Winter Park Luxury hotels

Search hundreds of travel sites at once for luxury hotels in Winter Park

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Winter Park luxury hotels

Go to map

Search by stars

4+ stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$318+ per night

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended Winter Park luxury hotels

Show all
The Alfond Inn - Winter Park - Building
The Alfond Inn
Downtown
9.3Wonderful(373)
Free Wi-Fi
Pool
Pet friendly
$378+
Check availability
Booking Insights

KAYAK’s insights for luxury hotels in Winter Park

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Winter Park with confidence.

How much does a luxury hotel room in Winter Park cost?

The average price for a luxury hotel in Winter Park is $205 but this can vary depending on the season, the star rating of the hotel and when you’ve booked. In the last 7 days, the cheapest price found on KAYAK was $309.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Lowest hotel price

August
April
$300
$318
Cheapest month to stay with an average 14% drop in price.
Most expensive month to stay with an average 52% rise in price.
Average Sun - Thu price over the last 2 weeks.
The cheapest luxury hotel room rate in the last 7 days

KAYAK's top tips for finding Winter Park luxury hotel deals

  • Prices for luxury hotels in Winter Park are cheaper in the low season, which is in August and January.

FAQs about Winter Park luxury hotels

  • What are the most popular luxury hotels in Winter Park?

    The most popular luxury hotel among KAYAK users in the last 3 months is The Alfond Inn.

Where to stay in a luxury hotel in Winter Park?

Our map will help you find the perfect place to stay in Winter Park by showing you the exact location of each hotel.

Everything you need to know for your stay in Winter Park

Not what you’re looking for? Find thousands of other hotels, flight deals, car rentals and package deals with KAYAK.