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Save up to $413 | Book Flight + Hotel at the same time^
Save up to $413 | Book Flight + Hotel at the same time^
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Save up to $413 | Book Flight + Hotel at the same time^

Winter Park Vacations

Winter Park Vacations

We know, geography isn't everyone's strength. If you're unsure where Winter Park is, it's wise to research its location before you take off!

Around 6 miles (10 kilometers) northeast of downtown Orlando, Winter Park is just one of the neighborhoods that make this city so fabulous.

Ready to rub shoulders with the locals? 240,000 people live in Orlando.

Winter Park Vacation Packages

Save cash when you secure an accommodation and flight deal via Travelocity. With upwards of 400 airlines and 665,000 places to stay, your Winter Park escape is just a click or two away.

Travelocity offers the added comfort of 24/7 personal assistance on everything from accommodations and flights to rental cars and activities.

If you happen to discover an even better bargain elsewhere, we'll refund the difference^.

Do you wish you had a little wiggle room in your vacation plans? Our package deals can be revised with no scary fees.

And as long as you get in quick, most accommodations won't charge you either^.

Hotels in Winter Park

You won't find many places to stay in the heart of Winter Park, but you do have some attractive options in the surrounding area. There are 44 properties a short commute away that'll make terrific bases for exploring this neighborhood.

Compare the offers and then choose between the Grand Bohemian Orlando, Autograph Collection (325 S Orange Ave) and the Thurston House (851 Lake Avenue). They're some of our top picks for this neighborhood.

Where do you fly into for Winter Park?

Touching down in Orlando International Airport (MCO)? Walk through security, step out of the terminal and you'll be 12 miles (19 kilometers) south from the central area of Winter Park.

Can I rent a car in Winter Park?

Forget about hanging around for the bus. Have a look at the car rental options via Travelocity and get the most out of your time in Winter Park.

Arriving here by plane? Organize to pick up your car at the start of your trip at Orlando International Airport. Head to Enterprise and EZ Rent-A-Car.

Why don't you pick up a rental car from the middle of the city? You'll find Enterprise located at 1970 State Road 436.

Places to visit in Winter Park

Relive your college years with an approved visit to Full Sail University.

Need more nearby options?

Check out the artworks being displayed at Crealde School of Art.

And that's not all.

You'll find the perfect souvenirs and gifts for your family and friends back home at Winter Park Corner Shopping Center. Don't forget to buy yourself a treat, too!

Tours and Activities in Winter Park

Traveling isn't only about relaxing; it's about stepping out of your comfort zone and trying out something different. Ready for some brand new experiences?

Planning a visit to Winter Park? Why not keep busy with a Self-Guided Stand-Up Paddleboard Tour? After all, travel is all about experiencing new things!

Places to Visit Near Winter Park

Goldenrod and Lake Rose are well worth visiting while you are here. Goldenrod is about 2 miles (3 kilometers) away, and Lake Rose is 3 miles (5 kilometers) away.

^Terms and conditions apply.

Top Winter Park Hotels Deals

The Alfond Inn

The Alfond Inn

4.0 out of 5.0 300 East New England Avenue, Winter Park, FL
(6 Reviews)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms, business center, and valet parking. Enjoy the fitness center and perks like free WiFi.
Park Plaza Hotel

Park Plaza Hotel

3.0 out of 5.0 307 South Park Avenue , Winter Park, FL
(8 Reviews)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free continental breakfast each morning.
Get Rates
Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park

3.0 out of 5.0 1275 Lee Road, Winter Park, FL
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant is also provided.

Things to do in Winter Park

See all 330 things to do in Winter Park

Top Flight Deals to Winter Park

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings made with Flight + Hotel on from January 1, 2018 to December 31, 2018, 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.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.