Cottages in Winchester

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

Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Cottages in Winchester

Charles Town Home w/ Private Pool & Hot Tub
Interior

Charles Town Home w/ Private Pool & Hot Tub

3.0 star property
Charles Town Home w/ Private Pool & Hot Tub
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

Museum of the Shenandoah Valley

Museum of the Shenandoah Valley

You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the cosy cafes or top-notch restaurants in this walkable area.

See properties in Museum of the Shenandoah Valley
Museum of the Shenandoah Valley

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.

See all hotels in Winchester

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

See all hotels in Pueblo
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 The Woodrow Wilson Presidential Library and Gypsy Hill Park.

See all hotels in Staunton

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.

See all hotels in Florence

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

See all hotels in Nyack