Find kid-friendly hotels & resorts in Winchester, VA from $72

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Pick from 36 Winchester Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Bar (on property)
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1004)
"Beautiful town. The hotel is beautiful. "
The price is $125
$142 total
includes taxes & fees
May 27 - May 28
The George Washington Hotel, A Wyndham Grand Hotel
Indoor pool
Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very friendly staff and free breakfast"
The price is $123
$137 total
includes taxes & fees
Jun 5 - Jun 6
Fairfield Inn & Suites Strasburg Shenandoah Valley
Lobby
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Great"
The price is $96
$109 total
includes taxes & fees
Jun 3 - Jun 4
Spark by Hilton Winchester
Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1344)
"Dog friendly and very convenient to I-81 on/off ramp."
The price is $106
$116 total
includes taxes & fees
May 26 - May 27
La Quinta Inn & Suites by Wyndham Winchester
Exterior
Quality Inn
2.5 star property
8.8 out of 10, Excellent, (997)
"We were in for our son's graduation. This place is a nice place to stay and conveniently located. It is not an upscale high dollar hotel but we didnt need that. It met our needs. The staff is great. Our room was clean and the breakfast selectio was great"
The price is $93
$101 total
includes taxes & fees
Jun 9 - Jun 10
Quality Inn
Exterior
Hampton Inn Front Royal
2.5 star property
8.8 out of 10, Excellent, (1002)
"Well kept, friendly stay. The bed was a bit more firm than I care for but this is a clean, well run hotel where guests are comfortable hanging out in the well appointed lobby/dining area. Coffee, tea & hot chocolate always available."
The price is $122
$136 total
includes taxes & fees
Jun 2 - Jun 3
Hampton Inn Front Royal
Exterior
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
8.8 out of 10, Excellent, (592)
"Close to highway, easy to find"
The price is $101
$110 total
includes taxes & fees
May 26 - May 27
Fairfield Inn & Suites by Marriott Winchester
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, (1001)
"Great Hotel"
The price is $93
$101 total
includes taxes & fees
May 27 - May 28
Country Inn & Suites by Radisson, Winchester, VA
Exterior
Holiday Inn Express Winchester South-Stephens City, an IHG Hotel
2.5 star property
8.2 out of 10, Very Good, (676)
"Very clean"
The price is $116
$126 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Express Winchester South-Stephens City, an IHG Hotel
Desk, soundproofing, iron/ironing board, cribs/infant beds
Twi-Lite Inn
2.0 star property
8.2 out of 10, Very Good, (453)
"Staying at the Twi-Lite was like being in a time capsule in the best way. Our room was super clean, the beds were great, and we appreciated the convenience of the microwave and refrigerator in our room. Loved the retro feel of this mid century property. The pool looked pristine, although the weather was not quite warm enough for us to be tempted to use it. If we are ever back in Front Royal we would stay here again. "
The price is $82
$91 total
includes taxes & fees
May 29 - May 30
Twi-Lite Inn
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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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Winchester Family Hotels information

 

Family Hotels in Winchester

36

Highest price
$125
Cheapest price
$72
Number of guest reviews
8,900
Total number of hotels in Winchester
1,858

 

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?
Country Inn & Suites by Radisson, Winchester, VA 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 Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel and Sleep Inn & Suites.
How many family-friendly hotels should I expect to find in Winchester?
Expedia has 9 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 Apple Blossom Mall, Bright Box Theater, and Winchester Little Theater. Make sure you have lots of time for activities like Handley Regional Library and Nalls Farm Market.

Recent reviews of Winchester hotels
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

5/5 Excellent
"Dog friendly and very convenient to I-81 on/off ramp."
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Winchester
Posted 4 hours ago
La Quinta Inn & Suites by Wyndham Winchester