Book Kid-Friendly Hotels in Winchester from $77
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Top Winchester Kid Friendly Hotels
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
Fully refundable
$84 nightly
The price is $94 total per night from Sep 20 to Sep 21
$94 total
Sep 20 - Sep 21
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. Free WiFi ...
9.4/10 Exceptional! (1,005 reviews)
"Staff were kind and the room was nice and clean. Beds were comfortable. Room was spacious. We loved our stay and we stay again the next time we visit!"
Reviewed on Sep 13, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Sep 20 to Sep 21
$148 total
Sep 20 - Sep 21
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
9.4/10 Exceptional! (1,012 reviews)
"The shower was the best I had ever experienced. the pressure and water volume was awesome."
Reviewed on Sep 13, 2026
Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $129 total per night from Sep 29 to Sep 30
$129 total
Sep 29 - Sep 30
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference ...
9.2/10 Wonderful! (1,002 reviews)
"The Hampton in front Royal was a really awesome place to stay very well maintained the staff was very friendly and nice the front desk was very helpful the rooms were clean the grounds were clean food was good I give it five stars all the way. It was easy to get in and out of the town. We highly ..."
Reviewed on Sep 12, 2026
Fairfield Inn & Suites Strasburg Shenandoah Valley
33760 Old Valley Pike Strasburg VA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $122 total per night from Sep 20 to Sep 21
$122 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
9/10 Wonderful! (1,001 reviews)
"Front desk staff - AWESOME! I needed to speak with someone the day before arrival, and the staff was awesome! Very helpful! On arrival, the same staff member was cordial, friendly, and very efficient! The room was spacious and well equipped, but felt old. It's in need of some updating. The mattress ..."
Reviewed on Sep 13, 2026
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
$99 nightly
The price is $110 total per night from Oct 5 to Oct 6
$110 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
8.8/10 Excellent! (1,006 reviews)
"Carpet needs replacing. Rooms are good but dated."
Reviewed on Sep 13, 2026
Holiday Inn Express Winchester South-Stephens City by IHG
165 Town Run Ln Stephens City VA
Fully refundable
$85 nightly
The price is $94 total per night from Sep 20 to Sep 21
$94 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
8.2/10 Very Good! (892 reviews)
"Solo estuve 2 noches. El cuarto tenía olor a humedad aunque se veía limpio. Utilicé lavadora y secadora en las facilidades y funcionaron bien. El desayuno fue muy bueno. Los alrededores estaban limpios y me pareció un área segura. La ubicación es buena pues cuenta con lugares para comer a los que ..."
Reviewed on Sep 10, 2026
Red Roof Inn Winchester, VA
991 Millwood Pike Winchester VA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $77 total per night from Sep 14 to Sep 15
$77 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, express check-in, and express check-out are also ...
7.4/10 Good! (1,003 reviews)
"Don't stay here I battled roaches & beetles the days I stayed with one sucking blood out of my leg. And they never change the sheets on the bed & only give u a lil bit of towels. I was very disappointed especially with the bugs & how they take of you plus I see that people also live there & just ..."
Reviewed on Sep 12, 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $87 total per night from Sep 28 to Sep 29
$87 total
Sep 28 - Sep 29
Total with taxes and fees
The hotel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Traveling for business? Take advantage of the business ...
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.
Hotels With Pools in Winchester
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
$130 nightly
The price is $148 total per night from Sep 20 to Sep 21
$148 total
Sep 20 - Sep 21
Total with taxes and fees
9.4/10 Exceptional! (1,012 reviews)
Hotels with Childcare in Winchester
Celebration Retreat
440 Scenic Overlook Dr Front Royal VA
Winchester Kid-Friendly Hotels
It’s not a family vacation if you can’t bring the entire clan with you, is it? Next time you have a few days off from work, plan a family-friendly getaway. Set off on an adventure the entire family will love, and book your stay at one of the kid-friendly hotels in Winchester.
Your little ones are the most important thing in your life, so make sure they enjoy your accommodation as much as you do. From a kids-only room service menu (macaroni and cheese, anyone?) to special perks like in-room video game consoles, these lodgings provide a little something extra for the smaller members of your crew. The best family-friendly hotels in Winchester may even offer playgrounds and other activities to keep the kiddos busy. What’s more, some hotels provide a babysitting service so you can get a few hours to yourself!
Whether you’re traveling with one small child or hauling around your entire extended family, Travelocity is here to help. Let us hook you up with hotels for kids in Winchester that will keep your youngsters happy without breaking the bank. You can save even more when you bundle your flight and hotel together, so what are you waiting for? Grab your family and get ready to explore!
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Recent Winchester Hotel Reviews By Fellow Wanderers
Travelodge by Wyndham Winchester
5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Staff were nice a s helpful, convenient parking, clean room, liked the shelf in the shower stall and good breakfast. Would like to suggest to put 4 washcloths in the room so we didn't have to bother them to get two extra. We were next to the laundry room and we were waken up due to someone talking about 3:30 am."
A verified traveler stayed at Travelodge by Wyndham Winchester
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