Winter Park

Vacation Packages in Winter Park

From
Boston (BOS)
To
Winter Park, United States
Tue 6/24
Tue 7/1
2 adults, no children
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Tips for booking hotels in Winter Park

Gain useful insights to help choose a hotel in Winter Park. Data was last updated on Tue Jun 10 2025.
Cheapest month:May
Most expensive month:December
Average price in Winter Park:$200/night
Cheapest price found:$103/night
Cheapest day:Sunday
Most expensive day:Thursday
$121 - $322
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$153 - $222
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Where to stay in Winter Park

Utilize the map to find the perfect place to stay for your trip to Winter Park. There are 189 hotels to choose from in Winter Park.

FAQ about Winter Park vacation packages

Find answers to frequently asked questions Cheapflights users have about Winter Park vacation packages.
  • What is the cheapest time of year to travel to Winter Park?

    Winter Park vacation packages in October typically cost around $156.

  • Can I save money on travel by booking a vacation package with Cheapflights?

    Yes! Vacation packages on Cheapflights are designed to help users save money by bundling their flight, car rental, and hotel.

  • What other destinations does Winter Park have vacation pages to?

    In addition to Winter Park, Cheapflights also offers vacation packages to Colorado