Winter Park Vacations from ￥175,744

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to ￥9,995 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Winter Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Seville

Hotel Seville

2 out of 5
per person
Aug 21 - Aug 24
found 12 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Ontario (ONT)
8.6/10 Excellent! (1,003 reviews)
I was just sad. I normally love this place but this time they had construction going on early in the morning I want to known that I wouldn’t have booked.

Reviewed on Jun 6, 2024

Baymont by Wyndham Ontario

Baymont by Wyndham Ontario

2.5 out of 5
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Miyazaki (KMI) to Ontario (ONT)
6.4/10 (916 reviews)
The staff here are excellent. The area is starting to look better than it did three years ago. Great service.

Reviewed on Apr 22, 2024

Motel 6 Ontario, CA - Convention Center - Airport

Motel 6 Ontario, CA - Convention Center - Airport

2 out of 5
per person
Jul 12 - Jul 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Ontario (ONT)
7.2/10 Good! (1,005 reviews)
Great staff and clean property

Reviewed on Jun 4, 2024

Ramada by Wyndham Ontario

Ramada by Wyndham Ontario

2 out of 5
per person
Aug 21 - Aug 24
found 12 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Ontario (ONT)
6.6/10 (1,002 reviews)
Property is distressed in a neighborhood that’s coming to life. Room smelled of chlorine even tho I did not use pool. Some towels look dirty.

Reviewed on Jun 3, 2024

Best Western Ontario Mills Mall

Best Western Ontario Mills Mall

2.5 out of 5
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Ontario (ONT)
9.2/10 Wonderful! (209 reviews)
Nice place overall breakfast was good rooms nice . The one thing they didn’t have in my room are usb plugs luckily I brought my plugs to charge my stuff . Thats was a little frustrating especially if you have several things that need to be charged . The Mall is literally a step .

Reviewed on May 31, 2024

Where to stay in Winter Park

Find the best Winter Park areas and neighborhoods for the activities you enjoy most. Learn more about Winter Park
Default Image

Boulder Bay

5/5(1 area review)

If you're spending some time in Boulder Bay, Boulder Bay Park and Metcalf Bay are top sights worth seeing.

Find hotels in Boulder Bay

Winter Park Hotel Deals

Best Western Big Bear Chateau
Best Western Big Bear Chateau
3.5 out of 5
42200 Moon Ridge Rd, Big Bear Lake, CA
Fully refundableReserve now, pay when you stay
The price is ￥18,709 per night from Jun 9 to Jun 10
￥18,709
per night
Jun 9 - Jun 10
8.4/10 Very Good! (1,001 reviews)
"good hotel for family- buildings and decor a bit dated but rooms are clean and area is safe with a clean pool and jacuzzi for the family"

Reviewed on Jun 5, 2024

Best Western Big Bear Chateau
Lagonita Lodge
Lagonita Lodge
3 out of 5
183 Lagonita Ln, Big Bear Lake, CA
The price is ￥19,308 per night from Jun 9 to Jun 10
￥19,308
per night
Jun 9 - Jun 10
9/10 Wonderful! (3,333 reviews)
"great place to stay"

Reviewed on Jun 3, 2024

Lagonita Lodge
Lake Arrowhead Resort and Spa
Lake Arrowhead Resort and Spa
3.5 out of 5
27984 Highway 189, Lake Arrowhead, CA
Fully refundableReserve now, pay when you stay
The price is ￥25,031 per night from Jun 9 to Jun 10
￥25,031
per night
Jun 9 - Jun 10
8/10 Very Good! (1,019 reviews)
"The resort itself is very nice and clean. Staff is friendly and accommodating. The rooms are a nice size and set up very comfortably. View is amazing. Amenities offered are great. Their theater would be nicer with recliners and possibly offering popcorn too."

Reviewed on Jun 4, 2024

Lake Arrowhead Resort and Spa
See all 5,625 properties in Winter Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Winter Park vacation package cost?
Custom build your Winter Park vacation package from a low ￥175,744. Pick from any combination of rental cars, flights and hotels to build the trip you’ve been dreaming about. Be sure to add on a few activities!
How do I get a cheap travel package to Winter Park?
You’ll save piles of cash if you bundle your hotels, car rentals and flights into a Winter Park travel package. Sometimes cheap means fewer options. But that’s not the case with Expedia. We offer over 550 airlines and 1,000,000 hotels throughout the world, so you’ll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Winter Park?
If you want to be in the middle of the action, stay near Snow Summit. Many happy campers book a hotel around this renowned attraction.
What are the top hotels in Winter Park?
If it’s your very first time in Winter Park, lock in a room at Best Western Big Bear Chateau or Moose Manor - Hot Tub | Pool Table. Both offer friendly service and are favorites with many savvy travelers.
How far in advance should I book my Winter Park vacation?
Be rewarded with the widest variety and the lowest prices by booking your adventure to Winter Park early. Airlines typically sell tickets anywhere up to a year in advance, so secure your spot as soon as possible. Having said that, Expedia is dedicated to giving you the best bargains around, so there’s never a bad time to book your dream vacation!
What does an Expedia Winter Park travel package include?
It all depends on what type of escape you’re thinking about. Winter Park vacation deals can include flights, car rentals and hotels. You can mix and match to find the travel package that suits your style and budget. You can also add on activities and experiences after you’ve booked to pick up even bigger discounts.
What should I know before booking a Winter Park travel package?
Get ready to save with an Expedia travel package. Combine your flights, rental cars and hotels and score fantastic discounts. You’re not restricted to hotels, however. We’ve got oceanfront condos, creek-side mountain cabins and even treehouses and ranches!
Can I choose my airline with a Winter Park Expedia vacation package?
Most definitely. Expedia has access to more than 550 partner airlines throughout the world, so you can design your Winter Park getaway according to your budget and needs.
If I'm not able to travel, can I cancel my Winter Park vacation package?
Your situation can change unexpectedly, so yes. You may be able to cancel or change your Winter Park vacation package for free if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your hotel, car rental company or airline may charge additional fees. Want more information? Check out our Customer Service Portal. We’ll help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Winter Park

Image for Snow Summit

Snow Summit

4.5/5(761 reviews)

Hit the slopes in Big Bear Lake with a visit to Snow Summit. Stroll along the lakeside or discover the mountain views in this quaint area.

Snow Summit
Image for Castle Rock Trail

Castle Rock Trail

4/5(16 reviews)

Enjoy a trip to Castle Rock Trail and popular activities like skiing in Big Bear Lake. Stroll along the lakeside or discover the mountain views in this quaint area.

Castle Rock Trail
Image for Big Bear Alpine Zoo

Big Bear Alpine Zoo

4.5/5(18 reviews)

Why not meet the animals who call Big Bear Alpine Zoo home during your trip to Big Bear Lake? Amble around this quaint area's lakeside, or seek out the ski slopes.

Big Bear Alpine Zoo

Things to do

Image for Private Hike in Big Bear with Lake Swimming Experience

Private Hike in Big Bear with Lake Swimming Experience

￥12,079
Per adult
Private Hike in Big Bear with Lake Swimming Experience
See all activities in Big Bear Lake

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.