20 Quaint Upstate New York Towns Perfect For A Holiday Getaway

Glens Falls

In the Adirondack town of Glens Falls, the Adirondack Christkindlmarkt is a European-style Christmas market that’s fun for all ages. 

Lake Placid

Pull on your ugliest holiday sweater and visit in early December for holiday wine tasting, an ice skating party, a craft and vendor fair, and more.

Lake George

As “The City That Never Sleeps,” New York is full of activity all year round. 

Binghamton

You can admire elaborately decorated trees, including the International Forest, a collection of adorned trees and displays that incorporate holiday traditions from around the world.

Cooperstown

To keep the light of the holiday season burning brightly through the coldest, darkest months of winter, Cooperstown hosts its Winter Carnival in early February. 

Lyons

In Lyons, the Museum of Wayne County History hosts The Holiday Boutique.

Rochester

At Dr. Martin Luther King, Jr. Park in Rochester, the Roc Holiday Village Winter Festival takes place from Wednesdays to Sundays in December leading up to Christmas.

Seneca Lake

Your holiday is sure to be jolly with a Deck the Halls weekend in Seneca Lake. 

East Of Rochester

Farther north near Rochester, select wineries along the Lake Ontario Wine Trail host Christmas Around the World. 

Watkins Glen

On December 9, the Upstate New York town of Watkins Glen hosts its annual Village Christmas. 

Albany

In New York’s capital city, kick off the holiday season with the annual Festive @ 48 holiday market and open house. 

Chappaqua

On Saturdays and Sundays between mid-November and mid-January, the New Castle Historical Society hosts The Great Holiday Train Show.

Irvington

The Victorian-style Armour-Steiner House in Irvington is the only known fully domed octagonal residence in the world

Kingston

The Hudson Valley town of Kingston kicks off the holiday season with its annual Snowflake Festival. 

Middletown

Dogwood Acres Family Farm in Middleton hosts a winter festival around Thanksgiving to the end of December. 

Rhinebeck

About two hours north of New York City the Hudson Valley town of Rhinebeck celebrates its Dutch heritage during the holidays with the Sinterklaas Festival. 

Staatsburg

In a region dotted with opulent mansions that celebrated the prosperity of business magnates during the Industrial Revolution

Staatsburg

it’s no surprise that the Mills Mansion hosts A Gilded Age Christmas. In the halls of the impressive Beaux Arts mansion decked for the holidays

Walden

 Catch a performance at the New Rose Theatre in Walden to discover the magic of this classic tale with a twist.

Woodstock

In Woodstock, enjoy another performing arts celebration of the holidays with Ars Choralis. 

Westchester

From around Thanksgiving until New Year’s Day, Westchester offers a 1.2-mile drive-through Winter Wonderland. 

Read More

10 World’s Most Visited Countries

27 Most Beautiful Beaches Worth Visiting

16 Best Exotic Destinations to Visit in 2023