Book Kid-Friendly Hotels in Winter Park from $178

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Top Winter Park Kid Friendly Hotels

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

Winter Park CO

$426 nightly

$478 total

Mar 22 - Mar 23

Total with taxes and fees

This apartment features a gym and a hot tub. Laundry facilities and barbecue grills are also provided.

10/10 Exceptional! (227 reviews)

Great set up for the 3 of us. Pool and hot top were right across the parking lot.

Reviewed on Mar 6, 2026

The Vintage Hotel

100 Winter Park Dr Winter Park CO

$157 nightly

$178 total

Mar 30 - Mar 31

Total with taxes and fees

This hotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. The front desk is staffed ...

8.6/10 Excellent! (1,000 reviews)

Tub did not drain. Basic TV. Staff was awesome-from check in, parking help, offer to let us use pool area to make up for lack of shower. Convenient location.

Reviewed on Mar 8, 2026

Fraser Crossing Founders Pointe

670 Winter Park Dr Winter Park CO

$284 nightly

$321 total

Apr 11 - Apr 12

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and self parking. Take advantage of ski storage on site, and enjoy downhill skiing. Express ...

8.6/10 Excellent! (1,002 reviews)

Good location to the slopes. Building looks dated and could use a good cleanup. Overall just ok for the price.

Reviewed on Mar 8, 2026

Winter Park Mountain Lodge

81699 US Highway 40 Winter Park CO

2 hot tubs, an outdoor pool, and an indoor pool are all featured at this smoke-free hotel. There's a free ski shuttle, and ski rentals and ski storage are available ...

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Ski-In, Ski-Out, Corner Unit. Sleeps 4. Hot Tubs, Pool, 55" TV. Near Base

Winter Park CO

Ski-in/ski-out access and an outdoor pool are featured at this smoke-free condo. There's an indoor pool on site, and laundry facilities and barbecue grills are ...

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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.

Top Kid-Friendly Hotels in Winter Park where Kids Stay FREE

Founders Pointe 1 bedroom Condo by RedAwning

670 Winter Park Drive, #4368 Winter Park CO

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 Winter Park

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

Winter Park CO

$426 nightly

$478 total

Mar 22 - Mar 23

Total with taxes and fees

10/10 Exceptional! (227 reviews)

Winter Park 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 Winter Park.

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 Winter Park 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 Winter Park 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!