10 of The Most Underrated Towns In New York
From world-famous landmarks to mesmerizing natural landscapes and an incredibly diverse range of cultures and cuisines, the Empire State seamlessly blends natural beauty with captivating history and fascinating local traditions. From the artistic treasures of Saranac Lake to the striking waterfalls of Cazenovia and the spectacular sandstone structures of Medina, these are the 10 most underrated towns in New York you need to add to your bucket list and visit in 2025!
Saranac Lake
Make your way into the northern Adirondacks to visit Saranac Lake, an idyllic village offering all types of activities year-round. Experience the small-town charm as you stroll through downtown, taking in the stunning mountains and lakes that surround the town.
Learn about the vibrant arts scene in one of the riveting galleries, pondering over fine art exhibits from regional artists in the Adirondack Artists Guild Gallery, or special painting, photography, and wood art exhibits in NorthWind Fine Arts. Nature lovers can take in the magnificent High Peaks landscape from the Baker Mountain Trailhead, a short and moderate hike that offers advantageous views.
Skaneateles
Situated on the shores of a beautiful, clear blue lake that runs adjacent to a vibrant, activity-filled downtown, Skaneateles is a mesmerizing village that seamlessly blends adventure with shopping, relaxation, and cuisine. Skaneateles Lake, named "long lake" in the Iroquois, is the fifth-largest of the Finger Lakes and is known for its clean, high-quality water.
Enjoy swimming in the summer from the Waterfront at Clift Park (open from June to August), or embark on an unforgettable sightseeing, lunch, dinner, cocktail, or private cruise with Mid-Lakes Navigation. If you would like to taste fine estate-crafted wines in a dreamy hillside setting, Anyela's Vineyards is the place to head next. Pair high-quality varietals with delicious pizza, fresh charcuterie, and cold, refreshing ice cream, all set amid gorgeous views of the landscape.
Clayton
Welcome to Clayton, a captivating village in the 1000 Islands. Noted for its natural beauty and distinctive landmarks, this is undoubtedly one of the most underrated towns in New York. From one-of-a-kind museums to local specialty shops and remarkable views of the St. Lawrence River from The Clayton Riverwalk, this scenic village offers it all. Dive deep into the maritime heritage of North America and the St. Lawrence River at the Antique Boat Museum.
Their impressive Watercraft Collection features over 300 boats, including the 106-foot houseboat La Duchesse. Built in 1903, this exquisite houseboat served as a summer residence before being donated to the museum. Finally, treat yourself to some delectable aged cheddars, curds, and other forms of quality cheese, meats, and sweets at River Rat Cheese, a true gem in the heart of town.
Cazenovia
If your idea of the perfect New York getaway involves venturing through a small, under-the-radar town that is filled with history and scenic spots, a trip to Cazenovia is calling your name. Start your day with a warm latte and delicious homemade sandwich or protein-packed panini at the Pewter Spoon Cafe.
Next, set out into the gorge and see the striking 167-foot waterfall sculpted by glacial activity over multi-million-year-old bedrock in Chittenango Falls State Park. From there, make your way over to the Lorenzo State Historic Site. This 1807 Federal-style structure was the home of Village Founder John Lincklaen and still features 160 years of original furnishings.
Woodstock
Create unforgettable new memories in Woodstock, a destination both creatives and music lovers will adore. Soak in the slow-paced Bohemian vibe as you wander through town, stopping to enjoy a captivating live performance in the rustic Bearsville Theater, or searching for local treasures in the picturesque Woodstock Public Library, where free and open access to information is encouraged.
See what gems you can find in Mower's Flea Market, venturing through one of the most underrated towns in New York. This vibrant market is open on Saturdays and Sundays from May to October and has been operating for approximately 50 years (as of 2025). From unique antiques to vintage clothing, handcrafted jewelry, collectibles, farm produce, crystals, gemstones, and furniture, you can find it all.
Tarrytown
Between historic marvels waiting to be discovered and magnificent views of the Hudson River, Tarrytown, a gorgeous village situated on a stunning hillside, is a lovely place for all types of travelers. Bask in the beauty of the Scenic Hudson RiverWalk Park, see the spectacular sunset, and uncover fantastic views of the Governor Mario M. Cuomo Bridge illuminated at night.
During the day, bring your fairytale dreams to life by visiting the Lyndhurst Mansion. This extraordinary estate, designed in 1838 by American Architect Alexander Jackson Davis, is one of the most incredible examples of Gothic Revival mansions in America. Today, you can still see the original interior decor and furnishings designed by Davis, who led both the initial construction and later expansion.
Cold Spring
Prepare for the perfect getaway in one of the most picturesque, underrated towns in New York, with a trip to Cold Spring. From stunning state parks with numerous trails for various levels and abilities, to gorgeous gardens, a walkable, boutique-packed Main Street, and intriguing water activities on the Hudson River, there are plenty of ways to experience the magic of this village. Uncover breathtaking vistas from Hudson Highlands State Park, where over 8,000 acres and 70 miles of trails await.
Find out what treasures await as you meander down Main Street, including vinyl records, vintage jewelry, and clothing in a 19th-century bank at the Cold Spring Antiques Center. Next, head on over to the Magazzino Italian Art museum to learn about post-war and contemporary Italian art and culture in New York State. From exhibitions by 12 artists associated with the Arte Povera Movement to the works of designers creating Venetian glassworks on the Italian island of Murano, and significant artists of the postwar avant-garde in Italy, you will be in for a very special experience.
Beacon
Another gem in the Hudson Valley, renowned for its vibrant arts scene, Beacon is an eye-catching city in the Empire State that will blow you away with its beautiful boutiques, distinctive shops, and remarkable galleries. Explore the impressive and expansive exhibits at Dia Beacon, where art spanning from the 1960s to present-day pieces will reel you in. The structure is a striking landmark of early-twentieth-century industrial architecture, in what was once a Nabisco box-printing factory.
Go kayaking, paddleboarding, fishing, or picnicking by Scenic Hudson's Long Dock Park, an idyllic place for a serene stroll or waterfront activities. One of the most breathtaking sights in the area is Bannerman Castle. This Scottish-inspired wonder, situated on the captivating Bannerman Island (formerly known as Pollepel Island), boasts a surprising past. What now appears as an exquisite castle was once a famous arsenal that held one of the world's most unique collections.
Hammondsport
Spend some time at the south end of Keuka Lake, one of the famous Finger Lakes, to get to know Hammondsport. With a tiny population of under 600 (according to World Population Review in 2025), the village lacks in size but makes up for it with its natural beauty. Wine enthusiasts can taste incredible varietals overlooking the lake at Bully Hill Vineyards. With over 40 wines and delicious dishes, including the house Maryland-style crab cakes topped with pan-seared scallops, you will be in for a real treat in one of New York's most underrated towns.
Next, learn about the region's rich boating and boat-building history at the Finger Lakes Boating Museum. Hop on board a restored vessel for a serene, informative, and engaging experience with a historical tour on Keuka Lake, led by knowledgeable captains. If you prefer to stay on the ground, immerse yourself in nature in Depot Park, a scenic spot perfect for relaxation and recreation.
Medina
A charming village located on the Erie Canal, Medina is a mesmerizing destination with a highly historic, activity-filled downtown. From the wide range of specialty shops to fascinating festivals and incredible businesses located in restored 19th-century buildings, it is no wonder Main Street was designated a Historic District and listed on the National Register of Historic Places. Discover the Medina Sandstone Hall of Fame, learning about significant structures constructed primarily out of Medina sandstone (accessible by appointment or during special events).
Explore the expansive collection of artifacts and memorabilia in the Medina Railroad Museum, featuring the largest railroad and toy train museum in the state. Here, you will find a massive 204-foot-by-14-foot HO-scale model train layout and large firefighting exhibits. Nature lovers can also see the stunning Medina Falls, a 40-foot waterfall flowing under the Erie Canal.
The Big Apple State may be known for its major metropolitan landmarks and award-winning restaurants. Still, if you look beyond the front and venture past the well-beaten path, you will discover natural, historical, and cultural gems that will make for an unforgettable journey. Whether you would like to experience pure Adirondack magic in Saranac Lake, visit distinctive museums featuring over 300 boats in Clayton, uncover architectural marvels in Tarrytown, or explore the waterway wonders of Medina, each town offers its own unique charms. These are the 10 most underrated towns in New York where you can make warm memories that will last you a lifetime.
