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

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, (1001)
"Clean, comfortable, pool was nice, breakfast was good "
The price is SAR 379
SAR 413 total
includes taxes & fees
11 May - 12 May
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, (1002)
"Great place to stay in Strasburg Va"
The price is SAR 428
SAR 476 total
includes taxes & fees
27 Apr - 28 Apr
Fairfield Inn & Suites Strasburg Shenandoah Valley
Quality Inn
Exterior

Quality Inn

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Very good value, clean, quiet, updated rooms."
The price is SAR 332
SAR 361 total
includes taxes & fees
11 May - 12 May
Quality Inn
Hampton Inn Front Royal
Exterior

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1001)
"The staff there was really nice."
The price is SAR 379
SAR 422 total
includes taxes & fees
18 May - 19 May
Hampton Inn Front Royal
Red Roof Inn Winchester, VA
Desk, blackout drapes, free cribs/infant beds, free WiFi

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1002)
"I loved staying here "
The price is SAR 251
SAR 273 total
includes taxes & fees
27 Apr - 28 Apr
Red Roof Inn Winchester, VA
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great stay. Very friendly staff and the room was clean and comfortable. "
The price is SAR 332
SAR 376 total
includes taxes & fees
11 May - 12 May
Spark by Hilton Winchester
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 SAR 447
SAR 507 total
includes taxes & fees
4 May - 5 May
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, (738)
"Rooms was clean and staff very helpfull breakfast was very good. "
The price is SAR 390
SAR 424 total
includes taxes & fees
28 Apr - 29 Apr
Holiday Inn Express Winchester South-Stephens City by IHG
Quality Inn Stephens City - Winchester South
Premium bedding, desk, iron/ironing board, rollaway beds

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (565)
"Spent one night on way home. The room was clean and comfortable. Would stay again"
The price is SAR 311
SAR 338 total
includes taxes & fees
4 May - 5 May
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?
Holiday Inn Winchester Se-Historic Gateway by IHG is a hotel with an indoor pool and a restaurant, and it’s a top choice on Expedia for families. Other good choices for your stay with the kids include Microtel Inn & Suites by Wyndham Winchester and Sleep Inn & Suites.
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 Winchester Little Theater. Make sure you have lots of time for activities like Rocking S Ranch and Handley Regional Library.