
14 Small Towns in Upstate New York that Were Ranked Among US Favorites
Upstate New York is a captivating region encompassing diverse towns, each with unique character, history, and charm. There is no official sanctioned documentation of the region. Instead, it's nationally agreed upon that any town located on the Metro-North commuter rail line or North of the New York Metropolitan area is considered Upstate New York. Additionally, many of the best towns in Upstate New York inherit a touch of Canada's beautiful nature, making them some of the most charming and romantic weekend escapes.
Skaneateles

Located along the lake's shoreline, it boasts some of the clearest and most pristine waters in the Finger Lakes Region. Walk down Skaneateles' main street to experience the area's rich history and artistic culture. Visit the Skaneateles Historical Society Museum to explore the past, and when you’re hungry, stop by The Elderberry Pond Country Store and Restaurant or enjoy a full dining experience at Mirbeau Inn & Spa. In addition to its charming streets, Skaneateles features a variety of natural sights: Skaneateles Lake, ideal for boating and fishing; Carpenter Falls, with its scenic waterfalls and trails; Thayers Park, a perfect picnic spot; and Anyela’s Vineyards, a great place to end your visit.
Cooperstown

Cooperstown is a village in central New York State, at the southern tip of Otsego Lake, with the National Baseball Hall of Fame and Museum as popular tourist attractions. With its rich history, picturesque surroundings, and vacation-friendly amenities, this charming town has something for everyone. For food enthusiasts, Cooperstown boasts a range of exceptional restaurants. Otesaga Resort Hotel boasts one of the more classier dining experiences with views of Otsego Lake and The Farmer's Museum Restaurant offers farm-to-table while educating visitors about the town's agricultural past.
Woodstock

Woodstock is famous for its legendary festivals in 1969 and 2001. The town, vibrant with artistic energy, serves as a gathering place for artists, musicians, and writers. Besides its musical history, Woodstock is also a beautiful natural area located at the foot of the Catskill Mountains. Tinker St., the main street, is lively with galleries, boutiques, and abstract sculptures created by local artists. While the Woodstock Artist Association and Museum is a central hub for the local art scene, artistic expression is visible throughout the town's streets. Notable boutiques such as Rock City Vintage, Woodstock Blues, and Happy Life Productions offer unique shopping experiences in this charming town.
Geneva

A city that sits in both Ontario and Seneca Counties on the northern end of Lake Seneca. Offering a backdrop of outdoor fun, enjoy watersport activities at the largest of Finger Lakes. Popular outdoor equipment stores and tour guides include Roy's Marin, Stivers Seneca Marine, and Sail Seneca. The Geneva Theater, now known as the Smith Opera House, is as local as things get, hosting various cultural events, including plays, live performances, and screenings in Ontario County. Geneva, however, is one of the popular upstate towns for its world-class wines; it boasts many Wineries and Breweries that have been in the town for generations. Some of the famous producers in the area include. The Belhurst Estate, White Springs, Three Brothers, and Ventosa Vineyards, and wineries.
East Aurora

The small town of East Aurora is part of the Buffalo Niagara Falls Metropolitan Statistical Area. It was also ranked the third best place to raise a family in 2015, according to Wikipedia. East Aurora's main street is a journey through time, where history blends with modernity, featuring many unique boutiques and shops. Topping the list of cool businesses is Vidler's 5 & 10, nicknamed the world's largest variety store, which offers a vast collection of nearly everything you can imagine with over 75,000 products. The Roycroft Campus in East Aurora adds to the charm of this favorite U.S. town with some of the best-preserved and most intricate buildings. Meanwhile, the spacious 633-acre Knox Farm State Park highlights the natural side of the area.
Ithaca

On the more natural side of upstate New York, Ithaca is a college town with a perfect, rich natural setting. Ithaca's dedication to sustainability and farm-to-table dining shows in its cozy cafes, bistros, and restaurants. Known for its cascading waterfalls, stunning gorges, and calming views of Cayuga Lake, Ithaca balances beautiful nature with experience-driven businesses and entertainment spots. Popular dining options include The Heights Restaurant and H Bar, Mercato Italian Bar & Kitchen, and Simeon's American Bistro.
Saratoga Springs

Saratoga Springs played a significant role in the American Revolution, with echoes of heroes heard at the Saratoga National Historical Park. The Battle of Saratoga was a turning point that led to the British surrender. The town is renowned for its impressive array of horses and the notable Saratoga Race Course, which has been in operation for 150 years. Throughout the year, the town comes alive with various festivals and events, among the most notable is the Saratoga Wine & Food Festival.
Lake Placid

From the glistening waters of Mirror Lake to its Olympic history, this captivating village is a destination worth every moment of exploration. Lake Placid is a community in the Adirondack Mountains known for hosting the Winter Olympics in 1832 and 1980. A hub for snow sports and other outdoor pursuits, the town is home to several Olympic sites, including the Lake Placid Olympic Center, the Skating Oval, and the Jumping Complex. Drive out to a challenging mountain climbing experience at Whiteface Mountain, the fifth-highest mountain in New York State, or hike Mount Jo for a panoramic scene of Heart Lake.
Alexandria Bay

This charming town sits on the southern banks of the Saint Lawrence River, near the US-Canada International Border. Alexandria Bay offers visitors the chance to explore the islands and their historic sites firsthand through various boat tours departing from the waterfront. Moreover, visitors can enjoy a variety of recreational activities such as fishing, kayaking, and swimming in the clear waters. At the center of Alexandria Bay stands the majestic Boldt Castle, a masterpiece that symbolizes lasting love. Be sure to visit the Antique Boat Museum to learn more about the town's maritime history.
Penn Yan

Sitting by the Keuka Lake and surrounded by greenery is the hidden gem of Penn Yan, where nature and beauty meet history. The nature-centric community balances everything from history to vibrant culinary scenes and a booming agricultural industry. Strolling through town, popular places include The Historic Yates County House, Barrington Cellars Winery, and Penn Yan Diner. Visit the Farmers Market, The Windmill Farm, Keuka’s Restaurant, and Silverbird Woodfired for a well-rounded exploration of the town.
Canandaigua

Canandaigua is a gateway to the Finger Lakes wine region, celebrated for its world-class wineries and vineyards, the town sits in Ontario County with a population of nearly 10,600 people. The highlight attraction is The Sonnenberg Gardens and Mansion State Historic Park, boasting beautifully manicured gardens and a glimpse into the lifestyle of the past. You can learn more about the town's history at The Granger Homestead and Carriage Museum. The Roseland Waterpark, Bristol Mountain Ski Resort, and Kershaw Park are places outdoor fanatics will enjoy.
Watkins Glen

Watkins Glen is located in Schuyler County, between Niagara Falls and New York City. It is home to many outdoor adventures, wineries, lakefront dining, and water sports. It's the best of both worlds, where you transition from the town's charming heart to the cascade of waterfalls in the state park. Feel the connection between humans and the lovely creators as you embark on a horseback riding adventure at Painted Bar Stables, take a sip of gold at Finger Lakes Cider House, and Start a voyage journey of taste as you walk the Seneca Lake Wine Trail. BluePointe Grille, Montage Italian Grill, and Captain Bill's Seneca Lake are excellent places for a quality dining experience.
Saranac lake

Surrounded by pristine lakes, Saranac Lake is a sanctuary for water enthusiasts, providing a tranquil backdrop for kayaking, paddleboarding, or simply taking a relaxing boat ride. The heartbeat of Saranac Lake pulses with the vibrant rhythms of celebration. The Winter Carnival, a cherished tradition since 1897, t the village into a magical wonderland through snowy seasons. Creative restaurants, galleries, and shops abound, along with year-round live music. Downtown Saranac Lake is bustling with cultural and artistic events, as world-class cuisine also significantly influences the town's popularity.
Ellicottville

Wrapping up the list of 14 Small Towns in Upstate New York that ranked among US favorites is Ellicottville, a slightly less known escape destination. Famous for its exhilarating ski slopes at Holiday Valley Resort and HoliMont Ski Club, it offers attractions year-round. As the seasons change, Ellicottville Village Park provides a peaceful retreat for visitors and hosts beautiful fall festivals celebrating the region's scenery and culture. Ellicottville isn't just about outdoor adventures; it's also a center for wineries and breweries like the Winery of Ellicottville and the Ellicottville Brewing Company.
Ultimately, the 14 Small Towns In Upstate New York were ranked among US favorites a mix of popular towns, hidden gems, and historically significant destinations. Enjoy the breathtaking natural beauty of majestic mountains, serene lakes, and cascading waterfalls, and indulge in a bordering mix from two of the most beautiful countries on earth.