4 days in Pleasantville & Tarrytown Itinerary

4 days in Pleasantville & Tarrytown Itinerary

Created using Inspirock Westchester County Trip Planner

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Route & dates

4 days in Pleasantville & Tarrytown Itinerary

Start: Tarrytown
Drive:  30 min
1
Pleasantville
— 1 day
Drive:  30 min
2
Tarrytown
— 3 nights
End: Tarrytown

1
day
Pleasantville

Pleasantville ©
Pleasantville is a village in the town of Mount Pleasant, in Westchester County, New York. Start off your visit on the 15th (Sat): play a few rounds at Doral Golf Club, then explore the world behind art at Hudson Valley Center for Contemporary Art, and then visit a coastal fixture at The Stony Point Battlefield Lighthouse.

To find reviews, more things to do, and other tourist information, read our Pleasantville vacation builder.

Tarrytown to Pleasantville is an approximately half hour car ride. Expect a daytime high around 59°F in April, and nighttime lows around 41°F. Wrap up your sightseeing on the 15th (Sat) early enough to travel to Tarrytown.

Things to do in Pleasantville

Outdoors Golf Museums

Side Trips

Hudson Valley MOCA, The Stony Point Battlefield Lighthouse, Doral Golf Club
Find places to stay Apr 15 — 16:
Highlights from your plan
The Stony Point Battlefield Lighthouse ©
Hudson Valley MOCA ©
Hudson Valley MOCA

3
nights
Tarrytown

Tarrytown ©
Tarrytown is a village in the town of Greenburgh in Westchester County, New York, United States. Deepen your sense of the past at sights like Franklin D. Roosevelt Presidential Library and Museum and Eleanor Roosevelt National Historic Site. Escape the urban bustle at Sam's Point Preserve and Fire Island National Seashore. Get out of town with these interesting Tarrytown side-trips: Jones Farm (in Cornwall on Hudson), Woodbury Common Premium Outlets (in Central Valley) and Benmarl Winery (in Marlboro).

To see more things to do, traveler tips, and other tourist information, use the Tarrytown trip generator.

Tarrytown is very close to Pleasantville. In April in Tarrytown, expect temperatures between 59°F during the day and 41°F at night. Finish up your sightseeing early on the 18th (Tue) so you can travel back home.

Things to do in Tarrytown

Parks Outdoors Beaches

Side Trips

Fire Island National Seashore, Woodbury Common Premium Outlets, Franklin D. Roosevelt Presidential Library and Museum, Jones Farm, Benmarl Vineyards and Winery
Find places to stay Apr 15 — 18:
Highlights from your plan
Sam's Point Preserve ©
Sam's Point Preserve
Benmarl Vineyards and Winery ©
Benmarl Vineyards and Winery