Find Family Hotels in Winchester, VA

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Check availability on Winchester Family Hotels

Tonight
Jul 28 - Jul 29
Tomorrow
Jul 29 - Jul 30
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

Top Winchester Family Hotels

Country Inn & Suites by Radisson, Winchester, VA
Cozy living room with a fireplace, wooden shelves, and a light-colored sofa.

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1014)
"Great stay for a great price!"
The price is NT$2,803
NT$3,050 total
includes taxes & fees
Jul 30 - Jul 31
Country Inn & Suites by Radisson, Winchester, VA
Fairfield Inn & Suites Strasburg Shenandoah Valley
Welcome to Marriott, a hotel with a modern design and covered entrance.

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Excellent "
The price is NT$3,327
NT$3,703 total
includes taxes & fees
Aug 3 - Aug 4
Fairfield Inn & Suites Strasburg Shenandoah Valley
Quality Inn Winchester
Guests can relax in the spacious lobby, surrounded by artwork and a comfortable seating area with a sofa, armchair, and ottoman.

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1012)
"Great place , great front desk staff, super clean & very quiet"
The price is NT$2,728
NT$2,968 total
includes taxes & fees
Aug 3 - Aug 4
Quality Inn Winchester
Hampton Inn Front Royal
Classic hotel exterior with a symmetrical facade, large windows, and a prominent entrance.

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1007)
"Great stay!"
The price is NT$3,204
NT$3,566 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Front Royal
Red Roof Inn Winchester, VA
Relax in a spacious room with a large bed, comfortable seating area, and convenient desk space.

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1007)
"Nice and close to sightseeing places."
The price is NT$2,061
NT$2,242 total
includes taxes & fees
Aug 3 - Aug 4
Red Roof Inn Winchester, VA
Spark by Hilton Winchester
Relax in the stylish lobby with a seating area, mezzanine level, and comfortable bench.

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Clean, comfortable, quiet, safe, but complimentary breakfast was lackluster."
The price is NT$2,753
NT$3,119 total
includes taxes & fees
Aug 24 - Aug 25
Spark by Hilton Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Enjoy a romantic dinner under the stars at our outdoor dining area, where round tables are set with wine, candles, and appetizers.

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1010)
"Great location and clean hotel"
The price is NT$3,729
NT$4,225 total
includes taxes & fees
Jul 31 - Aug 1
The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Express Winchester South-Stephens City by IHG
Enjoy a diverse spread of international cuisine at our buffet, featuring multiple serving stations with clearly labeled options.

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very Good, (761)
"Always great!"
The price is NT$2,797
NT$3,043 total
includes taxes & fees
Aug 15 - Aug 16
Holiday Inn Express Winchester South-Stephens City by IHG
Quality Inn Stephens City - Winchester South
Enjoy a convenient breakfast at the hotel's well-equipped breakfast bar, featuring a juice dispenser, bowls, and a coffee machine.

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (593)
"Great stay!"
The price is NT$2,439
NT$2,653 total
includes taxes & fees
Aug 14 - Aug 15
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.

Top Winchester Hotel Reviews

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

10/10 Excellent
"Place nice and clean and quiet "
Jess 1-night trip
Posted 2 days ago
Courtyard by Marriott 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 Country Inn & Suites by Radisson, Winchester, VA 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, Winchester Little Theater, and Apple Blossom Mall. Make sure you have lots of time for activities like Handley Regional Library and Apple Valley Square Shopping Center.