City Guides: Things to do While Boating in Peekskill, New York

Sandy Allen

19 Aug 2025 — 2 min read

Photo: Scenic Hudson (Facebook)

From its location on the eastern banks of the Hudson River, Peekskill, New York, is a vibrant small city that blends natural beauty, history and a thriving arts scene. Just an hour north of Manhattan, about 30 minutes north of Sleepy Hollow, it makes for both a charming day trip and a rewarding weekend getaway whether you’re anchored at a private boat dock for rent or a local hotel.

Riverfront Green Park

Photo: Wikimedia/Jon Platek/CC by SA 3.0

One of Peekskill’s most beloved spots is Riverfront Green Park. Walking paths, sculpture installations and sweeping Hudson River views create a peaceful retreat. It’s a favorite for picnics, fishing or simply watching the sun set behind the mountains.

Paramount Hudson Valley Theater

Photo: Paramount Hudson Valley (Facebook)

The historic Paramount Hudson Valley Theater in downtown is a cultural gem. Built in 1930, this beautifully restored venue hosts concerts, comedy shows and film screenings, making it a hub in the Hudson Valley when you’re craving live entertainment at a private boat slip rental.

Hudson Valley Museum of Contemporary Art

Peekskill has earned a reputation as an artists’ haven. The Hudson Valley MOCA (Museum of Contemporary Art) features rotating exhibitions and large-scale installations, while downtown galleries and public murals showcase local creativity. Regular open studio events and festivals add to the city’s cultural buzz.

Scenic Hudson’s Riverfront Trails

Outdoor enthusiasts are drawn to the network of trails in and around Peekskill. Blue Mountain Reservation offers miles of hiking and mountain biking paths with rewarding overlooks, while Peekskill Landing Park connects to the riverfront with scenic walkways. Either make an excellent excursion from marinas or private boat lifts for rent.

Peekskill Museum

For a look into the past, the Peekskill Museum, housed in a 19th-century mansion, highlights the city’s role in the Revolutionary War, industrial growth and local heritage. It’s a small but fascinating stop for history enthusiasts.

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