There are 37 dog-friendly restaurants within 20 miles of Monticello that welcome dogs at their outdoor tables. Need help to decide where to eat? Here’s a detailed description of each restaurant, along with pictures and reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Monticello. Bone appetit!
Erie Hotel and Restaurant
The Erie Hotel and Restaurant, located in Port Jervis, NY, is a casual bar and eatery that serves up a plethora of delicious grub. Choose from menu options including appetizers, salads, sandwiches, wraps, burgers, seafood, steak, chicken, pasta, and more. Fido is welcome to join you at one of their several pet-friendly outdoor tables while you enjoy your meal. Start off with a cold beer and an order of the Blooming Onion - a large onion battered and deep-fried, served with honey mustard and Russian dressing. Next, chow down on the Big Bleu Burger topped with a bleu cheese and rosemary crust. Or go for the Jumbo Shrimp and Sea Scallops Marinara - shrimp and scallops tossed with marinara sauce and served over pasta. The Erie Hotel and Restaurant is open Sunday through Monday from 11:30am to 9pm, Tuesday through Wednesday from 11:30am to 10pm, and Thursday through Saturday from 11:30am to 11pm.
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The Catskill Brewery & Food Truck
The Catskill Brewery & Food Truck is a dog-friendly brewery in Livingston Manor, NY, where Fido is welcome to join you at an outdoor table or inside the taproom for pint or tasting! They offer their own food truck on site. Be sure to check their website for current schedule and offerings.
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Tony & Nick's Italian Kitchen
Tony and Nick's Italian Kitchen, located in Ellenville, NY, is a trendy joint that serves up a variety of Italian cuisine. Choose from menu options including appetizers, pizza, burgers, seafood, chicken, veggies, pasta, and more. Fido is welcome to join you at one of their six pet-friendly outdoor tables while you enjoy your meal. Start off with an order of the Fried Calamari with rosemary and Pomodoro sauce. Next, chow down on the Pizza No. 2 with broccoli, mozzarella, roasted garlic, and basil pesto. Or go for the Lombardy Burger with gorgonzola cheese, bacon, and grilled onion. Tony and Nick's Italian Kitchen is open Monday through Thursday from 11:30am to 9pm, Friday from 11:30am to 10pm, and Saturday through Sunday from 12pm to 10pm.
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Roscoe Beer Co.
Roscoe Beer Co. is a dog-friendly brewery in Roscoe, NY. Fido is welcome to join you at a table in the beer garden. Small bites, wings, tacos, loaded house cut fries, and sandwiches are available. Root beer, seltzer, ales, IPAs, stouts, and sours are on tap.
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The Tavern at The Red Rose Motel
The Tavern is a pet-friendly restaurant at The Red Rose Motel in Roscoe, NY. Bring Fido along while you enjoy food and drinks at one of the tables or lounge chairs on the patio, lawn, or in the bar. Their menu includes shareables, salads, pastas, burgers, steak, seafood and more.
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The Arnold House
The Arnold House is a chic and rustic hotel, event venue, and restaurant. There are lots of dog-friendly seating options where you can dine with Fido. The staff suggests calling ahead before your visit to ensure the restaurant hasn't been booked for that day. The restaurant offers locally sourced American eats with steaks, barbeque, fish, and burgers. The Arnold House also offers a brunch menu with tasty selections like the Farmer's Omelette and Southern Chicken sandwich. The tavern is open Monday through Thursday from 5:00pm to 9:30pm, Friday from 5:00pm to 10:30pm, Saturday from 11:00am to 10:30pm, and Sunday from 11:00am to 9:30pm.
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The Sugar Shack
The Sugar Shack Ice Cream and Grill, located in Middletown, NY, serves up a variety of sweet treats and savory eats. Choose from menu options including soups, salads, hot dogs, sandwiches, burgers, ice cream, shakes, sundaes, and more. Fido is welcome to join you at one of their two pet-friendly tables while you enjoy the day. The Sugar Shack Ice Cream and Grill is open Monday through Thursday from 11am to 8pm, and Friday through Saturday from 11am to 9pm.
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Main Street Farm
Main Street Farm believes in supporting local producers to supply diners and guests with sustainable, unique, and fresh products. There are two dog-friendly tables outside where you can dine with Fido. The cafe offers house-made soups, salads, and sandwiches with signature handhelds like the vegan Foragers Reuben or the Root Cellar sandwich. The market side of the shop provides a diverse selection of produce, dairy, honey, and other products. Main Street Farm is open Monday through Thursday from 10am to 6pm, Friday from 10am to 8pm, and Saturday through Sunday from 9am to 7pm.
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Rita's Italian Ice
Rita's Italian Ice on Dolson Avenue has pet-friendly outdoor tables and a walk-up window, so you are welcome to bring your dog along. Rita's Italian Ice has dozens of flavors of Italian ices, cream ices, soft serve custard and more. You can choose from flavors like Swedish Fish, Pumpkin Pie, and Green Apple. Get your ice or cream turned into Mistos Shakes, Milkshakes, or Frozen Drinks. Try a Gelati, which is custard on top of an Italian ice, or the Blendini, which blends custard with your choice of toppings.
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Madison's Main Street Restaurant
Madison's Main Street Restaurant offers two dog-friendly tables so you can place a to go order to enjoy with your pup outdoors. The menu options highlight classic American dining with daily specials like barbeque pork, burgers, sandwiches, seafood, and more. The restaurant's atmosphere reflects the classic downtown aesthetic of the surrounding town with contemporary dining. Madison's also offers beer on tap to go along with your meal. The restaurant is open Tuesday through Sunday from 11:30am to 9:00pm.
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Mason's Marketplace
Mason's Marketplace, located in New Hampton, NY, is a neighborhood grocer, sandwich shop, and taproom, serving up delicious eats. Choose from menu options including soups, salads, appetizers, sliders, seafood, sandwiches, heros, quiche, burgers, and more. Fido is welcome to join you at one of their many pet-friendly outdoor tables while you enjoy your meal. Start off by choosing a smooth macro or micro brew from their selection, and place an order for the Golden Fried Calamari, lightly breaded and flash fried, served with marinara sauce. Next, chow down on the Mason Burger topped with stilton cheese and frizzled onions, served on a brioche bun with your choice of side (fingerling potatoes, veggies, soup, onion rings, sweet potato fries, or house salad.) Or go for the Spicy Club with grilled chipotle chicken, muenster, bacon, grilled onions, sweet peppers, and chipotle mayo, atop a club roll. Mason's Marketplace is open Monday through Friday from 7am to 8pm, Saturday from 8am to 8pm, and Sunday from 8am to 6pm, with the Taproom open Monday through Wednesday from 11am to 8pm, Thursday through Saturday from 11am to 10pm, and Sunday from 10am to 8pm.
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Big Kev's
Big Kev's, located in Swan Lake, NY, is a casual eatery that serves up a variety of tasty, protein-laden fare. Fido is welcome to join you at one of their pet-friendly outdoor tables while you enjoy your meal. Choose from menu options including beef brisket, pulled pork, smoked chicken, ribs, potatoes, and more. Big Kev's is open Wednesday through Sunday from 11am to 6:30pm.
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Upward Brewing Company
Upward Brewing Company is a dog-friendly pub in Livingston Manor, NY that serves craft beer and a food menu. Their menu includes pub grub like fish tacos, burgers and more. You can pair your meal with a cold beer from the rotating tap list. Dogs are welcome at outside tables.
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The Red Dot Kitchen
The Red Dot Kitchen is a Vegetarian restaurant in Wurtsboro, NY where Fido is welcome to join you for a meal at one of their pet-friendly tables outside. Many of the dishes are inspired by Indian cuisine. Start off your meal with a bowl of Daal (lentil soup) and Roti, a traditional Indian flatbread. The Red Dot Kitchen also offers a slew of other plant-based options such as Fish-less & Chips or Classic Chinese Kung Pao.
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Chipotle Mexican Grill
Founded on the idea that food served fast does not have to be a typical fast food experience, Chipotle Mexican Grill is a dog-friendly restaurant known for its burritos, tacos, bowls, and salads. Visitors to Middletown with a craving for a customizable burrito bowl can dig in alongside Fido at one of Chipotle's two outdoor tables. The Grill's menu allows guests to choose from crispy corn or soft flour tacos, a bowl, burrito, or salad, then choose from steak, carnitas, chicken, barbacoa or sofritas, next, adding rice beans and fajita vegetables, and finally, topping it all off with salsas, lettuce, guacamole, and cheese. Please note that table service isn't available, so your dog will need to be tied up outside while you go in to order.
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Dairy Queen
Dairy Queen is a dog-friendly quick-service food concept serving frozen sweet treats to Middletown locals and tourists alike. four outdoor tables are available to dog owners with a sweet tooth wanting to indulge alongside Fido. Dairy Queen's menu is comprised of Grillburgers, artisan-style sandwiches, hot dogs, chicken strip baskets, snacks such as Pretzel Sticks with Zesty Queso, Potato Skins, and chicken snack melts, salads, and sides such as fries, onion rings, and cheese curds. Its menu also includes blizzards, hot desserts a la mode, dipped cones, sundaes, cold and blended coffees, shakes, malts, and Orange Julius drinks. A drive-thru window is also available if you don't want to tie your dog up outside while you go in to order.
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The Local Table and Tap
The Local Table and Tap is a dog-friendly restaurant in Kauneonga Lake, NY. Fido is welcome to join you at a table on their outdoor patio near the water. Their classic American fare includes salads, sandwiches and burgers.
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Bashakill Vineyards & Winery
Bashakill Vineyards & Winery is a dog-friendly destination in Wurtsboro, NY. This adults-only, seasonal winery welcomes you and Fido to enjoy amazing drinks, food and live music on their outdoor patio in the summer and fall. Enjoy the beautiful scenery with your leashed pup at this organic vineyard nestled amongst the pines while sampling their craft-made, vegan wine, along with local beer, handmade cocktails, tacos, cured meat boards and cheese plates.
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Forage & Gather Market
Forage & Gather Market is a café in Mountain Dale, NY. Enjoy breakfast or lunch with Fido on the pet-friendly sidewalk patio. Their healthy options include sandwiches, smoothie bowls, salads and burgers. They serve coffee, tea, beer, wine and smoothies to quench your thirst.
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Il Castello Pizzeria e Ristorante
Fido can join you at the six tables outside Il Castello Pizzeria e Ristorante, a dog-friendly pizzeria in Barryville, NY. Enjoy pizza, pasta, burgers, sandwiches, seafood and many more options that will satisfy any taste.
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