If you’ve long been a follower of Only In New York then by now you know that the Empire State is home to some pretty spectacular castles. Something you might also be familiar with? The fact that we love putting together adventurous road trips for you guys. Combining the best of both worlds, this extraordinary experience will take you to areas like the Finger Lakes, Central New York, and out to our Thousand Islands. In our humble opinion, it’s one of the best road trips in New York. Ready or not, we’re about to dive into a fairy tale!

To view the entire road trip on Google Maps, all you have to do is click here.
Google Maps
1. Singer Castle
Singer Castle Dark Island Tours/Facebook
Singer Castle Dark Island Tours/Facebook
For this road trip, we mapped everything out to bring you almost right back to where you started, with the trip both starting and ending in the Thousand Islands! Located out on Dark Island, Singer Castle was one of the last castles to be built out in this region back in 1905. Sitting beautifully on the St. Lawrence River, today visitors can enjoy guided tours of the castle to take an incredible step back in time.

To find out more information about this castle and how you can visit, click here.
2. Beardslee Castle
Beardslee Castle/Facebook
Kona93/TripAdvisor
Ladies and gentlemen, this is a place you might want to keep in mind for Valentine's Day. Full of romance and amazing to see in person, Beardslee Castle was originally built back in 1860. While the castle has suffered through two major fires, it still is as charming as it ever was. Three stories tall, the castle now serves as a restaurant and features The Dungeon which is used as a cozy pub.

Looking like a scene out of Beauty and the Beast, you can find out more information about this castle if you click here.
3. Kingfisher Tower
Jenny W/TripAdvisor
This unique castle is one that's almost a bonus of sorts. If you decided you didn't want to venture out to view this beauty from a distance, you could cut it out of your trip and shave off just over an hour of driving time. Hiding right on Otsego Lake, many people have no idea this 60-foot tall work of art even exists! Sadly, the only way you'll be able to view this beauty is if you drive along Route 31 or have the pleasure of taking a boat tour out on the water. We tend to suggest the latter! Those who decide to hop aboard the Glimmerglass Queen Boat Tours will be able to get a breathtaking view of the Kingfisher Tower.

To find out more information about this unique castle and other ways you can view it, click here.

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4. Greystone Castle
Google Maps
Greystone Castle, Inc./Facebook
Hiding in plain sight in the small town of Canastota (say that three times fast), Greystone Castle now serves as the perfect place for loved ones to have their wedding. The quaint castle was completed back in 1910, but sadly fell into disrepair for thirty years until the 1990s when its current owner saved it from being demolished. Now listed on the National Register of Historic Places, this incredible building's architecture will now be forever preserved.

To find out more information about the unique banquet facility, click here.
5. Belhurst Castle
Belhurst Castle and Winery/Facebook
Belhurst Castle and Winery/Facebook
Your last stop before heading back up to the Thousand Islands, Bellhurst Castle will bring you out to New York's lovely Finger Lakes region. Added to the National Register of Historic Places in 1987, the stunning piece of architecture was actually once a private residence! Today visitors can come and enjoy an unforgettable stay at the castle, now used as a unique inn and winery that features a breathtaking view of Seneca Lake.

To find out more information and how you can book your stay here, click here.
6. Boldt Castle
Boldt Castle - 1000 Islands, NY/Facebook
Allen McGregor/Flickr
The last stop on one of the best road trips in New York, this final destination will take you back up to the Thousand Islands. Ending the trip with possibly the most magical part of this adventure, Boldt Castle can be found on Heart Island. Most people who decide to take a getaway to New York's side of the Thousand Islands will almost always make the focal point of their trip Boldt Castle. The entire island is like something out of a real life fairy tale, with romantic and detailed landscaping surrounding the entire castle. If you've never visited this place, you'll absolutely want to make sure that it's on your bucket list.

To find out more information and to figure out your visit to Heart Island, click here.

Would you be up for taking this trip sometime? Would you agree that it’s one of the best road trips in New York? If you’ve already seen these stunning castles or are looking for other adventures to take, don’t forget to look at these 11 Unforgettable Road Trips That You Should Take In New York Before You Die!

OnlyInYourState may earn compensation through affiliate links in this article. As an Amazon Associate, we earn from qualifying purchases.

More to Explore

best road trips in New York

Beth C. | August 12, 2021

What are some other magical places in New York?

Now that we've had a tour of New York's castles, you might be wondering about some other fairytale-like destinations in the Empire State. Well, we've got you covered! Tucked away in the Great Northern Catskills awaits a restaurant that looks like something from a storybook. The Deer Mountain Inn features a breathtaking place to dine on its first floor. The kitchen incorporates local ingredients to ensure each prepared dish is fresh, seasonal, and positively mouthwatering. Even more impressive than the food is the rugged, charming atmosphere. The inn sits on 168 acres of private land, giving you the feeling of being totally secluded while you dine or stay here. Learn more about planning a trip to the ever-charming Deer Mountain Inn.

What are the top places to visit in New York?

New York is famous for being home to some of the world's most frequently visited places: New York City, Niagara Falls, etc. However, there are just as many underrated attractions that promise to impress. Some of the top little-known places to visit in New York include Kingfisher Tower in Otsego Lake, Rock City Park in Olean, the Adventure Park at Wheatley Heights, Mohawk Maiden Cruises in Schuylerville, Naples in Ontario County, Peek'n Peak Resort, Nine Corner Lake in Fulton County, the Trolley Museum of New York in Kingston, Neversink in Sullivan County, Cape Vincent in Jefferson County, and Split Rock Falls in Elizabethtown. Learn more about these underrated places to visit in New York. Your next great adventure awaits!

What are some other great road trips to take in New York?

If you are someone who appreciates New York's natural landscape, we have just the itinerary in mind. We've put together a road trip that will take you to all 10 natural wonders of New York. From waterfalls to fascinating rock formations and just about everything in between, this route will impress any nature enthusiast. Some of the stops along the way include Ausable Chasm, Whiteface Mountain, Green Lakes State Park, Niagara Falls, Letchworth State Park, Watkins Glen State Park, Taughannock Falls State Park, Dover Stone Church, Howe Caverns, and Saratoga Geyser Island Spouter. Talk about an epic road trip!

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Featured Addresses
Dark Island, Hammond, NY 13646, USA
Beardslee Castle, 123 Old State Rd, Little Falls, NY 13365, USA
Kingfisher Tower, Co Rd 31, Cooperstown, NY 13326, USA
Greystone Castle, 201 N Main St, Canastota, NY 13032, USA
Belhurst Castle and Winery, 4069 W Lake Rd, Geneva, NY 14456, USA
Boldt Castle & Boldt Yacht House, 1 Heart Island, Alexandria Bay, NY 13607, USA