Things to Do in Peekskill

By VI | Disclosure: I use affiliate links

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Need a scenic Hudson Valley escape with history and hip vibes? Head to Peekskill! I first visited when I was living in NYC—it’s just about an hour and fifteen minutes away, and it felt like the perfect reset from city life. This riverfront town has such a cool mix of artsy energy and Revolutionary War history. I’ve wandered through its galleries, grabbed a drink at local breweries, and hiked trails with incredible views of the Hudson. Whether you’re after fresh air, great food, or a bit of both, I think Peekskill makes a fantastic day trip—or an easy weekend retreat.

When I Think You Should Visit

I always recommend visiting in the spring or fall (April–June and September–October). That’s when the Hudson Valley really shines. I’ve been during peak foliage and spring bloom, and trust me—you’ll want your camera. It’s also festival season, and the weather’s perfect for hiking or wandering downtown without breaking a sweat.

How I’d Get to Peekskill

If you're driving: I’ve made the trip up U.S. Route 9 plenty of times—it’s about an hour from the city, or 30 minutes south of Beacon. Super easy for a spontaneous getaway.
By Train: My go-to was always the Metro-North Hudson Line. You’ll ride along the river and arrive at Peekskill Station in about an hour from Grand Central. I always loved that scenic ride—it feels like the trip starts before you even arrive.
By Air: If you're flying in, Westchester County Airport is closest—about 45 minutes away. Stewart International is another good option, roughly an hour northwest. Either way, I recommend renting a car if you want to explore the area fully.

Where I’ve Stayed—or Think You’ll Enjoy

Inn on the Hudson – I stayed here on one of my earlier visits. It’s affordable, super close to the train station, and the river views make it feel like a splurge.
Holiday Inn Express & Suites Peekskill – I’ve recommended this spot to friends looking for comfort and convenience. You’ll get free breakfast, river views, and easy access to everything in town.
Abbey Inn & Spa – For something special, this is my pick. I’ve toured it and had dinner there—it’s a stunning hilltop escape with a luxurious spa and incredible food. If you’re celebrating or just want to treat yourself, you’ll love it here.