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Book Exclusive Winter Park Vacation Packages

Choose two or more items and save on your trip:

Winter Park flight + hotel packages

The Ritz-Carlton Orlando, Grande Lakes
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
JW Marriott Orlando Grande Lakes
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

2021 Winter Park vacations

Seralago Hotel & Suites Main Gate East
The Ritz-Carlton Orlando, Grande Lakes
Disney's Coronado Springs Resort
Avanti International Resort
Howard Johnson by Wyndham Tropical Palms Kissimmee

Top Winter Park hotels deals

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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.

Popular places to visit in Winter Park


Frequently asked questions

How much are vacation packages to Winter Park?
With vacation packages available from as low as $214, there’s no need to max out the credit card to travel to Winter Park. Travelocity is here to help. Bundle up experiences, hotels and flights into a package and walk away with impressive discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Winter Park?
You’ll find amazing Winter Park package deals with Travelocity. Select from 400 partner airlines and 665,000 worldwide properties and turn those travel fantasies into reality.
Why should I book my Winter Park vacation package with Travelocity?
Because you’ll never roam alone if you lock in your trip with us, and we offer 24/7 customer support and top-quality service to boot. Add to that our Price Match Guarantee and tons of experiences to pick from. We’re here to help you have the trip of a lifetime.
Can I save on my Winter Park car rental if I book it with my hotel or flight?
Sure can — and booking one of our Winter Park vacation packages is the simplest way to go about this. Bundle any combination of a hotel, car, flight and experience and land great discounts. The more you bundle, the more you save. There are plenty of exciting sights around Winter Park to put on your itinerary, including Daytona International Speedway (43 mi from Winter Park). Nothing tops discovering amazing places like this with the freedom of your own wheels.
What is the best time of year to go to Winter Park?
Visit in March, February, April if you want to see this place at its most exciting. While they are undoubtedly the busiest few months, the thrilling atmosphere of the tourist season is part of the charm. If you’re chasing a slower pace, December, October, November may suit you better. Don’t want to fork out for a hotel? Avoid reserving a room in February, when prices usually soar. Look for someplace more affordable in July instead.
What is there to do in Winter Park?
Dig out your itinerary and pencil in Full Sail University and Rollins College. They’re two of the most interesting attractions in Winter Park.
Where should I stay when visiting Winter Park?
You’ll have a restful night’s sleep at the Park Plaza Hotel. Have a look now to see what’s on offer for your dates.

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.