The Most Beautiful Towns to Visit in Upstate New York

Located alongside Skaneateles Lake in Onondaga County, this village exudes natural beauty all year round. From charming inns and B&Bs to a historic downtown district with unique restaurants, Skaneateles is a perpetually popular among tourists, offering something for everyone.

Located in the Adirondack Mountains, the village of Lake Placid was listed in US News & World Report as one of the 6 Forgotten Vacation Spots in North America. Surrounded by natural beauty, Lake Placid is consistently popular among snow skiers, hikers and bikers. The village was founded in the 19th century, and today maintains plenty of original small-town charm.

The city of Ithaca is widely known for stunning natural beauty and thriving local culture. Dine at one-of-a-kind restaurants, wander in and out of galleries, attend live-music events, and explore nearby gorges and the shores of Cayuga Lake. Home to a population of university students, Ithaca possesses a diverse community full of history and culture.

Less than an hour from Manhattan, this legendary village was made immortal by Washington Irving’s 1820 horror classic. Appropriately olden are the Philipsburg Manor, the Old Dutch Church of Sleepy Hollow, and the Sleepy Hollow Cemetery. Famed historical figures such as Andrew Carnegie, Brooke Astor and Elizabeth Arden are buried there.

The town of New Paltz in Ulster County lies approximately 88mi (142km) from New York City and 70mi (113km) south of Albany. Largely characterized by the local student population, New Paltz is home to boutique shops and restaurants. The town offers countless outdoor activities, alongside several cultural and historical points of interest, including the Historic Huguenot Street and the Elting Memorial Library.

Located only 31mi (50km) north of New York City, Tarrytown sits on the eastern shore of the Hudson River. Steeped in local history, with original Dutch settlements dating back to the 17th century, Tarrytown is an ideal destination for New Yorkers looking to escape the city for a day. Points of interest include Lyndhurst Mansion, Jay Gould’s Gothic Revival estate; Sunnyside, the home of Washington Irving; and Castle Hotel & Spa, a 19th-century Norman-style castle on the Hudson River.

An ideal place to live within New York State, Saratoga Springs is a picturesque city north of Albany. The area was settled by English colonists in the 17th century and played an important role in the Revolutionary War. Today, Saratoga Springs is best known for horse racing. However, it also prospers culturally from the Saratoga Performing Arts Center, as well as the summer residencies of the New York City Ballet and the Philadelphia Orchestra.

A cultural center point, Woodstock is best known for sharing a name with the legendary 1969 music festival – despite it actually taking place 60mi (97km) away in Bethel. It remains a historical and cultural haven, though. The town was a leading site of the Hudson River School in the 19th century, followed by the Arts and Crafts Movement in the early 1900s. The founding of the Byrdcliffe Arts Colony further defined the cultural influence of Woodstock.

Popular thanks to a close proximity to the bucolic Watkins Glen State Park, the village of Watkins Glen lies at the intersection between Seneca Lake and the Chemung River. It’s known for ties to auto racing throughout the 20th century and continues to attract tourists each year with summer festivals. When it’s not festival season, you can enjoy outdoor activities such as hiking, camping and fishing.