Winter Park Holidays

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Our guide on 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
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Boulder Bay

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

Find hotel + flight trips in Boulder Bay

Our pick of the best Winter Park Hotel Deals

Lagonita Lodge
Lagonita Lodge
3 out of 5
183 Lagonita Ln, Big Bear Lake, CA
The price is NZ$180 per night from 30 May to 31 May
NZ$180
per night
30 May - 31 May
9/10 Wonderful! (3,313 reviews)
Love this place!
"This place is great! We live in the area and stay here as a little staycation from time to time when our house is being worked on. The staff is awesome and nice and the property is amazing! Would highly recommend to all! We love coming back!"

Reviewed on 25 May 2024

Lagonita Lodge
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 NZ$195 per night from 28 May to 29 May
NZ$195
per night
28 May - 29 May
8.4/10 Very Good! (1,002 reviews)
"Actually really nice and helpful people working there"

Reviewed on 25 May 2024

Best Western Big Bear Chateau
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 NZ$249 per night from 28 May to 29 May
NZ$249
per night
28 May - 29 May
8/10 Very Good! (1,003 reviews)
Beautiful View of Lake
"Perfect location right on water with nice small beach. Property needs updating like paint. The beds are very hard. The restaurant is average. Things were broken like the slider and lock on patio door. I’d expect perfection in a property called a resort, so a little disappointed in that regard. Staff, ..."

Reviewed on 26 May 2024

Lake Arrowhead Resort and Spa
See all 5,658 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.

Discover the most popular places to visit in Winter Park

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Snow Summit

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
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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
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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

Activities

Image for Big Bear Team Trivia Hunt: New 2024 Mobile Game App!

Big Bear Team Trivia Hunt: New 2024 Mobile Game App!

NZ$68
Per adult
Big Bear Team Trivia Hunt: New 2024 Mobile Game App!
See all activities in Big Bear Lake

More holiday ideas

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