5 days in Hudson River Valley Itinerary

5 days in Hudson River Valley Itinerary

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Make it your trip
Fly
1
Albany
— 1 day
Drive
2
Sleepy Hollow
— 1 night
Drive
3
Poughkeepsie
— 3 nights
Fly

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Albany — 1 day

Albany is the capital of the U.S. state of New York and the seat of Albany County. Kick off your visit on the 21st (Fri): brush up on your knowledge of spirits at The Albany Distilling Company, then take an in-depth tour of USS Slater DE-766, then learn more about the world around you at New York State Museum, and finally ponder the world of politics at New York State Capitol.

To see ratings, maps, and tourist information, read Albany day trip planner.

Charlotte to Albany is an approximately 3.5-hour flight. You can also drive; or take a train. Expect a bit cooler temperatures when traveling from Charlotte in October; daily highs in Albany reach 63°F and lows reach 44°F. Cap off your sightseeing on the 21st (Fri) early enough to go by car to Sleepy Hollow.
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Museums · Historic Sites · Shopping · Parks
Find places to stay Oct 21 — 22:

Sleepy Hollow — 1 night

Sleepy Hollow is a village in the town of Mount Pleasant in Westchester County, New York. Start off your visit on the 22nd (Sat): stroll the grounds of Sleepy Hollow Cemetery, contemplate the long history of Van Cortlandt Manor, and then admire the natural beauty at Kykuit.

For maps, where to stay, more things to do, and more tourist information, use the Sleepy Hollow trip itinerary tool.

You can drive from Albany to Sleepy Hollow in 2.5 hours. In October, daytime highs in Sleepy Hollow are 65°F, while nighttime lows are 49°F. Wrap up your sightseeing on the 22nd (Sat) early enough to drive to Poughkeepsie.
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Historic Sites · Parks
Side Trip
Find places to stay Oct 21 — 22:

Poughkeepsie — 3 nights

Poughkeepsie, officially the City of Poughkeepsie, is a city in the state of New York, United States, which is the county seat of Dutchess County. You'll find plenty of places to visit near Poughkeepsie: Storm King Art Center (in New Windsor), Olana State Historic Site (in Hudson) and Pride of the Hudson (in Newburgh). And it doesn't end there: take in the views from Walkway Over the Hudson State Historic Park, contemplate the long history of Franklin D. Roosevelt Presidential Library and Museum, and experience rural life at Lawrence Farms Orchards.

To find maps, more things to do, reviews, and more tourist information, read Poughkeepsie travel route planner.

You can drive from Sleepy Hollow to Poughkeepsie in 1.5 hours. Traveling from Sleepy Hollow in October, plan for a bit cooler nights in Poughkeepsie, with lows around 43°F. Cap off your sightseeing on the 25th (Tue) early enough to catch the flight back home.
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Historic Sites · Museums · Parks
Side Trips
Find places to stay Oct 22 — 25: