Rolling mountains, hidden waterfalls, and the kind of small towns that make you want to drop everything and move to the countryside—the Catskills have it all.
This is the perfect road trip for anyone who loves epic hikes, quirky roadside stops, and food so good you’ll start planning your next meal before you even finish your first.
You’ll find jaw-dropping views, swimming holes that look straight out of a postcard, and a few surprises you’d never expect in the middle of the mountains.
Whether you’re here for adventure, relaxation, or just an excuse to eat pancakes at a legendary diner, this route has something for you.
Get ready for the ultimate Catskills road trip—because trust me, you’re gonna want to stop at every single place on this list.
1. Olana State Historic Site
Perched on a hill near Hudson, Olana State Historic Site is a jaw-dropping Persian, Victorian & Moorish-style mansion.
It was designed by 19th-century artist Frederic Church, with sweeping views of the Hudson River and Catskill Mountains.
Inside, it’s packed with bold colors, intricate stencils, and art from around the world.
Outside, you’ll find 250 acres of dreamy landscapes, including carriage roads perfect for a scenic walk.
If you’re into art, history, or just pretending you own a ridiculously fancy estate, this place is a must-stop on your Catskills road trip.
2. Kaaterskill Falls
Just down the road, Kaaterskill Falls brings the drama with a two-tiered, 260-foot drop that makes it one of the tallest waterfalls in New York.
The hike to the main falls is short but steep, starting near Bastion Falls—an impressive cascade right by the roadside that gives you a little preview of the magic ahead.
For a safer and more accessible route, you can start your hike from the Laurel House Road parking area.
Whether you’re here for the views, the misty air, or to channel your inner 19th-century painter (this spot inspired the Hudson River School artists), it’s a Catskills classic you don’t want to miss.
3. Colgate Lake
If you need a break from hiking, Colgate Lake is the perfect spot to kick back, cool off, and soak up some Catskills scenery.
Surrounded by rolling hills and wildflower-filled meadows, this peaceful lake is great for fishing, kayaking, or just stretching out on the shore with a snack.
Swimming is common, but since there are no designated swimming areas or lifeguards, it’s a good idea to be cautious.
It’s also a prime picnic spot, so bring a sandwich, dip your toes in the water, and enjoy the kind of quiet that makes you forget your phone even exists.
4. Mountain Top Arboretum
Next up, Mountain Top Arboretum is a hidden gem packed with winding trails, diverse landscapes, and a collection of cold-hardy native and exotic trees.
This 200-acre landscape has everything from wildflower meadows to enchanted-looking forests.
Plus, it also has a boardwalk that takes you right through their unique ecosystems including the Hidden Marsh and Emerald Bog.
It’s the kind of place where you can wander, breathe in that fresh mountain air, and pretend you’re on some kind of magical woodland adventure.
5. Hunter
Next up is Hunter, a tiny mountain town with big outdoor energy and one of the best ski resorts in the Catskills.
In the winter, it’s all about skiing and snowboarding, but when the snow melts, you’ve got ziplining, hiking, and scenic sky rides up Hunter Mountain’s chairlift.
Whether you’re here to hit the slopes or just take in the killer views, this place delivers adventure year-round.
6. Plattekill Falls
If you’re up for another waterfall (because let’s be real, you can never have too many), Plattekill Falls is a short but rewarding trek to a stunning view.
Tucked away in the Platte Clove Preserve, this spot feels extra special thanks to its secluded vibe, moss-covered rocks, and the gentle roar of water crashing into the pool below.
It’s the perfect quick stop to cool off, snap some photos, and feel like you’ve stumbled into a secret Catskills hideaway.
Just keep in mind that while the scenery is stunning, swimming isn’t permitted here.
7. Opus 40
Switching things up from waterfalls to pure artistic genius, Opus 40 is a mind-blowing bluestone sculpture park that looks like something out of an ancient civilization.
Built by one man—sculptor Harvey Fite—over 37 years, this 6.5-acre labyrinth of terraces, ramps, and stairways is completely hand-carved and set against jaw-dropping Catskills views.
It’s part art, part adventure, and 100% the kind of place that’ll have you wondering how one person managed to pull off something this epic.
8. Overlook Mountain
If you’re up for a hike with a serious payoff, Overlook Mountain delivers with eerie ruins, sweeping views, and even a chance to spot a rattlesnake (don’t worry, they usually mind their business).
The trail is a steady uphill climb, leading to the hauntingly beautiful Overlook Mountain House ruins and a fire tower that lets you see for miles over the Hudson Valley and beyond.
It’s a little bit spooky, a whole lot stunning, and hands down one of the most unforgettable hikes in the Catskills.
9. Phoenicia
After all that hiking, you’ve earned a solid meal, and Phoenicia is just the place to find it.
This charming little town is known for its artsy and laid-back vibe.
But let’s be real—the real star here is Phoenicia Diner, a retro roadside spot serving up next-level pancakes, skillet breakfasts, and the kind of coffee that fuels more adventures.
Stick around to explore the town’s quirky shops or hop on a tubing trip down the Esopus Creek.
10. Peekamoose Blue Hole
If you’re craving a cold plunge, Peekamoose Blue Hole is the ultimate Catskills swimming spot.
So clear and blue, it looks straight out of a tropical island postcard (but don’t be fooled, the water is freezing).
Tucked deep in the woods, this natural pool is fed by an icy mountain stream, making it the perfect place to cool off after a long hike.
If you’re feeling adventurous, you might even test your bravery with a jump from the rocks (people do it but jumping isn’t officially sanctioned and can be risky).
It’s gotten super popular in recent years, so you’ll need a permit to visit in the summer, but trust me, that first adrenaline-pumping dip is totally worth it.
11. Alder Lake Loop
For a more peaceful escape, the Alder Lake Loop is an easygoing trail that circles a gorgeous, mirror-like lake surrounded by towering evergreens.
The 1.7-mile path is perfect for a relaxed stroll, with plenty of spots to stop, skip some rocks, or just sit and take in the mountain reflections dancing on the water.
If you’re up for an overnight adventure, there are free first-come, first-served camping spots right by the shore, so you can wake up to mist rolling over the lake and feel like you’ve stepped into a dream.
12. Roscoe
If you love fishing—or just want to feel like you’ve stepped into a classic small-town—Roscoe is the place to be.
Nicknamed “Trout Town, USA,” this spot is famous for its world-class fly fishing, plus breweries, local shops, and a laid-back vibe that makes you want to stay a while.
Even if you don’t plan on casting a line, swing by Roscoe Beer Co. for a cold one.
Or check out the Catskill Fish Hatchery for an inside look at fish conservation—because, well… when in Trout Town!
13. Bethel Woods Center for the Arts
If you’re a music lover, Bethel Woods Center for the Arts is a must, because this isn’t just any concert venue—it’s the site of the legendary 1969 Woodstock Festival.
Now home to a massive outdoor amphitheater and an incredible museum, it’s packed with psychedelic posters, festival footage, and all the wild history from those three iconic days of peace and music.
Catch a live show, wander the historic fields, or just soak in the vibes of one of the most famous music festivals of all time—flower crowns optional.
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