Winter Park Hotel Guide - Cheap Hotels in Winter Park, Orlando

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winter Park Cheap Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Winter Park cheap hotels

Reception
Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (637)
"Every staff member worked at making the stay pleasant and enjoyable "
United States
Brian
The price is €192
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Garden Inn Winter Park
Exterior
The Alfond Inn

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1008)
"Beautiful, classy hotel w/o breaking the bank. Pretty grounds and conveniently located."
United States
Craig
The Alfond Inn
Front of property
Park Plaza Hotel

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1003)
"Would stay at the Park again."
United States
Edward
The price is €169
includes taxes & fees
23 Jan - 24 Jan 2026
Park Plaza Hotel
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.
View all properties

Top Winter Park Hotel Reviews

Hyatt Regency Orlando

Hyatt Regency Orlando

10/10 Excellent
"Neat and clean place "
Paramesh 3-night trip
Posted 1 day ago
Hyatt Regency Orlando

Frequently asked questions

What is Winter Park like for travellers on a budget?
Check out discount places to stay in Winter Park on Expedia.com and book a getaway that sticks within your budget. Winter Park is a destination that travellers visit for its fantastic dining options and shopping. You can scroll through a wide selection of accommodation choices with Member Prices to score great deals and earn rewards. With our site's helpful page filters, you can search by price per night, or by favourite amenities like free breakfast and a swimming pool. If you're interested in affordable options near specific attractions, such as Casa Feliz Historic Home Museum or Winter Park Village, try filtering by location to refine your search. As you browse, click the heart button to save your favourites so that you can return to them easily when you're ready to decide. Need a flight or a rental car along with your hotel? Choose from the Bundle and Save holiday packages and discover big savings by arranging transport at the same time.
When is the best time for a budget trip to Winter Park?
Weather will likely play an important role when you plan your trip to Winter Park, but bear in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm of rainfall.
What is there to see and do in Winter Park?
Winter Park draws tourists with its fantastic dining options and shopping, and offers plenty to see and do without spending a fortune. You can budget for the top local attractions that interest you most, such as Universal Studios Florida and Universal Orlando Resort, and then look for sights and activities that cost little or nothing at all. If you're looking to enjoy the area's natural beauty, you can get outdoors at Kraft Azalea Gardens, Lake Virginia or Howell Branch Preserve Pavilion.
How can I get to Winter Park and get around on a budget?
Scoping out the transportation options in Winter Park is a smart way to keep your trip affordable. The most convenient airport is 11.8 mi (19 km) away from the centre in Orlando International Airport (MCO). However, if that doesn't suit your budget, you can book a flight to Orlando, FL (SFB-Orlando Sanford Intl.), located 13.4 mi (21.6 km) away. To see more of the larger area, take a train from Winter Park Station.