Compare Historic Hotels in Winter Park

Secret Bargains - Save an extra 10% or more on select Historic Hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Featured Winter Park Historic Hotels

Park Plaza Hotel

Park Plaza Hotel

3 out of 5
307 South Park Avenue  Winter Park FL
$204 nightly
The price is $230 total per night
$230 total
Mar 15 - Mar 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Park Plaza Hotel, you'll be centrally located in Winter Park, steps from Winter Park History Museum and within a 10-minute walk of Virginia S. Nelson Rose Garden.
Pet friendly
Free WiFi
The Alfond Inn

The Alfond Inn

4 out of 5
300 East New England Avenue Winter Park FL
$324 nightly
The price is $365 total per night
$365 total
Apr 5 - Apr 6
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
A stay at The Alfond Inn places you in the heart of Winter Park, a 1-minute drive from Rollins College and 6 minutes from Full Sail University.
Pool
Spa
Don't see what you're looking for?
See all available properties in Winter Park
View all properties
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.

Winter Park hotels essential information

Accommodation
14,800 hotels
Lowest Price
$230
Highest Price
$365
Popular hotels
Park Plaza Hotel, The Alfond Inn

Most Recent Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

4 out of 5
Posted 3 hours ago
CheapTickets Verified Review
"Overall good. Would have loved higher frequency of housekeeping "
A verified traveler stayed at Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort

Top Picks