Orange Trailhead Tours

Popular places to visit

This mansion was built in 1838 and is situated on 65 acres on the Hudson river and was home to New York City Major William Paulding Jr., merchant George Merritt and railroad tycoon Jay Gould consecutively.

Lyndhurst Mansion

4.5/5(9 reviews)

Learn about the local history of Tarrytown with a stop at Lyndhurst Mansion. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Lyndhurst Mansion
The Big Lifter

Pierson Park

Explore the great outdoors at Pierson Park, a lovely green space in Tarrytown. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Pierson Park
This beautiful park is alongside the Hudson River in the beautiful city of Irvington. The park is beautiful and has many amenities like Playground Unit, Shuffle Board Courts Horse Shoe Pits, Bocce Court Volleyball Net Spray Pool Picnic Tables and Barbecue Pits. The park benches give you scenic views of glorious sunsets and the Tapan Zee bridge in the distance.

Matthiessen Park

Explore the great outdoors at Matthiessen Park, a lovely green space in Irvington. Wander the riverfront in this family-friendly area.

Matthiessen Park
Kykuit was home to four generations of the Rockefeller family, beginning with the philanthropist John D. Rockefeller, founder of Standard Oil. #Museums #Architecture

Kykuit

4/5(6 reviews)

You can learn about the history of Tarrytown when you stop by Kykuit. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Kykuit
Philipsburg Manor

Philipsburg Manor

You can find out about the history of Sleepy Hollow with a trip to Philipsburg Manor. Wander the riverfront in this quaint area.

Philipsburg Manor
Sleepy Hollow which includes a river or creek, a bridge and a lighthouse

Tarrytown Lighthouse

You can learn about the history of Sleepy Hollow with a stop at Tarrytown Lighthouse. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

Tarrytown Lighthouse

Best Lodging Options Near Orange Trailhead

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Hampton Inn White Plains/Tarrytown
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Baymont by Wyndham White Plains - Elmsford
Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County

3 out of 5
475 White Plains Rd, Tarrytown, NY
Courtyard by Marriott Tarrytown Westchester County
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
455 S Broadway, Tarrytown, NY
Sleepy Hollow Hotel
Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

3.5 out of 5
600 White Plains Rd, Tarrytown, NY
Sheraton Tarrytown Hotel
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane, Tarrytown, NY
Tarrytown House Estate
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303, Orangeburg, NY
Armoni Inn & Suites
See all 537 properties in Orange Trailhead
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.