Getting Here
The closest airport is Orlando International Airport which is a 30 minute (15 mile) drive to Winter Park. Uber is available in Orlando and is a great option if you choose to not rent a car.
Accommodations

The Alfond Inn – 0.2 miles from ceremony location
300 E New England Ave
Winter Park, FL
For out of town guests, we highly recommend staying at the Alfond Inn. This hotel is a very short walk to our ceremony location, and we will have shuttles bringing guests back here after the reception.
UPDATE 12/13/18: The hotel is completely sold out for our wedding weekend. Please see other options below.
The DoubleTree by Hilton, Downtown Orlando – 3.5 miles from ceremony

60 South Ivanhoe Boulevard
Orlando, Florida
The Grand Bohemian – 4.9 miles from ceremony location

325 South Orange Avenue
Orlando, FL
A great upscale option in the heart of Downtown Orlando. This hotel is about a 15 minute ride from Winter Park and still plenty to do within walking distance.
http://www.kesslercollection.com/bohemian-orlando/
Air Bnb / VRBO
If you choose Air Bnb or VRBO we highly recommend staying in Winter Park given proximity of our venue and things to do. Options are limited but below are some nice looking spots that have availability for our weekend and are in great locations!
https://www.airbnb.com/rooms/17691026?s=1
https://www.airbnb.com/rooms/24992259?check_in=2019-01-18&guests=1&adults=1&check_out=2019-01-20
https://www.airbnb.com/rooms/26626316?check_in=2019-01-18&guests=1&adults=1&check_out=2019-01-20