Road Trips from Oyster Bay, NY
Where to drive next — curated by how much time you have and what you're in the mood for.
Total Routes
130
Shortest
0.2h
With Parks Nearby
112
Under 2 hours
36 total in this range
Annsville, NY
1h 37m61.2 mi one way
Sloatsburg, NY
1h 23m55.8 mi one way
Crugers, NY
1h 31m56.2 mi one way
Airmont, NY
1h 17m50.6 mi one way
Peach Lake, NY
1h 39m68.9 mi one way
Full-day getaway
23 total in this range
Amity, NY
2h 5m83.3 mi one way
Zena, NY
2h 42m121.6 mi one way
Rosendale, NY
2h 28m107.8 mi one way
Ellenville, NY
2h 29m110 mi one way
Voorheesville, NY
3h 47m174.5 mi one way
Weekend trip
68 total in this range
Wayland, NY
6h 37m323.6 mi one way
Tuscarora, NY
7h 7m345.1 mi one way
Weedsport, NY
6h 14m285.5 mi one way
Addison, NY
6h 1m291.4 mi one way
Clyde, NY
6h 35m304.9 mi one way
Long-haul ideas
Browse by Mood
Wayland, NY
6h 37m323.6 mi one way
Tuscarora, NY
7h 7m345.1 mi one way
Weedsport, NY
6h 14m285.5 mi one way
Addison, NY
6h 1m291.4 mi one way
Weedsport, NY
6h 14m285.5 mi one way
Endicott, NY
4h 29m213.2 mi one way
Ellenville, NY
2h 29m110 mi one way
Watkins Glen, NY
5h 55m283.2 mi one way
When to Go
Spring
Long daylight returns and parks begin peak bloom.
Summer
Fewer closures but plan for heat and heavier traffic.
Fall
Peak fall foliage — plan late-September through mid-October.
Winter
Shorter days — prioritize shorter drives or southbound routes.
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 Oyster Bay, NY city hub for all incoming and outgoing routes.