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Road Trips from Islip, NY

Looking for a quick escape from Islip? You've got options ranging from a couple of hours to a full day's drive. Many routes offer a drive score of 8 or 9, meaning they're generally well-suited for a smooth drive. Most destinations feature mostly flat terrain, making them accessible for a day trip, and several routes include access to national memorials or parks like Fire Island National Seashore. Think short hops for a day out or slightly longer treks to explore more.

Total Routes

177

Shortest

0.5h

With Parks Nearby

177

Under 2 hours

8 total in this range

Upper Nyack, NY

1h 39m

68 mi one way

This 1.7-hour drive to Upper Nyack offers a good balance with a drive score of 9 and mixed highway and surface roads. It's a shorter drive than many other options and provides access to parks like Fire Island National Seashore and General Grant National Memorial. The mostly flat terrain makes it an easy day trip.

Parks nearby High drive score

Shenorock, NY

1h 59m

82.8 mi one way

A quick 2-hour drive, this route to Shenorock is mostly highway with a solid drive score of 8. Like many other options, it's mostly flat terrain and offers access to parks such as Fire Island National Seashore. It's a straightforward drive if you're looking for a reliable route.

Parks nearby High drive score

Chappaqua, NY

1h 40m

69 mi one way

This 1.7-hour trip to Chappaqua is a good choice if you prefer mostly highway driving, with a drive score of 8. It's comparable in distance to Upper Nyack but primarily highway. You'll also have access to parks like Fire Island National Seashore and General Grant National Memorial.

Parks nearby High drive score

Armonk, NY

1h 34m

66.6 mi one way

At just 1.6 hours, this is one of the shortest options from Islip. The drive to Armonk is mostly highway with a drive score of 7. It's a bit less scoring than some other nearby destinations but offers similar park access including Fire Island National Seashore, and features mostly flat terrain.

Parks nearby

Fort Montgomery, NY

1h 58m

87.6 mi one way

This 2-hour drive to Fort Montgomery offers a slightly different terrain with gently rolling hills. With a drive score of 7, it's mostly highway. Notably, this route provides access to Stonewall National Monument, in addition to other memorials.

Parks nearby

Full-day getaway

17 total in this range

Myers Corner, NY

2h 31m

104.5 mi one way

A longer day trip at 2.5 hours, Myers Corner offers a drive score of 9 with mixed highway and surface roads. It's further than many other options but still manageable for a day. Park access includes Fire Island National Seashore and General Grant National Memorial, and the terrain is mostly flat.

Parks nearby High drive score

Annsville, NY

2h

81.4 mi one way

This 2-hour drive to Annsville boasts a high drive score of 9 and is mostly highway. Similar to other shorter trips, it offers access to Fire Island National Seashore and General Grant National Memorial, all on mostly flat terrain.

Parks nearby High drive score

Woodstock, NY

3h 9m

143.4 mi one way

For a longer excursion, Woodstock is 3.2 hours away, primarily on highways with a drive score of 8. This route features gently rolling terrain and includes access to Stonewall National Monument along with other memorials. It's a more substantial drive than the nearby options.

Parks nearby High drive score

Pine Bush, NY

2h 39m

119.2 mi one way

Pine Bush is a 2.7-hour drive, mostly on highways, scoring an 8 for the drive. The terrain is mostly flat, and it offers access to Stonewall National Monument, alongside other national memorials. This is a good option if you want a bit more driving time than the closest destinations.

Parks nearby High drive score

Kinderhook, NY

3h 46m

167.2 mi one way

This 3.8-hour drive to Kinderhook is a longer option, mainly on highways with a drive score of 8. It features gently rolling terrain and provides access to Fire Island National Seashore and other memorials. It's one of the furthest destinations for a day trip.

Parks nearby High drive score

Weekend trip

127 total in this range

Long-haul ideas

25 total in this range

Browse by Mood

When to Go

Spring

With mostly flat terrain and access to parks, spring drives are pleasant. Focus on routes with good drive scores for an enjoyable experience.

Summer

Summer offers access to coastal parks like Fire Island National Seashore on many routes. The mostly flat terrain across most destinations makes for easy exploration.

Fall

The gently rolling terrain on some routes, like Fort Montgomery or Woodstock, could offer nice fall color views. Park access remains a key feature.

Winter

Most destinations have mostly flat terrain, suitable for winter drives. Prioritize routes with higher drive scores for the best road conditions.

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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 Islip, NY city hub for all incoming and outgoing routes.