Book Kid-Friendly Hotels in Winchester from $69

Name: Red Roof Inn Winchester, VA
Price range: $76 total
Rating: 7.4

Find & compare hotels, resorts and vacation rentals for the whole family

Top Winchester Kid Friendly Hotels

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

Fully refundableReserve now, pay when you stay

$84 nightly

$92 total

Feb 22 - Feb 23

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 ...

9.2/10 Wonderful! (1,000 reviews)

Very clean

Reviewed on Feb 10, 2026

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

Fully refundableReserve now, pay when you stay

$122 nightly

$138 total

Feb 22 - Feb 23

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, ...

9.2/10 Wonderful! (1,001 reviews)

Clean nice room Great location for restaurants

Reviewed on Jan 28, 2026

Fairfield Inn & Suites Strasburg Shenandoah Valley

33760 Old Valley Pike Strasburg VA

Fully refundableReserve now, pay when you stay

$113 nightly

$126 total

Feb 22 - Feb 23

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! (1,000 reviews)

We stay here every year on our way to NC. Always very nice and helpful staff.

Reviewed on Jan 23, 2026

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

Fully refundableReserve now, pay when you stay

$98 nightly

$109 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express ...

9/10 Wonderful! (1,000 reviews)

Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's.

Reviewed on Jan 20, 2026

Spark by Hilton Winchester

150 Wingate Dr Winchester VA

Fully refundableReserve now, pay when you stay

$82 nightly

$93 total

Feb 22 - Feb 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! (1,000 reviews)

We love this hotel! We stay here often when traveling from the north to the south visiting family. It is impeccably clean and modern. The staff makes you feel welcome and the check-in is quick and efficient.

Reviewed on Feb 5, 2026

Country Inn & Suites by Radisson, Winchester, VA

141 Kernstown Commons Blvd Winchester VA

Fully refundable

$83 nightly

$91 total

Feb 22 - Feb 23

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 ...

8.6/10 Excellent! (1,001 reviews)

the room was very comfortable and the hot breakfast was great. the hotel maintenance guy, Steve, was very helpful in offering to jumpstart our car the next morning when it wouldn't start. the only issue was that the TV was set in Spanish and no one could get it reset to be in English.

Reviewed on Feb 9, 2026

Holiday Inn Express Winchester South-Stephens City by IHG

165 Town Run Ln Stephens City VA

Fully refundable

$74 nightly

$81 total

Feb 22 - Feb 23

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! (819 reviews)

Good

Reviewed on Feb 1, 2026

Red Roof Inn Winchester, VA

991 Millwood Pike Winchester VA

Fully refundableReserve now, pay when you stay

$69 nightly

$76 total

Feb 22 - Feb 23

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! (1,001 reviews)

great staff!

Reviewed on Feb 8, 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

$138 total

Feb 22 - Feb 23

Total with taxes and fees

9.2/10 Wonderful! (1,001 reviews)

Hotels with Childcare in Winchester

Celebration Retreat

440 Scenic Overlook Dr Front Royal VA

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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!