Find Family Hotels in Winchester, VA

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Check availability on Winchester Family Hotels

Top Winchester Family Hotels

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.6 out of 10, Excellent, (1000)
"Great stay for a great price!"
The price is AED 340
AED 370 total
includes taxes & fees
15 Jun - 16 Jun
Country Inn & Suites by Radisson, Winchester, VA

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Great place to stay in Strasburg Va"
The price is AED 452
AED 503 total
includes taxes & fees
22 Jun - 23 Jun
Fairfield Inn & Suites Strasburg Shenandoah Valley

Quality Inn

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Excellent breakfast and nice remodeled rooms."
The price is AED 325
AED 353 total
includes taxes & fees
17 Jun - 18 Jun
Quality Inn

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1003)
"Recently renovated..very friendly staff"
The price is AED 387
AED 431 total
includes taxes & fees
10 Jul - 11 Jul
Hampton Inn Front Royal

Red Roof Inn Winchester, VA

2.0 star property
7.4 out of 10, Good, (1001)
"Nice and close to sightseeing places."
The price is AED 257
AED 280 total
includes taxes & fees
12 Jun - 13 Jun
Red Roof Inn Winchester, VA

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great stay. Very friendly staff and the room was clean and comfortable. "
The price is AED 340
AED 386 total
includes taxes & fees
22 Jun - 23 Jun
Spark by Hilton Winchester

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Perfect hotel in a great location!!!"
The price is AED 465
AED 527 total
includes taxes & fees
19 Jun - 20 Jun
The George Washington Hotel, A Wyndham Grand Hotel

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very Good, (748)
"Easy and cheerful check in. Property is very clean. Beds are comfortable. Nice breakfast"
The price is AED 342
AED 372 total
includes taxes & fees
17 Jun - 18 Jun
Holiday Inn Express Winchester South-Stephens City by IHG

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (574)
"Very efficient.checkin."
The price is AED 290
AED 316 total
includes taxes & fees
8 Jul - 9 Jul
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.

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 Country Inn & Suites by Radisson, Winchester, VA.
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.