Search for Cheap Deals on
Kid-Friendly Hotels in Winter Park

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Featured Winter Park Family Hotels

The Alfond Inn
The Alfond Inn
4 out of 5
300 East New England Avenue, Winter Park, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star luxury hotel in Winter Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
The Alfond Inn
Park Plaza Hotel
Park Plaza Hotel
3 out of 5
307 South Park Avenue , Winter Park, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star spa hotel in Winter Park. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the property condition ...
Park Plaza Hotel
See all 14,090 properties in Winter Park
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 Alfond Inn
The Alfond Inn
4 out of 5
300 East New England Avenue, Winter Park, FL
Stay at this 4-star luxury hotel in Winter Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (1,000 reviews)
Beautiful and well located.
"Walking distance to shopping and restaurants. The rooms were beautiful and spacious. Common areas are filled with art. Not much interaction with staff after check-in but the front desk and valet were friendly. Nice bar for a drink before dinner. Would absolutely stay again!"

Reviewed on Mar 15, 2025

The Alfond Inn
See all 14,090 properties in Winter Park
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 Connecting Rooms in Winter Park

Park Plaza Hotel
Park Plaza Hotel
3 out of 5
307 South Park Avenue , Winter Park, FL
Stay at this 3-star spa hotel in Winter Park. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the property condition ...
Park Plaza Hotel
The Alfond Inn
The Alfond Inn
4 out of 5
300 East New England Avenue, Winter Park, FL
Stay at this 4-star luxury hotel in Winter Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
The Alfond Inn
See all 14,090 properties in Winter Park
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.