Find Family Hotels in Winchester, VA

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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, (1007)
"Great stay for a great price!"
The price is AED 356
AED 387 total
includes taxes & fees
18 May - 19 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, (1004)
"Great place to stay in Strasburg Va"
The price is AED 466
AED 519 total
includes taxes & fees
27 May - 28 May
Fairfield Inn & Suites Strasburg Shenandoah Valley
Quality Inn
Exterior

Quality Inn

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Quiet, safe, great value, clean, newly updated rooms. Will definitely stay again "
The price is AED 309
AED 336 total
includes taxes & fees
27 May - 28 May
Quality Inn
Hampton Inn Front Royal
Exterior

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1005)
"Everything was great!"
The price is AED 406
AED 452 total
includes taxes & fees
8 Jun - 9 Jun
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 AED 257
AED 280 total
includes taxes & fees
18 May - 19 May
Red Roof Inn Winchester, VA
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great stay. Very friendly staff and the room was clean and comfortable. "
The price is AED 356
AED 403 total
includes taxes & fees
15 Jun - 16 Jun
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, (1005)
"Loved our stay!"
The price is AED 438
AED 496 total
includes taxes & fees
27 May - 28 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, (744)
"Easy and cheerful check in. Property is very clean. Beds are comfortable. Nice breakfast"
The price is AED 371
AED 404 total
includes taxes & fees
22 May - 23 May
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, (568)
"Very efficient.checkin."
The price is AED 302
AED 329 total
includes taxes & fees
29 May - 30 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.
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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 Handley Regional Library. Make sure you have lots of time for activities like Winchester Little Theater and Rocking S Ranch.