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
Desk, laptop workspace, blackout drapes, iron/ironing board

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.6 out of 10, Excellent, (1005)
"Easy off highway and friendly staff. Close to dining."
The price is SAR 268
SAR 291 total
includes taxes & fees
9 Mar - 10 Mar
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, (1001)
"Just stopped for the night passing through from NC to home. It was a perfect place for a respite. "
The price is SAR 424
SAR 472 total
includes taxes & fees
10 Mar - 11 Mar
Fairfield Inn & Suites Strasburg Shenandoah Valley
Quality Inn
Exterior

Quality Inn

2.5 star property
9.0 out of 10, Wonderful, (1004)
"Wonderful stop on our way north from Florida. So close to 81. Small, quiet, clean, nicely updated inexpensive hotel with a good hot breakfast. Especially appreciate the attached Denny's to have quick dinner after we arrived. No need to step back outside until morning. Great night's sleep in a comfortable bed with nice bedding. Our 2nd time here for our travel back home and will not be our last !"
The price is SAR 315
SAR 343 total
includes taxes & fees
9 Mar - 10 Mar
Quality Inn
Hampton Inn Front Royal
Exterior

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1000)
"Our stay was pleasant. We had a newly renovated room that was beautiful. The toilet paper and tissues could have been better but everything else was perfect. "
The price is SAR 395
SAR 440 total
includes taxes & fees
10 Mar - 11 Mar
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, (1005)
"Quiet area"
The price is SAR 236
SAR 257 total
includes taxes & fees
8 Mar - 9 Mar
Red Roof Inn Winchester, VA
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Lighting in the room was bright—not dingy with underpowered light fixtures. NO carpets in the rooms. I dislike dirty carpeting in rooms as there’s no way they are going to be clean. Many European hotels have laminate floors in their hotel rooms for decades. Property was clean and bright. Although they have a continental breakfast it would be nice to have a couple of “hot items” like sausages and eggs. "
The price is SAR 316
SAR 358 total
includes taxes & fees
16 Mar - 17 Mar
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)
"Solid, quiet building. Short convenient walk to old Town Winchester services. Reasonable, affordable room rates. Pleasant pool, hot tub and weight room. Customer-friendly staff. "
The price is SAR 475
SAR 538 total
includes taxes & fees
10 Mar - 11 Mar
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, (728)
"There was only one plug in the room that worked and your water pressure is terrible. The staff were very nice and polite."
The price is SAR 334
SAR 364 total
includes taxes & fees
13 Mar - 14 Mar
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, (555)
"Spacious comfortable bed and room Convenient highway access Decent restaurants and coffee shops nearby Good breakfast "
The price is SAR 269
SAR 293 total
includes taxes & fees
19 Mar - 20 Mar
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 by IHG.
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, Winchester Little Theater, and Apple Blossom Mall. Make sure you have lots of time for activities like Handley Regional Library and Rocking S Ranch.