Wineries and breweries in Montgomery, New York

City Winery Hudson Valley is a charming establishment located in Montgomery, New York, United States. Situated at 23 Factory Street, this unique institution combines the cozy ambiance of a bar with the delicious offerings of a restaurant. Guests can enjoy a wide selection of locally sourced food and wines, all while taking in the picturesque surroundings of the Hudson Valley. Whether you're looking for a relaxing evening out or a special event venue, City Winery Hudson Valley has something for everyone. Come and experience the perfect blend of food, wine, and hospitality at this one-of-a-kind destination.

Located at 130 Clinton Street in Montgomery, New York, The Borland Inn & Brunch House offers a unique experience where guests can step back in time and immerse themselves in history. The property, built in the 1780s with a Greek Revival addition in the early 1800s, was once home to prominent figures such as Charles Borland Jr. and Isabella Hill Borland. The inn boasts historic features such as high ceilings, narrow planked floors, and ornate architectural details. For safety and convenience, the inn currently offers self check-in and safe dining options. Each room is meticulously cleaned and disinfected with EPA-approved disinfectant before arrival. Guests can enjoy a complimentary breakfast at 9am and have the option to indulge in a 5-course farm-to-table dinner with 48-hour notice.

Walden Heights is an active adult rental community for those 55 and better, located at 126 North Montgomery Street in Walden, New York. Our luxurious 2 bedroom residences are designed for modern active living, with amenities such as a fitness center, yoga center, club room, theater, arts and crafts room, and more. Situated in the heart of scenic Walden in Orange County, NY, we are just a short drive away from great food, attractions, recreation, and shopping. Explore the Hudson Valley's Orange County from our convenient location, just an hour from New York City. Enjoy endless activities for all ages, including recreational activities, historical sites, shopping, arts and culture, farm markets, wineries, breweries, and distilleries. Contact us at (845) 713-4444 to learn more about Walden Heights and schedule a tour of our community.