Book Kid-Friendly Hotels in Winchester from $75
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Top Winchester Kid Friendly Hotels
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
Fully refundable
$90 nightly
The price is $98 total per night from Jun 21 to Jun 22
$98 total
Jun 21 - Jun 22
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! (1,002 reviews)
"Facility appears “worn” with carpet needing to be replaced in hallways and bathroom was not as clean as it should have been. Breakfast was OK and staff there were very friendly and helpful"
Reviewed on May 29, 2026
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Jun 7 to Jun 8
$138 total
Jun 7 - Jun 8
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this Georgian hotel. Traveling on business? Take advantage of the business center, ...
9.4/10 Exceptional! (1,003 reviews)
"Right downtown"
Reviewed on May 30, 2026
Fairfield Inn & Suites Strasburg Shenandoah Valley
33760 Old Valley Pike Strasburg VA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from Jun 7 to Jun 8
$126 total
Jun 7 - Jun 8
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)
"Great stay! Check-in was friendly, quick, and efficient. Good breakfast variety."
Reviewed on May 26, 2026
Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Jun 7 to Jun 8
$127 total
Jun 7 - Jun 8
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 ...
9/10 Wonderful! (1,000 reviews)
"Excellent staff"
Reviewed on May 25, 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $88 total per night from Jun 22 to Jun 23
$88 total
Jun 22 - Jun 23
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 ...
9/10 Wonderful! (1,018 reviews)
"Spotless property adjacent to a Chili's. Staff were awesome."
Reviewed on May 30, 2026
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
$94 nightly
The price is $102 total per night from Jun 21 to Jun 22
$102 total
Jun 21 - Jun 22
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! (1,000 reviews)
"Nice accommodations except there was no body wash in the shower, and I didn't notice until I was in there. Breakfast was okay, waffle mix was empty and had to wait until the desk person could get the kitchen worker to respond. The worst part was workers outside near the door smoking."
Reviewed on May 22, 2026
Holiday Inn Express Winchester South-Stephens City by IHG
165 Town Run Ln Stephens City VA
Fully refundable
$103 nightly
The price is $112 total per night from Jun 28 to Jun 29
$112 total
Jun 28 - Jun 29
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! (858 reviews)
"Very clean, Continental breakfast was good but not replenish quick enough. No charging stations, could have used one."
Reviewed on May 9, 2026
Red Roof Inn Winchester, VA
991 Millwood Pike Winchester VA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $75 total per night from Jul 1 to Jul 2
$75 total
Jul 1 - Jul 2
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! (1,002 reviews)
"I stayed for just one night, stopping to rest in the middle of a trip. It was a great stay—everything was perfect. I will stay here again in the future."
Reviewed on May 28, 2026
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
$122 nightly
The price is $138 total per night from Jun 7 to Jun 8
$138 total
Jun 7 - Jun 8
Total with taxes and fees
9.4/10 Exceptional! (1,003 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
La Quinta Inn & Suites by Wyndham Winchester
4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Everything was ok. Not outstanding but good value. Solid stay for the money. Breakfast ends at 9:00 so that’s difficult. Front desk is especially helpful. Wasn’t impressed with the beds as all. I found them soft and lumpy. But I like a firmer mattress."
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Winchester
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