By Jennifer Azzolini.

Autumn is an exceptional time of the year in the Hudson Valley with an abundance of activities to take in the crisp fall air and foliage- from pumpkin & apple picking, to exploring historic homes and the wine trails. The Hudson Valley is not only a beautiful place to live but a perfect weekend getaway.




One of the oldest operating wineries in the United States is located right in Orange County, less than an hour and a half from New York City. Established in 1839, underground cellars were created by Jean Jacques to ferment the first vintage wine. Today these are still the oldest and largest cellars that are still used today. Explore the many tall tales, mysterious vaults, and 175 years of history through photographs, memorabilia, and well kept documents. Savor the award winning wines in the splendor of the 19th century Grand Salon. Tours are available Monday- Friday at 11:30, 1, 2, and 3:30 PM.


This 1869 Opera House is the oldest operating theater in the state of New York and features dance, music, theatre, and films. Some of the most famous entertainers over the last century have performed here including Frank Sinatra, Mark Twain, John Philip Sousa, Martha Graham, and more. Take a tour of the theater and explore decades of history. Upcoming events include Masters of Illusion- Believe the Impossible! on October 2
35 Market Street, Poughkeepsie, New York.


Located in Westchester County, Stuart’s Apple Picking farm has been family run since 1828. Enjoy apple and pumpkin picking through November with hayrides over the weekends. Whether you want farm fresh produce or fresh baked goods like apple pies or doughnuts there are plenty of treats to choose from here. Located on 62 Granite Springs Road, Granite Springs NY.


Walkway Over the Hudson State Historical Park


Take a stroll on the Walkway that spans the Hudson River between Ulster County and the City of Poughkeepsie (Dutchess County) and links to the Hudson Valley Rail Trail. This is the longest elevated pedestrian walkway which attracts thousands of visitors. Ride a bike or take a stroll to enjoy panoramic scenic views of the Hudson River and surrounding fall foliage with memorable river views of the sunset. The Poughkeepsie State Park Entrance is located at 61 Parker Avenue Poughkeepsie, NY.
In keeping with the theme of Halloween there are plenty of historic haunted attractions in the Hudson Valley. Take a ride on the Headless Horseman mile long hayride or get lost in the corn stalk maze. Other attractions include the Lunar Motel, Slither’s Pet Shop, The Feeding, Dahlia Blood’s Manor, and a magical illusion slideshow that have been voted as the scariest haunted house in the Northeast by MTV, Daily News and Hauntworld Magazine. Open every weekend in October. Located at 778 Broadway, Route 9W Ulster Park, NY.
Historic Cold Spring-on-Hudson, on the banks of New York’s Hudson River in Putnam County, has been welcoming visitors since the 1770s. That’s when local legend says that George Washington enjoyed a drink from our “cold spring.” The name fit, and a tradition of hospitality was born. The Cold Spring Historic District includes much of the central area of the Hudson River village of the same name in Putnam County, New York. It is roughly bounded by Main Street (in the northeastern portion of the village the eastern end of NY 301), Cedar (NY 9D) and Fair streets and Paulding Avenue. It gives Cold Spring its quaint character and has been described as “one of the best-preserved 19th century townscapes in the Hudson River region”.
Touting an expansive inventory of beautiful antique furniture, paintings, and art from the US and Europe us Rose Garden Antiques. Open Friday through Sunday 12AM- 5PM at 345 Warren Street, Hudson NY.


Experience movies the old fashioned way in the comfort of your car at Overlook Drive in Theater-which features some of the largest movie screens in the metro NY area. Every night there’s a double feature and the full service snack bar can stave hunger pangs with plenty of comfort fare such as popcorn, candy, pizza, mozzarella sticks, pretzel bites, and funnel cakes. 126 Degarmo Road, Poughkeepsie NY.


Take in the fall foliage on a leisurely picturesque ride along the Hudson Valley on the Classic Harbor Line’s scenic river cruise. Each passage will include a 4-course dining experience aboard the 1920s inspired yacht, Manhattan, as guests cruise on the majestic Hudson River with one way trips coordinated with Metro North. The NYC to Poughkeepsie Hudson Valley Brunch Cruise runs from 8:30 – 12:30 pm and is combined with a culinary adventure through Dutchess County with visits to the Madava Farms and Millbrook Vineyards & Winery. Or choose the Hudson Valley Dinner cruise back to Chelsea Piers departing at 4pm with a morning venture to the historic FDR Presidential Home, Library & Museum and Eleanor Roosevelt’s Val-Kill in Historic Hyde Park.



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