Book Kid-Friendly Hotels in Winter Park from $150

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Top Winter Park Kid Friendly Hotels

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

The Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park

Winter Park CO
$370 nightly
The price is $415 total per night from Jun 17 to Jun 18
$415 total
Jun 17 - Jun 18
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! (231 reviews)
"Great location, comfortable, responsive host. Lots of beautiful hiking close by. The kitchen had all the supplies we needed. We really enjoyed our stay."

Reviewed on Jun 7, 2026

Opens in a new windowThe Trailhead | Beautifully Furnished Modern Condo In Downtown Winter Park
Ski-In, Ski-Out, Corner Unit. Sleeps 4. Hot Tubs, Pool, 65" OLED TV. Near Base

Ski-In, Ski-Out, Corner Unit. Sleeps 4. Hot Tubs, Pool, 65" OLED 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 ...
9.4/10 Exceptional! (162 reviews)
"Great condo, maybe the best location in the unit because of proximity to the elevator in the next bldg and cutting through there to get to the slope. Easy to ski down the hill to re-enter the condo. Comfortable and nice Murphy bed."

Reviewed on Mar 20, 2026

Opens in a new windowSki-In, Ski-Out, Corner Unit. Sleeps 4. Hot Tubs, Pool, 65" OLED TV. Near Base
The Vintage Hotel

The Vintage Hotel

100 Winter Park Dr Winter Park CO
$132 nightly
The price is $150 total per night from Jun 16 to Jun 17
$150 total
Jun 16 - Jun 17
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 ...
Opens in a new windowThe Vintage Hotel
Winter Park Mountain Lodge

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 ...
Opens in a new windowWinter Park Mountain Lodge
Fraser Crossing Founders Pointe

Fraser Crossing Founders Pointe

670 Winter Park Dr Winter Park CO
$210 nightly
The price is $237 total per night from Jun 16 to Jun 17
$237 total
Jun 16 - Jun 17
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 ...
Opens in a new windowFraser Crossing Founders Pointe
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

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

Book a stay at the best kid-friendly hotels in Winter Park

How much does it cost to stay in a family hotel in Winter Park?


You can book a stay at a kid-friendly resort in Winter Park from just $150 per night. Our prices range up $793 per night if you want to enjoy the high life.


How many family-friendly hotels are there in Winter Park?


With over 2,313 hotels in Winter Park, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.


What is Travelocity’s cancellation policy for family hotels in Winter Park?


We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal. 


What are the best kid-friendly hotels in Winter Park?


At Travelocity, you can book the best family-friendly Winter Park hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.


What should I expect in the family-friendly hotels in Winter Park?


When you book a kid-friendly Winter Park resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.


How can I find family hotel deals in Winter Park?


Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in Winter Park with Travelocity. 


When is the cheapest time to go to Winter Park with your family?


The cheapest time to visit Winter Park is usually .


When is the best time to go to Winter Park with your kids?


The most popular months are and are great for booking in at a Winter Park kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity. 


Why book a Winter Park child-friendly hotel with Travelocity?


Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.


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