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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Winchester Family Hotels

Tonight
5 Feb - 6 Feb
Tomorrow
6 Feb - 7 Feb
This weekend
7 Feb - 9 Feb
Next weekend
14 Feb - 16 Feb

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

Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.6 out of 10, Excellent, (1000)
"Staff was great and we loved our stay. Breakfast was good too. The only bad part was no hot water for tea or coffee downstairs."
The price is AED 293
AED 319 total
includes taxes & fees
16 Feb - 17 Feb
Country Inn & Suites by Radisson, Winchester, VA
Fairfield Inn & Suites Strasburg Shenandoah Valley
Exterior

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Clean, neat and modern."
The price is AED 452
AED 503 total
includes taxes & fees
12 Feb - 13 Feb
Fairfield Inn & Suites Strasburg Shenandoah Valley
Quality Inn
Exterior

Quality Inn

2.5 star property
9.0 out of 10, Wonderful, (1002)
"The room we stayed in is clean and updated. There is no carpet on the floor which gives the room a cleaner feel. Nice lighting and atmosphere. "
The price is AED 262
AED 285 total
includes taxes & fees
12 Feb - 13 Feb
Quality Inn
Hampton Inn Front Royal
Exterior

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1001)
"Awesome. Need skim milk for breakfast "
The price is AED 325
AED 361 total
includes taxes & fees
12 Feb - 13 Feb
Hampton Inn Front Royal
Red Roof Inn Winchester, VA
Exterior

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1001)
"Quiet area"
The price is AED 225
AED 245 total
includes taxes & fees
16 Feb - 17 Feb
Red Roof Inn Winchester, VA
Spark by Hilton Winchester
Exterior

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great new Hi m ton property"
The price is AED 356
AED 403 total
includes taxes & fees
16 Feb - 17 Feb
Spark by Hilton Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Exterior

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.2 out of 10, Wonderful, (1006)
"Very friendly, helpful staff! Live music at the bar!"
The price is AED 434
AED 492 total
includes taxes & fees
16 Feb - 17 Feb
The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very Good, (723)
"Everything was fine. Will stay there again."
The price is AED 294
AED 320 total
includes taxes & fees
16 Feb - 17 Feb
Holiday Inn Express Winchester South-Stephens City by IHG
Quality Inn Stephens City - Winchester South
Exterior

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (548)
"Spacious comfortable bed and room Convenient highway access Decent restaurants and coffee shops nearby Good breakfast "
The price is AED 244
AED 265 total
includes taxes & fees
23 Feb - 24 Feb
Quality Inn Stephens City - Winchester South
Hotel Strasburg
Building design

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 Sleep Inn & Suites 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 Bright Box Theater, Apple Blossom Mall, and Handley Regional Library. Make sure you have lots of time for activities like Winchester Little Theater and Rocking S Ranch.