Find Family Hotels in Old Town Winchester, VA

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Old Town Winchester Family Hotels

Tonight
27 Apr - 28 Apr
Tomorrow
28 Apr - 29 Apr
Next weekend
2 May - 4 May
In two weeks
9 May - 11 May

Compare Old Town Winchester Family Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The George Washington Hotel, A Wyndham Grand Hotel
Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1006)
"Loved our stay!"
The price is AED 438
AED 496 total
includes taxes & fees
4 May - 5 May
The George Washington Hotel, A Wyndham Grand Hotel
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.
Don't see what you're looking for?
See all available properties in Old Town Winchester

Frequently asked questions

What's Old Town Winchester like for family-friendly vacations?
The walkable destination of Old Town Winchester is a great choice if you’ve been thinking about a vacation with the kids. The local tours and cafes are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the center of Old Town Winchester.
When's the best time to book a family-friendly vacation in Old Town Winchester?
The hottest months are usually July and August with an average temperature of 72°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and March
  • Rainiest months: May, September, June, and July
What's there to see and do with your family in Old Town Winchester?
While you and your family are staying in Old Town Winchester, you might want to visit some family-friendly attractions such as Bright Box Theater, Handley Regional Library, and Apple Blossom Mall. Make sure you have lots of time for activities like Dinosaur Land and Winchester Little Theater.