4 days in Westchester County Itinerary

4 days in Westchester County Itinerary

Created using Inspirock Westchester County Trip Planner

This plan was created by another inspirock user. Make it your plan

Route & dates

4 days in Westchester County Itinerary

Start: Philadelphia
Drive:  3 h 15 min
— 3 nights
Drive:  3 h 15 min
End: Philadelphia


Pleasantville ©
Pleasantville is a village in the town of Mount Pleasant, in Westchester County, New York. Satisfy your inner culture vulture at Hudson Valley Center for Contemporary Art and Greenburgh Nature Center & Manor House. You'll discover tucked-away gems like Teatown Lake Reservation and John Jay Homestead. Explore the numerous day-trip ideas around Pleasantville: Harvest Moon Farm & Orchard (in North Salem), Manor Park (in Larchmont), Lasdon Park (in Somers) and Ward Pound Ridge Reservation (in Cross River). There's still lots to do: take in the awesome beauty at Turkey Mountain Nature Preserve, explore the world behind art at Katonah Museum of Art, tee off at Hudson Hills Golf Course, and tour the pleasant surroundings at Donald M. Kendall Sculpture Gardens.

To see reviews, more things to do, maps, and more tourist information, refer to the Pleasantville travel itinerary creator.

Philadelphia to Pleasantville is an approximately 2.5-hour car ride. January in Pleasantville sees daily highs of 36°F and lows of 22°F at night. Cap off your sightseeing on the 16th (Mon) early enough to travel back home.

Things to do in Pleasantville

Parks Wildlife Outdoors

Side Trips

Ossining, Katonah, Harvest Moon Farm & Orchard, Ward Pound Ridge Reservation, Sculpture Garden
Find places to stay Jan 12 — 16:
Highlights from your plan
Turkey Mountain ©
Turkey Mountain
Hudson Hills Golf Course ©
Hudson Hills Golf Course
Katonah Museum of Art ©
Katonah Museum of Art