened red snapper, and other traditional fare. A hearty country-style breakfast is great fuel for a day on the slopes. The après-ski crowd packs the place on winter weekends, when you can find live music and the bar area warmed by an old-fashioned wood stove.

    288 Main St., Pine Hill, New York, 12465, USA
    845-254–4012

    Restaurant Details

    Rate Includes: Closed Mon. and Tues. No lunch., Credit cards accepted
  • 29. Raimondo's Ristorante & Pizzeria

    $

    The best pizza in town is at Raimondo's, on the main drag. The building has aged, and the decor isn't anything to write home about—but the tables are clean, and the service fast.

    Roscoe, New York, USA
    607-498–4702

    Restaurant Details

    Rate Includes: Credit cards accepted
  • 30. River Market

    $

    If you're looking to stock up on supplies, Barryville's River Market carries everything from local produce to just-baked breads to its own blend of coffee called "River Mud." But it's also one of the best places for a belly-filling breakfast or lunch. Sandwiches and wraps are named for local landmarks, so the Route 97 has fresh roast beef, cheddar, and applewood smoked bacon, all topped with a sweet barbecue sauce. After your meal, there's a walk-up window where you can get ice cream.

    3385 Rte. 97, Barryville, New York, 12719, USA
    845-557–3664

    Restaurant Details

    Rate Includes: No dinner
  • 31. Roscoe Diner

    $

    This quintessential diner and local landmark has been owned by the same family since 1969 and it holds a fond place in the hearts of regulars who stop by for a belly-busting breakfast on weekends. (Get here on the early side, as it gets packed closer to noon.) Grab a booth by the window and peruse the pages-long menu. There's a little bit of everything, but the homemade soups, salads, and sandwiches are always reliably good.

    Roscoe, New York, 12776, USA
    607-498–4405

    Restaurant Details

    Rate Includes: Credit cards accepted
  • 32. Shindig

    $

    A casual eatery in the heart of Woodstock, this popular local hotspot delivers comfort food "just like mom used to make," if she used organic ingredients sourced from local farms and dairies. The soups and salads are tasty, but the burgers and sandwiches—like the farmhouse burger (with cheddar, bacon, and sriracha aioli) and the veggie-friendly grilled cheese (three types of cheese with date preserves)—are what keep people coming back. Mac and cheese or hush puppies are the perfect sides. Wash it all down with craft beer or cider, or a selection from the surprisingly varied wine list.

    1 Tinker St., Woodstock, New York, 12498, USA
    845-684–7091
  • 33. Sweet Sue's

    $

    French doors open into a bright, airy space filled with white wooden booths, marble-top café tables, and a stainless-steel counter where trays of fresh muffins cool. You'll see why it's a local favorite when you tuck into the Blue Monkey, a stack of blueberry-banana buttermilk pancakes, or the savory huevos rancheros and experience the efficient, friendly service. Take a note from the locals—who come armed with newspapers and books—and grab a seat outside under the colorful umbrellas. Note that Sweet Sue's is a cash-only eatery.

    33 Main St., Phoenicia, New York, 12464, USA
    845-688–7852

    Restaurant Details

    Rate Includes: Closed Tues. and Wed., No credit cards
  • 34. T. P's Café Restaurant

    $

    At the counter of this luncheonette, locals fill the stools by the griddle at breakfast and lunch. The bright, cheerful dining room, with pale yellow walls and a tin ceiling, has five tables overlooking Veterans Memorial Park. The amiable staff will let you sit as long as you like.

    7 Railroad Ave., Stamford, New York, USA
    607-652–4752

    Restaurant Details

    Rate Includes: No credit cards, Closed Mon.
  • 35. The 1906 Restaurant

    $$

    Ostrich, buffalo, and venison are served alongside traditional New York strip steak, pastas, and seafood dishes at this brick-storefront restaurant. At various times the building has housed a bank, a dry-goods store, a luncheonette, and a clothing store; the restaurant takes its name from the date of the building's construction, which appears prominently on the facade.

    41 Lower Main St., Callicoon, New York, USA
    845-887–1906

    Restaurant Details

    Rate Includes: Credit cards accepted
  • 36. The Cheese Barrel

    $

    Locals come to this upscale deli-grocery for breakfast and lunch, or to pick up specialty ingredients. You can eat a sandwich or sip an organic coffee drink at one of the café tables in the simple dining area. While waiting, study shelves of vinegars, olives, old-fashioned candy, and Italian lemonade.

    798 Main St., Margaretville, New York, 12455, USA
    845-586–4666

    Restaurant Details

    Rate Includes: No dinner, Credit cards accepted
  • 37. The Red Onion

    $$$

    The menu changes daily at the Red Onion, meaning that chef Kevin Katz is always looking for creative ways to use fresh, local ingredients. Recurring favorites include out-of-the-ordinary Faroe Island salmon with a citrus beurre blanc and seafood risotto with Mexican jumbo shrimp. Appetizers may range from traditional guacamole to black truffle pierogies—all made on the premises, of course. The place is known for its generous cocktails, but there's also a smart wine list. The dining room is in an atmospheric old farmhouse, and there's a porch perfect for drinks in summer.

    1654 Rte. 212, Woodstock, New York, 12498, USA
    845-679–1223

    Restaurant Details

    Rate Includes: No lunch
  • 38. Vesuvio Restaurant

    $$

    Lush gardens surround the outdoor terrace at this regional Italian restaurant. Inside, the long bar that dominates a corner of the dining room is a favorite spot with locals. Traditional dishes figure prominently on the menu, which includes pork chops with vinegar and peppers, veal scaloppini with artichoke hearts, and shrimp and lobster served over cappellini.

    49 Rte. 65, Hensonville, New York, 12439, USA
    518-734–3663

    Restaurant Details

    Rate Includes: Closed Wed. No lunch
  • 39. Yum Yum Noodle Bar

    $

    Craving hearty Japanese soba noodles, curlicue Chinese ramen, gluten-free rice noodles, or thick wheat udon? Choose your favorite at this popular local hangout, then customize with your choice of broth, veg, and protein—from shrimp to tofu to pork belly. Don't be entirely distracted by the noodles; award-winning chef Erica Mahlkuch also serves up delicious mains like miso and sake-cured salmon with brown rice and asparagus. The interior has a chill vibe and huge chalkboards listing the specials; there's outdoor patio seating for warmer evenings.

    4 Rock City Rd., Woodstock, New York, 12498, USA
    845-679–7992

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