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The Hudson Valley rises from Manhattan's tip all the way to Albany, the state capital, and stretches out on each side of one of the country's most picturesque rivers. Travelers will enjoy the enchantment of seaside towns and the energy of thriving cities, all of which are connected by lush farms that provide the area's farm-to-table eateries with sun-ripened fruits and vegetables, aromatic cheeses, and flavorful wines. The oldest winery in the country is still located in the Hudson Valley, which also produced the first wine in the country.

In addition to vintners, there is an increasing number of distillers, brewers, and hard cider producers whose libations may be tasted on-site. This area was rated one of the Top 20 Best in the World Destinations by National Geographic Traveler because of its magnificent landscape, old houses, cultural riches, and distinctive attractions. Here are the prettiest fall towns in the Hudson Valley.

UPDATE: 2023/02/13 11:55 EST BY AARON SPRAY

More Reasons To Visit The Hudson Valley

The Hudson Valley is home to much more than three frightfully pretty fall towns. The Hudson Valley has some of the oldest colonial histories of the United States and is full of things to see and do. It has plenty of activities for outdoor enthusiasts, heritage sites for others, and quaint towns for a relaxing Sunday afternoon drive. This article was expanded with more of the things to see and do in the Hudson Valley.

Related: Experience Centuries Of History At Troutbeck In The Hudson Valley

Discover The Historical Tarrytown

This magnificent area is one of New York State's real gems and is located about 25 miles (40.23 Km) north of Manhattan. The historic Hudson River flows by it. Tarrytown was home to Native Americans and early settlers and has played a significant role in New York’s history. Today, the town preserves its ancient character while keeping up with the new trends. The picturesque village features both trendy taco eateries and coffee shops with centuries-old buildings. It is a touristic destination specifically in Fall, due to its magnificent sceneries and marvelous foliage.

  • Recommended hotel: Tarrytown House Estate
  • Location: 49 E Sunnyside Ln, Tarrytown, NY 10591-9500, United States
  • Cost: $192 per night for two persons in a king room

What To Do In Tarrytown

Tarrytown offers plenty of attractions to keep its visitors entertained. They can start their tour by Washington Irving's Sunnyside, which is mentioned in the classic Halloween book, The Legend of Sleepy Hollow. Fall is one of the greatest seasons to go since the venue hosts a scavenger hunt and a unique exhibit about the book. Tourists can also pass by Lyndhurst Mansion, a national historic landmark. They shall not miss crossing the iconic Governor Mario M. Cuomo Bridge, as well as seeing Tarrytown’s lighthouse, and attending the music hall.

  • Important event: Tarrytown Halloween Parade.

Get Tipsy On Hudson's Beauty

Although Hudson is frequently compared to Brooklyn in the Hudson Valley, it has much more to offer. The best time of year to travel to this magnificent village is in the fall when its foliage turns into fiery colors and suits Hudson’s vivacity. Small as a city, it is also a large cabinet of oddities; it is the type of place travelers need to explore with an open mind and a readiness to unearth secrets.

  • Recommended hotel: The Maker
  • Location: 302 Warren Street, Hudson, NY 12534, United States
  • Cost: $900 per night for two persons in The Artist Studio

Interesting Activities To Do In Hudson

Tourists can walk Warren street, where they can see historical monuments, eat some tasty food, and shop. The area has several antique shops, and it is a paradise for visitors who are vintage treasures collectors. Next, they can go discover the Historic Hudson Opera House, the oldest theater in New York. Later, they can go see the marvelous lighthouse passing by Henry Hudson Riverfront Park, where they can picnic and watch boats.

Related: Cider Season: Planning A Tour Of The Hudson Valley's Best Apple Stops

Spend Your Vacations In Cold Spring

Cold Spring is a little town nestled on the Hudson River to the north of New York City. Early in the 18th century, European settlers established this ancient village. The Cold Spring Historic District, which is located in the heart of the city, is now listed on the National Register of Historic Places. As a famous weekend destination for New Yorkers, Cold Spring developed over time and finally turned into one of the wealthiest suburbs in the Hudson Valley for people looking to escape city life. It is praised now for its historic sites, lovely art galleries, mouth-watering restaurants, magnificent hiking trails, specifically in Fall, and other attractions on and near the river.

  • Recommended hotel: Hudson River House Inn
  • Location: 2 Main St, Cold Spring, NY 10516, United States
  • Cost: $339 per night for two persons in Riverview Suite Full Balcony

Fill Your Time In Cold Spring With These Activities And Attractions

Tourists can immerse in the magnificent fall foliage of the area by hiking the Breakneck Ridge Loop, Bull Hill, or other trails in Hudson Highlands State Park, all starting in Cold Spring. To rest, they can have a picnic at Foundry Dock Park while being embraced by the beauty of the park. For additional activities in nature, they can visit Stonecrop Garden and discover its seasonal flora. Tourists can also take a ferry to discover the ancient Bannerman Castle nestled on Pollepel Island. Finally, they can walk Cold Spring main street, where they can shop, eat while watching live entertainment, and sip some coffee.

Why The Hudson Valley Is One Of The Best Parks Of New York

The Hudson Valley is considered by many as one of the most beautiful river valleys on the East Coast. It is the valley of the Hudson River stretching from the tip of Manhattan all the way north to Albany - the state capital. There are plenty of charming waterfront villages in the valley, along with some of America's most consequential colonial and Revolutionary heritage. There are also plenty of haunted sites perfect for a Halloween activity.

The Hudson Valley is also the home of the first art movement in the United States (the Hudson River School of Painters). Discover these early American artists at restored homes like Olana and Thomas Cole National Historic Site. See the modern arts at the Strom King Art Center and Dia Beacon.

An aerial view of the Hudson River in late fall in Saratoga Springs, New York
Photo by Harry Gillen on Unsplash
An aerial view of the Hudson River in late fall in Saratoga Springs, New York

The valley is home to plenty of hiking opportunities, including a segment of the famous Appalachian Trail. While the fall is stunning, the Hudson Valley is a four seasons destination attracting rock climbers, hikers, boaters, kayakers, wine tasters, and others.

The Hudson Valley was the first wine-producing area in the United States and the oldest winery is still found there. The Brotherhood Winery first started commercial vintage in 1839 and is located in Washingtonville. It managed to remain in operation during Prohibition as it produced sacramental wine for the Catholic Church. Also, to be found in the area are distillers, brewers, and makers of hard cider.