Cottages in Winchester

your current months are January, 2025 and February, 2025.
January 2025
February 2025

Find and book your perfect stay

Earn rewards on every night you stay
Save more with Member Prices
Free cancellation options if plans change

Cottages in Winchester

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.

Top landmarks in Winchester

Winchester and related destinations

Winchester is applauded for its theatre and entertainment with such cultural attractions as Bright Box Theater and Museum of the Shenandoah Valley. This historical city has something for everyone including restaurants and sights like Shenandoah Valley Discovery Museum and Patsy Cline Historic House—all within a scenic setting.

Pueblo is well known for its riverfront and mountains, featuring attractions such as Pueblo Union Depot and Historic Arkansas Riverwalk of Pueblo. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Vail Hotel and Pueblo Convention Center.

Photo by Jeff White
Open Photo by Jeff White

Staunton is applauded for its entertainment and theatre with such cultural attractions as American Shakespeare Center and Frontier Culture Museum. This historical city has something for everyone including its museums, restaurants and sights like R.R. Smith Center for History & Art and The Woodrow Wilson Presidential Library.

Notable for its entertainment, Florence features attractions such as Florence Museum and Magnolia Mall. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Florence Civic Center and Palmetto Shores Lake.

Admired for its riverfront and entertainment, Nyack features attractions such as Edward Hopper House Art Center and Rockland Lake State Park. This family-friendly city has something for everyone including its sports, restaurants and sights like Buttermilk Falls Park and Nyack Beach State Park.

Nyack which includes a city