Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Start by selecting your hotel
Start by selecting your hotel
Start by selecting your hotel

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Winter Park Vacation Packages

Save Time and Money with Winter Park Vacation Packages

Expedia has some excellent Winter Park packages ready and waiting. Combining your airfares and lodgings is one of the simplest ways to save money on your upcoming adventure.

Would you like to earn savings up to $583*? Buy a travel package on Expedia today!

With more than 550 partner airlines and 750,000 properties to mix and match from on our global database, you won't have any trouble organizing your ideal vacation.

Still undecided? There is no cancellation fee from us when you change almost any reservation.

Places to Visit in Winter Park

Itinerary need filling up? Winter Park vacation all organized but no idea what's on the cards when you arrive? Let us make it easy.

Sightseeing is always enjoyable, particularly when the sights are as terrific as Winter Park Ski Resort! It's possible you'll need a while to take in this wonderful attraction.

Punch your tickets! Take a historic journey at Moffat Tunnel West Portal and enjoy the joy of the railway. There's an excellent range of things to do in this destination. Wet afternoons are a brilliant opportunity to lose yourself in a book and enjoy some peace and quiet. So, if it looks like it's going to pelt down, why not hurry over to Fraser Valley Library and check out the latest novels? Still have some time on your hands? Nothing gives us an understanding of bygone days quite like old houses. Why tour the interior of Cozens Ranch House Museum and learn a few titbits about what went on behind its doors?

Popular Activities for your Winter Park Vacation

Ready to create some fun memories? A vacation is the ideal time to try out exciting new experiences.

On the lookout for something completely new to do? A Winter Park Ski Rental Package with Delivery is well worth considering.

For a complete list of options, go to our Winter Park things to do page.

Winter Park Accommodations

After a long day of seeing the sights in Winter Park, have a snooze in one of 28 properties. The best cheap vacations and luxury getaways are only the beginning at Expedia.

Start your vacation on a lavish note by slipping between the soft sheets at The Bunkhouse At Devil's Thumb Ranch Resort & Spa (3530 County Road 83). Alternatively, the Crestview Place (78737 US Hwy 40) is a great place for the money-conscious traveler to lay their head.

Nearest Airports to Winter Park

Denver International Airport (DEN) is 60 miles (97 km) east of the central area of Winter Park. Claim your luggage, slide into a cab and let your well-deserved getaway begin!

*Savings based on all vacation package bookings with Flight + Hotel on from January through December 2017, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.