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
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Cottages in Winchester

Top neighbourhoods in Winchester

Old Town Winchester map

Old Town Winchester

Winchester's Old Town Winchester neighbourhood is known for its restaurants and bars, and entices visitors with attractions, including Bright Box Theater and Shenandoah Valley Discovery Museum.

Winchester Historic District map

Winchester Historic District

Winchester's Winchester Historic District neighbourhood is home to attractions, such as Bright Box Theater and Shenandoah Valley Discovery Museum.

Top landmarks in Winchester

Museum of the Shenandoah Valley

Museum of the Shenandoah Valley

Museum of the Shenandoah Valley is 0.8 mi (1.3 km) from central Winchester, why not stop by during your stay? If you want to experience more of the culture Winchester has to offer, head to Shenandoah Valley Discovery Museum, Bright Box Theater, and Winchester Medical Center.

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 Staunton Public Library.

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

See all hotels in Nyack
Nyack which includes a city