Winter Park 4-star hotels

Search hundreds of travel sites at once for 4-star 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 4-star hotels

Go to map

Search by stars

4+ stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$330+ per night

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended Winter Park 4-star hotels

Show all
The Alfond Inn - Winter Park - Building
The Alfond Inn
Downtown
9.3Wonderful(374)
Free Wi-Fi
Pool
Pet friendly
$381+
Check availability
Booking Insights

KAYAK’s insights for 4-star 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 4-star hotel room in Winter Park cost?

The average price for a 4-star hotel in Winter Park is $417 but this can vary depending on the season and when you’ve booked. In the last 7 days, the cheapest price found on KAYAK was $330 at The Alfond Inn.

Which month has the cheapest rates for 4-star hotels?

4-star hotels in Winter Park are cheapest in August, with an average rate of $296. On the other hand, they are at their most expensive in February, where the average price is $590.

What is the cheapest day of the week to book a 4-star hotel in Winter Park?

The lowest prices can usually be found on Thursday, where the average nightly price is $179. The most expensive night is generally Saturday, where the average price is $414.
Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

August
February
$288
$397
$330
Cheapest month to stay with an average 16% drop in price.
Most expensive month to stay with an average 68% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.
The cheapest 4-star hotel room rate in the last 7 days

KAYAK’s top tips for finding Winter Park 4-star hotel deals

  • Prices for 4-star hotels in Winter Park are cheaper in the low season, which is in August and May, where prices are $296 and $300 on average.
  • 4-star room prices can vary depending on different factors. However, generally rooms cost less on a Thursday, where the price is around 46% lower than average. The most expensive day for a stay is Saturday.

FAQs about Winter Park 4-star hotels

  • How much does a hotel room cost in a 4-star hotel in Winter Park?

    The average price for a 4-star hotel in Winter Park is $386, but this can vary depending on the season and when you’ve booked. In the last 7 days, the cheapest price found on KAYAK was $296.

  • What are the most popular 4-star hotels in Winter Park?

    The most popular 4-star hotel among KAYAK users in the last 3 months is The Alfond Inn.

  • Which 4-star hotel is closest to Orlando?

    Hyatt Regency Orlando International Airport is the closest 4-star hotel to Orlando at 0.1 mi away. Hyatt Regency Orlando International Airport is rated 8.8 on KAYAK and costs around $226 per night.

  • What is the best rated 4-star hotel in Winter Park?

    The highest rated 4-star hotel in Winter Park is The Alfond Inn and is rated 9.3/10 by KAYAK users.

  • Why choose a 4-star hotel in Winter Park?

    Booking a 4-star hotel in Winter Park gives you access to a high standard of service, stylish rooms, and useful amenities like room service or a fitness center—without the premium price tag of a 5-star stay. It's a great option for travelers looking for comfort and quality while still keeping value in mind.

Where to stay in a 4-star 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, flights, car rentals and package deals with KAYAK.