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5 best eats in Montgomery, NY

The town of Montgomery is emerging as one of Orange County’s must-watch dining destinations. A quick search on Google and you can find a wide variety of highly rated restaurants in the community. Here are five of our favorites.

  1. Ward’s Bridge Inn
    135 Ward Street

    Run by the Pskowski family, Ward’s Bridge Inn serves an extensive selection of starters, main courses (such as lobster and shrimp Risotto, gorgonzola filet mignon, and New York strip), as well as beer and wine. The fine dining experience is further enhanced by the restaurant’s old-world charm. On clear, sunny days, we recommend dining in the bright sunroom.

  2. Wildfire Grill
    74 Clinton Street

    Do not let Wildfire Grill’s buttery yellow Victorian architecture fool you. Step inside and you will find a restaurant packed with global character. African décor adorns the walls, and their international menu will take you around the world. Favorites include the Wildfire Angus burger on ciabatta with tomatoes and lettuce, steamed littleneck clams, and house-made ravioli stuffed with sweet potato and served with goat cheese and brown butter sauce.

  3. Carmela’s
    Do-It Best Plaza, 1021 NY-17K

    Carmela’s is well known among the locals as it has been treating them to authentic Italian cuisine for decades. The name comes from the previous owners of the restaurant, and the new owners have chosen to stick with it to honor their legacy.

    Although the ownership has changed hands, Carmela’s food remains the same. Menu favorites include the seafood-stuffed portabella, cauliflower pizza, chicken marsala, and shrimp scampi. They are also well-known for their friendly staff, always ready to treat patrons like family.

  4. 88 Charles Street Cafe
    88 Charles Street

    Rated as one of the best fine dining restaurants in Montgomery by Hudson Valley magazine, 88 Charles Street is a revered institution. Their menu features a mélange of American and Italian favorites, such as homemade gnocchi, filet mignon scallopini, rack of lamb, and ossobuco Milanese.

    Diners can relax to live piano on Friday and Saturday nights, while the cozy bar area serves a variety of drinks and cocktails.

  5. The Cauldron
    631 NY-17K

    Montgomery has a collection of family-owned restaurants that have been around for decades. One of the most notable in The Cauldron, which also specializes in fine European and Italian cuisine. It is run by the La Piana family, and it has been serving patrons and newcomers for more than 40 years.

    Their kitchen is the playground of talented chefs who know just how to uplift classic Italian flavors and techniques with Mediterranean inspiration, all using the best and freshest local produce. Menu highlights include bucatini and meatballs, basked rustica raviolo Bolognese, Blue Zinfandel NY strip steak, Nanna’s veal parma, and bistro burger.

Experience more of Hudson Valley’s dining scene

Browse our blog for more top restaurant recommendations in Orange County and the Hudson Valley.

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