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
294
Shortest
0.3h
With Parks Nearby
273
Under 2 hours
105 total in this range
Bedford Hills, NY
1h 41m64 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.
Cold Spring, NY
1h 51m77.2 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.
Pleasantville, NY
1h 28m54.5 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.
West Haverstraw, NY
1h 27m60.8 mi one way
Bayport, NY
1h 45m68.2 mi one way
Full-day getaway
25 total in this range
Water Mill, NY
2h 39m107.4 mi one way
This 2.7-hour, 107.4-mile drive is the longest surface road option available. It offers a more extended experience compared to the one-hour trips. The terrain remains mostly flat, and you begin with access to significant parks like Gateway National Recreation Area.
Barryville, NY
2h 28m100.1 mi one way
A 2.5-hour, 100.1-mile drive, Barryville offers a mixed highway and surface road experience. It's a longer trip than the 1.9 hours to Cold Spring, with gently rolling terrain. You'll have access to national monuments near Staten Island at the start of your journey.
Manorville, NY
2h 7m84.1 mi one way
This 2.1-hour, 84.1-mile route to Manorville uses a mix of highway and surface roads. It's a longer drive than the 1.5-hour trips to Halesite or Pleasantville. The terrain is mostly flat, and like other Long Island destinations, parks such as Fire Island National Seashore are accessible from your starting point.
North Sea, NY
2h 35m105.7 mi one way
Crawford, NY
2h 20m101 mi one way
Weekend trip
145 total in this range
Lenox, NY
5h 46m280.3 mi one way
Alabama, NY
7h 45m361.4 mi one way
Watkins Glen, NY
5h 30m256.8 mi one way
Victor, NY
6h 40m301.1 mi one way
Utica, NY
5h 10m254 mi one way
Long-haul ideas
19 total in this range
Grandyle Village, NY
8h 15m383.7 mi one way
Massena, NY
8h 15m377.8 mi one way
Angola on the Lake, NY
8h 24m384.1 mi one way
Lake Erie Beach, NY
8h 27m385.8 mi one way
Sanborn, NY
8h 25m386.8 mi one way
Browse by Mood
Lenox, NY
5h 46m280.3 mi one way
Alabama, NY
7h 45m361.4 mi one way
Watkins Glen, NY
5h 30m256.8 mi one way
Bedford Hills, NY
1h 41m64 mi one way
Alabama, NY
7h 45m361.4 mi one way
Watkins Glen, NY
5h 30m256.8 mi one way
Victor, NY
6h 40m301.1 mi one way
Utica, NY
5h 10m254 mi one way
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.