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If you’re interested in exploring more of our beautiful state beyond small towns, here are some of our top New York travel guides to continue reading: 1. Hidden Gems to Visit in Upstate New York by Region 2. 17 Special Places to Go Glamping in New York 3. 31 Beautiful New York Waterfalls to Explore 4. 21 Best Lakes in Upstate New York for a Lovely ...

This article is divided by regions. So if you’re only interested in a certain part of New York State, then keep scrolling to get to your desired region! Please note: we realize that the exact definition of “upstate New York” varies depending on who you ask. So we wrote an entire article about this debate: What is Upstate New York? Can’t go too far ...

For small towns with easy access to lakeside activities, waterfalls, hikes, and wine country, head to the Finger Lakes. Just four hours from New York City, this beautiful area offers so many things to do that we dedicated an entire guide to the Finger Lakes region for first-time travelers. Below are some of the cutest Finger Lakes small towns you c...

10) Troy, New York ★

Located just outside of Albany, Troy was once the 4th richest town in the United States due to its bustling textile industry. Today, this small town-like city in upstate New York is working to reinvent itself as a diverse community for artists, students, and young entrepreneurs. You can see the growing shifts in the downtown area where family-owned restaurants, bars, cafes, and shops are popping up along beautiful tree-lined streets. Visitors can enjoy farm-to-table dining at many restaurants...

11) Saratoga Springs, New York ★

While the Saratoga Race Course and the National Museum of Racing and Hall of Fameremain some of the most popular things to do in this college town in upstate New York, Saratoga Springs also has a number of other wonderful attractions you’ll love. Located on Saratoga Lake, visitors can charter a cruise at the Adirondack Cruise and Charter Company, or take part in a floating classroom experience. For a more relaxing experience, visit Saratoga Spa State Park(pictured above) with historic buildin...

12) Woodstock, New York ★

The small town of Woodstock became famous for its namesake music festival which actually took place in Bethel, NY. However, Woodstock still holds its cool hippie reputation to this day. The food, music, and arts scene here is still vibrant. For live music, check out the rustic barn at Levon Helms Studio. For art lovers, don’t miss the works of local artisans at one of Woodstock’s many art galleries. Foodies, be sure to make room for all of the delicious eateries in town such as Oriole 9and Sw...

13) Phoenicia, New York ★

Just 22 minutes from Woodstock is the sleepy town of Phoenicia. There is a quiet stillness, a green fragrance, and lush vibrance that this town exudes. Phoenicia is the perfect town for relaxation and the outdoors. Here are a few things you can’t miss in Phoenicia: 1. Esopus Creek – The small town of Phoenicia is located along the Esopus Creek River which offers visitors opportunities for tubingor rafting. 2. Rail Explorers(Pictured above) – The locals may make fun of you for this, but so wha...

14) Saugerties, New York

Located along the Hudson River and the Esopus Crek, the small town of Saugerties offers both easy access to the outdoors and small town charm. Catch a delicious breakfast at Bluestone Roasting Co, pick your own blueberries at nearby Greig Farm, and stay at the immersive Villa at Saugerties. With its quiet streets, iconic brick lighthouse, and also nearby wooded Falling Waters Preserve, you’ll want to explore the entire weekend away. If you love the outdoors, head over to Saugerties Village Be...

17) Cold Spring, New York

Probably the easiest small-town getaway from NYC is Cold Spring. Just a 90-minute train ride from Grand Central on the Metro-North brings you directly into the downtown. Here, you can start your day with breakfast at Hudson Hil’s Cafe. Spend your day adventuring by hiking Breakneck Ridge, one of the hardest hikes in the area, or kayaking with Hudson River Expeditions. Alternatively, explore the art at Magazzino Italian Art Museum, go shopping for antiques, and admire the notable buildings aro...

18) Hudson, New York

Hudson, New York is often regarded as the Brooklyn of Upstate New York. For many, it’s a once-historic port town turned expensively hip and a little snobby (like pockets of gentrified Williamsburg). And for others, it’s a sweet respite from city living just a two-hour train ride from NYC. You decide where you fall along that line! While visiting Hudson, visitors can stroll through the downtown restaurant scene on Warren Street, Hudson’s main street. Stop at Hudson Wine Merchants for wine tast...

19) Rhinebeck, New York

Charming Rhinebeck also boasts a cultural center, with art galleries, performing arts, unique architecture, and more. In addition, Rhinebeck offers epic outdoor recreation in popular hiking and biking trails, interesting shops, and great places to dine, like Bia. All this, set against beautiful views of the Catskill Mountains, will make you love visiting this small town in upstate New York. Fun fact: Paul Rudd co-owns the candy shop Samuel’s Sweet Shoplocated in the downtown area.

We absolutely love the Adirondacks region of Upstate New York. There are so many things to do year-round, from skiing to kayaking. Here are just a few of the many towns in the Adirondacks to visit.

28) Alexandria Bay, New York

One of the best places to visit in upstate New York, Alexandria Bay is a picturesque vacation destination. In the heart of the 1000 Islands, you’ll love the maritime feel of this upstate New York small town. While visiting Alexandria Bay, visit the 120-room Boldt Castle and Yacht House, take a boat tour, or stop at the Cornwall Brothers Museum and Store. Of course, you’ll want to stay near the water. So, wrap up a day of fun at Ledges Resort and Marina, where your view will include Boldt Cast...

29) Oswego, New York

Oswego is located on the coast of Lake Ontario and is home to some of the most beautiful sunsets in the world. Due to it being home to SUNY Oswego, the historic downtown area also offers different bars and restaurants to choose from. In the summer, Harborfest is a four-day festival that brings over 75,000 visitors. During the festival, you can see major music performances and fireworks. And in the Spring of every year, the famous Bridge Street Runtakes place. This is a massive bar crawl throu...

30) Cooperstown, New York

Tucked against a tree-filled backdrop, Cooperstown’s downtown area is cozy and quaint. Within walking distance are a lakefront park, local boutiques, and restaurants. Here are just some of the many attractions this interesting town has to offer: National Baseball Hall of Fame: Most famously, Cooperstown’s National Baseball Hall of Fame and Museumboasts 300,000 visitors every year. Visitors enjoy art, photography, historical artifacts, and stories celebrating the rich history of baseball. Don’...