Winter Park Holidays

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to S$120 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

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

While visiting Boulder Bay, you might make a stop by sights like Boulder Bay Park and Metcalf Bay.

Find hotels in Boulder Bay

Top hotels in Winter Park

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 S$181 per night from 9 Jun to 10 Jun
S$181
per night
9 Jun - 10 Jun
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 5 Jun,2024

Best Western Big Bear Chateau
Lagonita Lodge
Lagonita Lodge
3 out of 5
183 Lagonita Ln, Big Bear Lake, CA
The price is S$187 per night from 9 Jun to 10 Jun
S$187
per night
9 Jun - 10 Jun
9/10 Wonderful! (3,335 reviews)
"The front desk staff were incredibly helpful and responsive. Our unit was very clean, which made our stay even more comfortable. The separate adult hours, rec room, and spa were amazing to have!"

Reviewed on 6 Jun,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 S$244 per night from 9 Jun to 10 Jun
S$244
per night
9 Jun - 10 Jun
8/10 Very Good! (1,025 reviews)
"Staff was superb and location perfect."

Reviewed on 6 Jun,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 holiday package cost?
Custom build your Winter Park holiday package from a low . 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 favourites with many savvy travellers.
How far in advance should I book my Winter Park holiday?
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 holiday!
What does an Expedia Winter Park travel package include?
It all depends on what type of escape you’re thinking about. Winter Park holiday 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 holiday 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 holiday package?
Your situation can change unexpectedly, so yes. You may be able to cancel or change your Winter Park holiday 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.

Popular places to visit

Image for Snow Summit

Snow Summit

4/5(2 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

Enjoy a trip to Castle Rock Trail and popular activities such as 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

Why not visit 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 Big Bear City Bash Scavenger Hunt

Big Bear City Bash Scavenger Hunt

S$36
Per adult
Big Bear City Bash Scavenger Hunt
Image for Big Bear Bend Scavenger Hunt

Big Bear Bend Scavenger Hunt

S$36
Per adult
Big Bear Bend Scavenger Hunt
Image for Family-Friendly Nature Hike around the Big Bear Valley

Family-Friendly Nature Hike around the Big Bear Valley

S$47
Per adult
100% of travellers recommend
Family-Friendly Nature Hike around the Big Bear Valley
See all activities in Big Bear Lake

More trip options

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