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Road Trips from Staten Island, NY

Thinking about a quick escape from Staten Island? You've got options for short, scenic drives and longer hauls. With mostly flat terrain and plenty of parks nearby for your starting point, you can easily hit multiple national monuments. There are several destinations within a two-hour drive, perfect for a day trip. For a longer adventure, consider heading further upstate for a more substantial drive, though most of these are designed as one-way trips without an overnight stay.

Total Routes

204

Shortest

0.6h

With Parks Nearby

204

Under 2 hours

49 total in this range

Bedford Hills, NY

1h 41m

64 mi one way

This 1.7-hour drive to Bedford Hills offers a low 64-mile route that sticks mostly to surface roads, giving you a chance to see more along the way. It's a solid option if you want a shorter drive than the 2.7 hours to Water Mill. The terrain is mostly flat, and you'll have access to several national monuments close to your starting point.

Parks nearby High drive score

Cold Spring, NY

1h 51m

77.2 mi one way

Opt for this 1.9-hour, 77.2-mile route if you prefer mostly highway driving. It’s a bit longer than the drive to Pleasantville but offers a different road profile. The terrain is flat, and your starting point is near notable parks like the Statue of Liberty National Monument.

Parks nearby High drive score

Pleasantville, NY

1h 28m

54.5 mi one way

A quick 1.5-hour, 54.5-mile option, this drive to Pleasantville uses mainly surface roads, making it a more relaxed journey compared to longer highway routes. It’s closer than the 2.1 hours needed to reach Manorville. The terrain is mostly flat, and you start near several historical national monuments.

Parks nearby High drive score

West Sayville, NY

1h 40m

65.5 mi one way

Parks nearby High drive score

Halesite, NY

1h 30m

53.7 mi one way

This 1.5-hour, 53.7-mile trip to Halesite offers a mixed highway and surface road experience. It’s one of the shortest options, similar in time to the Pleasantville drive. The terrain is mostly flat, and you have easy access to parks like African Burial Ground National Monument from your starting location.

Parks nearby High drive score

Full-day getaway

11 total in this range

Weekend trip

124 total in this range

Long-haul ideas

20 total in this range

Browse by Mood

When to Go

Spring

With mostly flat terrain and accessible national monuments, spring offers pleasant drives. Shorter routes are ideal for enjoying the emerging greenery without committing to a full day.

Summer

The predominantly flat terrain and numerous nearby parks make summer drives enjoyable. Consider the slightly longer routes to experience more during warmer weather.

Fall

These drives, featuring mostly flat terrain and options with nearby parks, are perfect for fall. The shorter, 1-2 hour trips allow for easy exploration of the changing foliage.

Winter

Flat terrain dominates these routes, making them manageable even in winter. Focus on the shorter drives, as winter conditions might make longer highway stretches less appealing.

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.