Book Kid-Friendly Hotels in Winchester from $80
Find & compare hotels, resorts and vacation rentals for the whole family
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Winchester Kid Friendly Hotels
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 Apr 9 to Apr 10
$138 total
Apr 9 - Apr 10
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! (1,002 reviews)
This is a great renaissance hotel. The renovation of the interior is magnificent. The staff is very professional, competent and accommodating. Notables are the lobby including the bar and the pool spa. Best hotel shower head ever! The dining options in walking distance are fantastic. Definite return ...
Reviewed on Mar 31, 2026
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $99 total per night from Apr 12 to Apr 13
$99 total
Apr 12 - Apr 13
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! (1,001 reviews)
Room was very clean and large. Staff was friendly. Great location.
Reviewed on Mar 31, 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 Apr 9 to Apr 10
$126 total
Apr 9 - Apr 10
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! (1,002 reviews)
Amazing staff!!!
Reviewed on Mar 26, 2026
Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $114 total per night from Apr 26 to Apr 27
$114 total
Apr 26 - Apr 27
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! (1,003 reviews)
While everything was great, I was most impressed by the customer service from all of the staff.
Reviewed on Mar 30, 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $98 total per night from Apr 12 to Apr 13
$98 total
Apr 12 - Apr 13
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! (1,001 reviews)
NA
Reviewed on Mar 25, 2026
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
$92 nightly
The price is $100 total per night from Apr 26 to Apr 27
$100 total
Apr 26 - Apr 27
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)
The room was clean. The breakfast was well stocked and the attendants kept in very clean.
Reviewed on Mar 31, 2026
Holiday Inn Express Winchester South-Stephens City by IHG
165 Town Run Ln Stephens City VA
Fully refundable
$100 nightly
The price is $109 total per night from Apr 12 to Apr 13
$109 total
Apr 12 - Apr 13
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! (842 reviews)
Check-in was smooth… staff really friendly !! My room was nice… super-comfy beds & pillows!! Breakfast food was good- great coffee!! (New grinding bean machine!) Parking fine & safe
Reviewed on Apr 2, 2026
Red Roof Inn Winchester, VA
991 Millwood Pike Winchester VA
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $80 total per night from Apr 4 to Apr 5
$80 total
Apr 4 - Apr 5
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)
During a 14-night stay, room was cleaned some days in an apparently random pattern, the hard flooring seemed to only be mopped once during our stat and not at all in the (tiny) bathroom, laundry was likewise hit and miss. Wi-Fi was fine but it was not possible to use the phone in the room for any ...
Reviewed on Mar 24, 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 Apr 9 to Apr 10
$138 total
Apr 9 - Apr 10
Total with taxes and fees
9.4/10 Exceptional! (1,002 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!
Package deals, things to do & more in Winchester
Fun things to do with kids in Winchester
Best flights+hotels package deals to Winchester
Our top All Inclusive family-friendly hotels in Winchester
Villas, cabins and more rentals in Winchester
Recent Winchester Hotel Reviews By Fellow Wanderers
Fairfield Inn & Suites by Marriott Winchester
5 out of 5
Posted 6 hours ago
Travelocity Verified Review
"The breakfast was good (stan"
A verified traveler stayed at Fairfield Inn & Suites by Marriott Winchester
More Ways To Wander Winchester
Flights to Winchester
The best fares to get you there
Winchester Hotels
Winchester Vacation Rentals
Great Deals on Alternative Accommodations
Winchester Car Rentals
Affordable cars to get you around town
Winchester Vacations
Save more by combining flights, hotels and cars
Things to do in Winchester
Discover events, experiences & tours
Explore More Ways to Travel with Travelocity
- Hotels near Winchester-Frederick County Convention & Visitors Bureau
- 3 Star Hotels in Old Town Winchester
- Boutique Hotels in Old Town Winchester
- Golf Resorts & in Old Town Winchester
- Historic Hotels in Old Town Winchester
- Hotels with Balconies in Old Town Winchester
- Old Town Winchester Hotels
- Farmstay in Stephens City
- Apartments in Stephens City
- B&B in Stephens City
- Cabins in Stephens City
- Extended Stay Hotels in Stephens City
- Historic Hotels in Stephens City
- Hotels with Hot Tubs in Stephens City
- Luxury Hotels in Stephens City
- Pet Friendly Hotels in Stephens City
- Winery Hotels in Stephens City
- Stephens City Hotels
- Motels in Stephens City
- Rv Parks in Stephens City
- Resorts in Stephens City
- Hotels near Mt Hebron Cemetery
- Golf Resorts & in Paris
- Winery Hotels in Paris
- Hotels near Jim Barnett Park
- Hotels near Abram's Delight
- Hotels with an Indoor Pool in Middletown
- Hotels with smoking rooms in Middletown
- Pet Friendly Hotels in Middletown
- Hotels near Winchester Regional
- Hotels near Patsy Cline Historic House
- Adults Only Resorts & in Alexandria
- Hotels with a Gym in Alexandria
- Hotels near Bright Box Theater
- Apartments in Berryville
- B&B in Berryville
- Cabins in Berryville
- Chalets in Berryville
- Cottages in Berryville
- Extended Stay Hotels in Berryville
- Cheap Hotels in Berryville
- Romantic Getaways & Hotels in Berryville
- Berryville Hotels
- Motels in Berryville
- Vacation Homes in Berryville
- All Inclusive Resorts & in Fredericksburg
- Boutique Hotels in Fredericksburg
- Hotels with Suites in Fredericksburg
- Hotels with Free Airport Shuttle in Fredericksburg
- Hotels with Free Parking in Fredericksburg
- Hotels with Waterslides in Fredericksburg
- Hotels on the River in Fredericksburg
- Waterpark Hotels and Resorts in Fredericksburg
- Hotels near Dinosaur Land
- Hotels near The Kernstown Battlefield
- Hotels near Rocking S Ranch
- Hotels near Shenandoah University
- 3 Star Hotels in Boyce
- B&B in Boyce
- Cabins in Boyce
- Luxury Hotels in Boyce
- Boyce Hotels
- Vacation Homes in Boyce
- Resorts in Boyce
- Villas in Boyce
- Hotels near Winchester Medical Center
- Cheap Hotels in Strasburg
- Convention Center Hotels in Strasburg
- Hotels with Pools in Strasburg
- Hotels with Hot Tubs in Strasburg
- Hotels with an Indoor Pool in Strasburg
- Luxury Hotels in Strasburg
- Pet Friendly Hotels in Strasburg
- Winery Hotels in Strasburg
- Hotels near Rock Harbor Golf Course
- Apartments in White Post
- B&B in White Post
- Cabins in White Post
- Luxury Hotels in White Post
- Spa Resorts & in White Post
- Winery Hotels in White Post
- White Post Hotels
- Inns in White Post
- Hotels with Hot Tubs in Front Royal
- Luxury Hotels in Front Royal
- Hotels near Mackintosh Fruit Farm
- Hotels near Nalls Farm Market
- Hotels near Virginia River Trips
- Hotels near Apple Blossom Mall