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Road Trips from Staten Island, NY

Staten Island, NY, offers a great starting point for a variety of day trips. You've got options ranging from under an hour to several hours away, with most routes featuring flat terrain and access to parks. Whether you're looking for a quick escape to a nearby town or a longer drive to explore further afield, there are plenty of accessible destinations. Consider a short drive to Chestnut Ridge, NY, or a longer journey to Blossvale, NY, depending on how much time you have this weekend.

Total Routes

36

Shortest

0.7h

With Parks Nearby

36

Under 2 hours

23 total in this range

Bedford Hills, NY

1h 41m

64 mi one way

This 1.7-hour drive to Bedford Hills, NY, is a solid option if you prefer surface roads. It's a bit longer than the trip to Pleasantville, NY, but still offers park access along the way. The terrain is mostly flat, making for an easy cruise.

Parks nearby High drive score

Cold Spring, NY

1h 51m

77.2 mi one way

Opt for Cold Spring, NY, if you want a 1.9-hour drive that's mostly on the highway. This route, clocking in at 77.2 miles, provides access to multiple national monuments before you even leave the city. The terrain remains flat for the duration.

Parks nearby High drive score

Pleasantville, NY

1h 28m

54.5 mi one way

For a quick 1.5-hour drive, Pleasantville, NY, is a good choice. It covers 54.5 miles using mostly surface roads. You'll have the chance to pass by significant national monuments during your trip, and the terrain is predominantly flat.

Parks nearby High drive score

Halesite, NY

1h 30m

53.7 mi one way

This 1.5-hour trip to Halesite, NY, is a balanced choice, mixing highway and surface roads over 53.7 miles. It’s similar in length to the drive to Pleasantville, but offers a different route with park access. The terrain is mostly flat.

Parks nearby High drive score

Chestnut Ridge, NY

1h 9m

45.8 mi one way

If you're looking for the shortest drive, Chestnut Ridge, NY, is your pick at just 1.2 hours and 45.8 miles. This route leans heavily on highway driving and provides access to national monuments. The terrain is flat.

Parks nearby High drive score

Full-day getaway

6 total in this range

Weekend trip

7 total in this range

Browse by Mood

When to Go

Spring

With mostly flat terrain and nearby parks like Castle Clinton, spring drives are pleasant. The surface road options are particularly appealing as temperatures rise.

Summer

Summer trips benefit from the abundance of national monument access points, suitable for warm weather exploration. The highway routes make reaching destinations like Manorville, NY, straightforward.

Fall

The gently rolling terrain on longer drives to places like Barryville, NY, offers scenic autumn views. Park access remains a consistent feature across all routes.

Winter

Flat terrain and mostly highway routes to destinations such as Chestnut Ridge, NY, make winter travel manageable. Ensure you check conditions for the longer drives.

Starting Somewhere Else?

Other nearby cities with their own escape planners.

Ready to plan?

Pick any destination above for full turn-by-turn directions, fuel cost, rest stops, and weather. Or visit the Staten Island, NY city hub for all incoming and outgoing routes.