Find Family Hotels in Winchester, VA

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 36 Winchester Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.6 out of 10, Excellent, (1008)
"Pool was not warm and closed inable to swim with 3 children"
The price is AED 256
AED 279 total
includes taxes & fees
26 Dec - 27 Dec
Country Inn & Suites by Radisson, Winchester, VA

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
9.0 out of 10, Wonderful, (1020)
"Clean, neat and modern."
The price is AED 452
AED 503 total
includes taxes & fees
3 Dec - 4 Dec
Fairfield Inn & Suites Strasburg Shenandoah Valley

Quality Inn

2.5 star property
9.0 out of 10, Wonderful, (1068)
"Front desk was very helpful and friendly. My room was nice and clean. Great place for an overnight stay."
The price is AED 262
AED 285 total
includes taxes & fees
9 Dec - 10 Dec
Quality Inn

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1045)
"Building under Rentavision"
The price is AED 375
AED 417 total
includes taxes & fees
15 Dec - 16 Dec
Hampton Inn Front Royal

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1039)
"As described "
The price is AED 221
AED 241 total
includes taxes & fees
8 Dec - 9 Dec
Red Roof Inn Winchester, VA

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1009)
"Check in was the easiest ever. Spacious rooms. Great shower. Need to address the tv reception. The picture was jittery "
The price is AED 278
AED 315 total
includes taxes & fees
22 Dec - 23 Dec
Spark by Hilton Winchester

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.2 out of 10, Wonderful, (1006)
"It’s very close to the local walking mall with stores and nice restaurants. parking was not a problem."
The price is AED 443
AED 502 total
includes taxes & fees
3 Dec - 4 Dec
The George Washington Hotel, A Wyndham Grand Hotel

Holiday Inn Express Winchester South-Stephens City, an IHG Hotel

2.5 star property
8.2 out of 10, Very Good, (712)
"Nice place to stay. Staff super friendly. "
The price is AED 302
AED 328 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Express Winchester South-Stephens City, an IHG Hotel

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (532)
"Very good"
The price is AED 261
AED 284 total
includes taxes & fees
22 Dec - 23 Dec
Quality Inn Stephens City - Winchester South

Hotel Strasburg

3.0 star property
7.8 out of 10, Good, (731)
"The place was closed and looks like it has been for quite sometime. The outside was run down and litter all over. We drove 5 hours to get there and even had a confirmation number from hotel. Com. Very disappointed!!!!!!"
Hotel Strasburg
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 Winchester

Frequently asked questions

What's Winchester like for family-friendly vacations?
The historic destination of Winchester is a good choice if you’ve been thinking about a trip with your kids. The entertainment, soaring skyscrapers, and theaters are just a few things that make this an attractive family vacation spot. Arrange a flight into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the city center.
What's the best hotel for a family vacation to Winchester?
Microtel Inn & Suites by Wyndham Winchester is a hotel with an indoor pool and free parking, and it’s a top choice on Expedia for families. Other good choices for your stay with the kids include Country Inn & Suites by Radisson, Winchester, VA and Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel.
How many family-friendly hotels should I expect to find in Winchester?
Expedia has 10 family-friendly hotels and other accommodations in Winchester.
When's the best time to book a family-friendly vacation in Winchester?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What's there to see and do with your family in Winchester?
While you are visiting Winchester, you and the family might want to check out some interesting spots such as Apple Blossom Mall, Bright Box Theater, and Rocking S Ranch. Make sure you have lots of time for activities like Handley Regional Library and Winchester Little Theater.