Luxury Hotels in Winter Park

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Luxury Hotels in Winter Park

Top neighborhoods in Winter Park

Old Town Winter Park map

Old Town Winter Park

Winter Park's Old Town Winter Park neighborhood offers attractions including Winter Park Ski Resort.

Hideaway Village South map

Hideaway Village South

Winter Park's Hideaway Village South neighborhood has a host of places to visit such as Winter Park Ski Resort and Saint Mary's Glacier.

Elk Court Cabins map

Elk Court Cabins

Winter Park's Elk Court Cabins neighborhood is home to attractions such as Winter Park Ski Resort and Saint Mary's Glacier.

Bear Crossing map

Bear Crossing

The Bear Crossing neighborhood offers attractions such as Winter Park Ski Resort and Saint Mary's Glacier.

Top landmarks in Winter Park

Frequently asked questions

What are the cheapest luxury hotels in Winter Park?
You’ll find some affordable luxury hotels in Winter Park from $131 where you can live the good life for less. Enter your travel dates, then fine-tune your search by amenities, budget and more. Prices can differ depending on the season, so it pays to have flexibility with your plans. You can also sign up for One Key™, our rewards program, to earn discounts on future stays.
What is the best time to stay in a luxury hotel in Winter Park?
If you want to visit when it’s less busy, head here in May. You could score some amazing deals on luxury hotels in Winter Park around that time. The warmest time of year is in July, with temperatures ranging from 45ºF (7ºC) to 72ºF (22ºC). It’s generally coolest in December, averaging between 7ºF (-14ºC) and 25ºF (-4ºC).
Are there any luxury hotels in Winter Park with parking?
Search for luxury hotels in Winter Park on Hotels.com. Then select the “Parking” filter under “Amenities” to find options with a space for your wheels. If you’re traveling around by car, these properties offer the convenience you need to come and go as you please.
Are all taxes and fees included in the Winter Park hotel prices shown on Hotels.com?
Hotels.com provide upfront pricing so you can relax knowing you won’t be met with surprise additional fees or taxes when you’re ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.