Upstate New York is a tapestry of serene lakes, rolling mountains, historic villages, and untouched wilderness. While iconic destinations like Lake Placid, Saratoga Springs, and Hudson Valley draw the crowds, the real magic often lies just beyond the spotlight.During my own road trip through the region, I stumbled upon quiet mountain trails, cozy towns with rich stories, and tranquil lakes with no one else in sight. These are the places that don’t make every brochure—but they stay in your memory long after you leave. So if you’re ready to venture off the beaten path, here are some underrated Upstate New York destinations that offer peace, character, and natural beauty in abundance.
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The Finger Lakes Wine Region, New York
Location: Finger Lakes, Upstate New York
Why Visit: Boutique wineries, dramatic waterfalls, charming towns, and tranquil lake views
A Hidden Gem in Upstate New York
Nestled in the heart of Upstate New York, the Finger Lakes Wine Region is a dream come true for nature lovers and wine enthusiasts alike. With over 100 wineries, serene lake vistas, and storybook hiking trails, this region has the soul-soothing charm of a European countryside—without needing a passport.
Despite gaining traction in recent years, the area remains refreshingly unspoiled. Whether you’re sipping Riesling with a view of Seneca Lake or standing in awe beneath the towering Taughannock Falls, there’s an intimacy here that’s hard to find elsewhere in New York.
As someone who’s traveled across the U.S. in search of peaceful nature escapes, I can honestly say the Finger Lakes offers a perfect blend of calm, culture, and cuisine.
Top Things to Do in the Finger Lakes Wine Region
1. Wine Tasting on the Seneca & Keuka Lake Trails
The Finger Lakes are famous for their world-class cool-climate wines, especially crisp whites like Riesling and Gewürztraminer.
Start with the Seneca Lake Wine Trail, home to more than 30 wineries ranging from rustic to refined. Hermann J. Wiemer Vineyard and Fox Run Vineyards offer guided tastings with panoramic lake views. Over on Keuka Lake, you’ll find historic estates like Dr. Konstantin Frank Winery, a pioneer of New York winemaking.
2. Hike Taughannock Falls & Watkins Glen State Park
Taughannock Falls, near Ithaca, plunges 215 feet—making it even taller than Niagara Falls. The Gorge Trail is an easy, scenic walk ending at the base of the falls.
Another must-visit? Watkins Glen State Park. Its stone staircases and 19 waterfalls wind through a narrow gorge, creating a fairy-tale setting that’s unforgettable during autumn. I still remember standing inside a rock tunnel, with water cascading just inches away. Magical.
3. Boating & Fishing on Skaneateles Lake
Skaneateles Lake, one of the cleanest lakes in the U.S., offers crystal-clear waters perfect for kayaking, paddleboarding, or casting a line.
The town of Skaneateles itself is impossibly charming—think boutiques, cozy inns, and a lakeside gazebo that looks like it belongs on a postcard. Grab a seat at The Sherwood Inn for lunch with lake views, then rent a kayak or take a boat cruise.
The Catskills: A Hidden Nature Paradise in Upstate New York
Location: Catskill Mountains, New York
Why Visit: Towering waterfalls, untouched hiking trails, winter sports, and artsy mountain towns
Rediscover Nature in the Enchanting Catskills
Tucked just a few hours north of New York City, the Catskill Mountains feel like another world entirely—one filled with emerald forests, cascading waterfalls, and sleepy little towns where time slows down. It’s the kind of place where you can hear birdsong instead of traffic, and where every trail feels like a personal discovery.
For anyone craving space, quiet, and connection with the outdoors, the Catskills are pure magic. I still remember the moment I first glimpsed Kaaterskill Falls through the trees—just the sound of rushing water and a feeling of awe you can’t capture on Instagram.
Top Things to Do in the Catskills
1. Hike to Kaaterskill Falls & Slide Mountain
Kaaterskill Falls, one of the tallest waterfalls in New York State, is the crown jewel of the Catskills. With a two-tiered drop totaling 260 feet, it’s both breathtaking and surprisingly accessible via a short but rewarding trail.
For seasoned hikers, Slide Mountain—the highest peak in the Catskills at 4,180 feet—offers panoramic views of untouched wilderness and makes for a memorable full-day trek.
2. Explore Artistic Small Towns Like Woodstock & Phoenicia
Beyond the trails, the Catskills shine through their mountain towns—Woodstock, with its bohemian roots, indie shops, and art galleries, is a perfect mix of culture and chill. Stop at Bread Alone Bakery for organic pastries, or browse local crafts at the weekend flea market.
Nearby Phoenicia is a laid-back riverside village with vintage vibes, fly fishing shops, and a beloved diner called The Phoenicia Diner, where the maple syrup tastes like it was bottled yesterday.
3. Enjoy Skiing & Snowboarding in Winter
When the snow falls, the Catskills become a playground for winter sports.
- Hunter Mountain offers well-groomed slopes and a lively après-ski scene.
- Belleayre Mountain, run by the state, is a family-friendly alternative with fewer crowds and fantastic views from the gondola.
Even if you’re not into skiing, the winter landscapes—snow-dusted pines, frozen creeks, and cozy cabins—are reason enough to visit.
The Adirondack Northway: Your Scenic Gateway to Hidden New York
Location: Adirondack Mountains, Upstate New York
Why Visit: Pristine lakes, uncrowded trails, peaceful towns, and unspoiled wilderness
A Route Less Traveled, a Region More Rewarding
Stretching from Albany to the Canadian border, the Adirondack Northway (I-87) is more than just a highway—it’s a journey into some of the wildest, most breathtaking parts of New York State.
If you’ve only explored Lake Placid, you’re just scratching the surface. Venture deeper, and you’ll discover the stillness of Blue Mountain Lake, the untamed beauty of Tupper Lake, and the rugged serenity of the High Peaks Wilderness.
Having driven this stretch myself during a crisp October weekend, I can say this region rewards those who take it slow. Pull off, explore a trail, paddle a quiet bay, or simply breathe in the pine-scented air—it’s nature at its most untouched.
Top Things to Do Along the Adirondack Northway
1. Canoeing & Kayaking on Blue Mountain Lake
Blue Mountain Lake is the crown jewel of this area—a glassy expanse of water flanked by pine forests and misty peaks. Launch a canoe or kayak early in the morning, and you might find yourself entirely alone with loons echoing across the water.
Blue Mountain Lake Boat Launch – Google Maps
2. Hike the Trails of the High Peaks Wilderness
The High Peaks Wilderness Area is home to the tallest mountains in the Adirondacks, offering challenging hikes with rewarding views. For experienced trekkers, Mount Marcy (the highest point in NY) is a must-do. But even shorter hikes like Cascade Mountain or Mount Jo offer sweeping panoramas and a satisfying wilderness experience.
3. Wildlife Watching in Tupper Lake
Tupper Lake, often overlooked by tourists, is a haven for wildlife lovers. Head to The Wild Center, a family-friendly nature center with a treetop walkway and live exhibits, then venture into nearby wetlands where you might spot bald eagles, otters, and even moose.
The Thousand Islands: America’s Best-Kept Waterfront Secret
Location: St. Lawrence River, Northern New York
Why Visit: Over 1,800 islands, castle tours, tranquil waterways, and unforgettable boating adventures
A Storybook Destination Along the US–Canada Border
Tucked along the northern edge of New York State, where the St. Lawrence River begins its journey out of Lake Ontario, lies one of the most breathtaking—and surprisingly under-the-radar—regions in the country: the Thousand Islands.
With over 1,800 islands dotting the river like emerald jewels, the area is a dream for those who crave quiet exploration, historic intrigue, and postcard-perfect views. I first visited on a whim during a summer road trip and ended up staying two nights longer than planned—something about the way the water sparkled around Boldt Castle felt like a scene from a fairy tale.
Whether you’re into romantic architecture, island-hopping by kayak, or just a peaceful day on the water, this region delivers.
Top Things to Do in the Thousand Islands
1. Take a Scenic Boat Tour Through Hidden Channels
The best way to experience the magic of the Thousand Islands is by water. Local operators like Uncle Sam Boat Tours and Clayton Island Tours offer cruises that weave through the channels, revealing sunken ships, historic lighthouses, and private mansions on tiny isles. Some tours even stop at castles!
2. Visit Boldt Castle on Heart Island
Easily the region’s most iconic attraction, Boldt Castle is a breathtaking early 1900s mansion built as a symbol of love. Sadly, it was never completed after the untimely death of George Boldt’s wife. Today, visitors can explore the restored interior, lush gardens, and towers that rise straight out of the river.
It’s accessible only by boat, which makes getting there feel even more special.
3. Kayaking, Canoeing & Deep-Water Fishing
For a more personal adventure, rent a kayak or canoe and paddle through the quiet inlets and around tiny uninhabited islands. The area is also renowned for deep-water fishing, especially for bass, northern pike, and muskie. Local marinas in Clayton and Gananoque (on the Canadian side) offer easy rentals and guided experiences.
Conclusion: Discover Upstate New York’s Hidden Gems
Skip the crowded tourist spots and explore Upstate New York like a local! Whether you’re looking for quiet lakes, off-the-grid nature escapes, or charming historic towns, these off-the-beaten-path destinations offer the perfect getaway.
Read More…
- Uncover the lesser-known lighthouses of Rhode Island, each with its own charm and maritime history. These hidden gems offer a glimpse into the region’s coastal heritage, away from the usual tourist spots. To explore more about these unique lighthouses, check out the full article here: Lesser-Known Lighthouses in Rhode Island – Hidden Maritime Treasures.
Frequently Asked Questions (FAQs)
1. What is the most underrated place to visit in Upstate New York?
The Thousand Islands region is one of the most overlooked yet stunning destinations in New York.
2. Are there any hidden waterfalls in Upstate NY?
Yes! Kaaterskill Falls in the Catskills and Taughannock Falls in the Finger Lakes are two must-visit hidden waterfalls.
3. Where can I go for a quiet lake vacation in Upstate NY?
For a peaceful lakeside retreat, visit Tupper Lake, Otsego Lake, or Skaneateles Lake.
4. What is the best time to visit Upstate New York for fewer crowds?
Late spring (May-June) and early fall (September-October) offer fewer tourists and stunning scenery.
5. What are some secret small towns in Upstate NY?
Cooperstown, Phoenicia, and Hammondsport are some of the most charming and underrated towns.
For detailed information on off-the-beaten-path destinations in Upstate New York, including travel tips, attractions, and regional highlights, you can visit the official websites of New York State tourism resources here:
- I LOVE NY: For a comprehensive guide to destinations across Upstate New York, including hidden gems and outdoor activities, you can explore their official website here.
- New York State Department of Environmental Conservation (DEC): For information on outdoor adventures, including hiking, camping, and scenic nature spots, check out their official site here.
