A hiker walks down a path as snow is falling. The hiker's footprints can be seen in the snow.

Itineraries for Every Interest 

From seasonal getaways that let you explore the best of Westchester to one-day, one-town excursions, we’ve created itinerary suggestions for every interest and travel style.

A Winter to Treasure in Westchester 

Winter is in the air in Westchester County. From fun valentine getaways to picturesque parkland frosted in snow, Westchester is full of surprises this season.

Couple at Riverfront

Romantic Retreat

Plan a getaway with your special someone. Whether you're an art aficionado or an outdoor enthusiast, Westchester is just the place to spend some time with your valentine. 

African American Heritage Trail

The African American Heritage Trail is a collection of historic sites that preserve and interpret the contributions that people of African descent have made to the development of this country's unique American identity. The Trail is an ongoing initiative to identify sites, buildings and locations that reflect both the actions and experiences of African Americans in the evolution of Westchester. 

The entryway to the Peekskill Train Station for Metro-North Railroad.

Train Friendly Winter Guide

Cold temperatures bring an extra reason to sit back and enjoy Westchester's easy accessibility by train - the arrival of wintering bald eagles. Keep an eye out for these majestic birds as they soar overhead. And get ready to explore all 

Teatown Bridge

Westchester's Winter Wonders

Westchester abounds in cold-weather outdoor activities just a short drive from the big city. Whether the forecast calls for snow or sun, we’ve got you covered.

Faraway Snow

A Winter Playground for Family Fun

Westchester always has fun in the forecast for families. Explore these ideas to enjoy New York’s favorite winter playground.

   Other seasonal itineraries:

  Spring/Summer        Fall

 

Hyperlocal itineraries help you turn a short visit into a day beyond expectations.