4 days in New York State Itinerary

4 days in New York State Itinerary

Created using Inspirock New York State trip builder

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Make it your trip
Fly to La Guardia Airport, Drive to Peekskill
1
Peekskill
Drive
2
Rhinebeck
Drive
3
Hyde Park
— 1 night
Drive
4
Cold Spring
— 1 night
5
Cold Spring
Drive
6
Katonah
Drive
7
Sleepy Hollow
Drive
8
Tarrytown
— 1 night
Drive
9
Cornwall on Hudson
Drive to La Guardia Airport, Fly to Washington

S M T W T F S
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Peekskill

Peekskill, officially the City of Peekskill, is a city in the New York City metropolitan area, Westchester County, New York, in the United States. To see ratings, other places to visit, traveler tips, and other tourist information, read our Peekskill day trip planning website.

Washington to Peekskill is an approximately 5-hour combination of flight and car. You can also drive. Expect a daytime high around 76°F in September, and nighttime lows around 55°F. On the 20th (Mon), you'll travel to Rhinebeck.

Things to do in Peekskill

Parks · Nature · Historic Sites · Outdoors
Find places to stay Sep 20 — 21:

Rhinebeck

Rhinebeck is a village in the town of Rhinebeck in Dutchess County, New York, United States. Start off your visit on the 20th (Mon): get engrossed in the history at The Fred J. Johnston Museum.

For where to stay, photos, and tourist information, read our Rhinebeck road trip app.

You can drive from Peekskill to Rhinebeck in 1.5 hours. September in Rhinebeck sees daily highs of 78°F and lows of 53°F at night. Finish your sightseeing early on the 20th (Mon) to allow enough time to drive to Hyde Park.

Things to do in Rhinebeck

Museums

Side Trip

Find places to stay Sep 20 — 21:

Hyde Park

— 1 night
Hyde Park is a town in Dutchess County, New York, bordering the Hudson River north of Poughkeepsie. For more things to do, photos, where to stay, and other tourist information, go to the Hyde Park itinerary planner.

Hyde Park is just a stone's throw from Rhinebeck. September in Hyde Park sees daily highs of 78°F and lows of 53°F at night. Wrap up your sightseeing on the 21st (Tue) early enough to drive to Cold Spring.

Things to do in Hyde Park

Historic Sites · Museums

Side Trips

Find places to stay Sep 20 — 21:

Cold Spring

— 1 night
Cold Spring is a village in the town of Philipstown in Putnam County, New York, United States. Start off your visit on the 22nd (Wed): learn about all things military at West Point Museum, step into the grandiose world of Bannerman Castle, and then take in nature's colorful creations at Stonecrop Gardens.

To find maps, more things to do, and more tourist information, go to the Cold Spring holiday planner.

Getting from Hyde Park to Cold Spring by car takes about an hour. In September, daily temperatures in Cold Spring can reach 76°F, while at night they dip to 55°F. Finish your sightseeing early on the 22nd (Wed) to allow enough time to travel to Cold Spring.

Things to do in Cold Spring

Historic Sites · Parks · Museums

Side Trip

Find places to stay Sep 21 — 22:

Cold Spring

To see traveler tips and tourist information, you can read our Cold Spring road trip planning website.

You'll set off for Katonah on the 22nd (Wed).

Things to do in Cold Spring

Parks · Nature · Outdoors · Historic Sites
Find places to stay Sep 22 — 23:

Katonah

Katonah is one of three hamlets and census-designated places (CDP) within the town of Bedford, Westchester County, in the U.S. state of New York, specifically northern Westchester. For other places to visit, maps, where to stay, and tourist information, go to the Katonah online journey planner.

You can drive from Cold Spring to Katonah in an hour. In September, daily temperatures in Katonah can reach 76°F, while at night they dip to 54°F. You'll set off for Sleepy Hollow on the 22nd (Wed).

Things to do in Katonah

Parks · Wildlife · Nature · Outdoors
Find places to stay Sep 22 — 23:

Sleepy Hollow

Sleepy Hollow is a village in the town of Mount Pleasant in Westchester County, New York. To find traveler tips, photos, where to stay, and more tourist information, read Sleepy Hollow route app.

Sleepy Hollow is just a stone's throw from Katonah. September in Sleepy Hollow sees daily highs of 77°F and lows of 58°F at night. On the 22nd (Wed), you're off to Tarrytown.

Things to do in Sleepy Hollow

Parks · Historic Sites · Nature · Wildlife
Find places to stay Sep 22 — 23:

Tarrytown

— 1 night
Tarrytown is a village in the town of Greenburgh in Westchester County, New York, United States. Start off your visit on the 23rd (Thu): indulge in some personalized pampering at Soul Flyte.

For traveler tips, other places to visit, where to stay, and other tourist information, go to the Tarrytown trip tool.

Tarrytown is just a stone's throw from Sleepy Hollow. In September, daytime highs in Tarrytown are 77°F, while nighttime lows are 58°F. You will have some time to spend on the 23rd (Thu) before leaving for Cornwall on Hudson.

Things to do in Tarrytown

Spas

Side Trip

Find places to stay Sep 22 — 23:
Highlights from your trip

Cornwall on Hudson

Cornwall-on-Hudson is a riverfront village in the town of Cornwall, Orange County, New York. Start off your visit on the 23rd (Thu): stroll around Storm King State Park and then stroll around Storm King Art Center.

To find traveler tips, maps, photos, and more tourist information, read our Cornwall on Hudson online itinerary planner.

Traveling by car from Tarrytown to Cornwall on Hudson takes an hour. September in Cornwall on Hudson sees daily highs of 76°F and lows of 55°F at night. Cap off your sightseeing on the 23rd (Thu) early enough to travel back home.

Things to do in Cornwall on Hudson

Parks · Nature · Museums

Side Trip

Find places to stay Sep 23 — 24:

Similar trips

See more trips

New York State travel guide

4.5
The Empire State
Home to the country's most populous city, the state of New York is a major gateway for immigration into the United States, but also one of the nation's prime holiday destinations. Take a trip down the state's numerous wilderness trails and scenic roads to visit quaint small towns, sandy beaches, historical estates, and artist colonies. Though the majority of visitors head for the big-city restaurants, theaters, and museums, you can venture deeper into the rugged and remote mountain areas to discover a world of picturesque forests, rivers, mountains, and lakes. New York also boasts the nation's largest forest preserve, encompassing much of the northeastern lobe of the state.