Winter Park Holidays from AU$1,378

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Your Winter Park Holiday

Discover the unique personality of Winter Park with a customised Winter Park holiday package. From its hiking to its skiing, this neighbourhood offers lots of opportunities for relaxation and fun. When it's time to get out and explore, you'll find plenty of popular attractions nearby including Snow Summit, Bear Mountain and Alpine Slide at Magic Mountain. Visit one, two or all during your trip to Winter Park. Whatever your ideal Winter Park holiday looks like, you can make it a reality with Expedia.

Top Holiday Package Deals in Winter Park

Price found within the past 48 hours. Click for updated prices.
Motel 6 Chino, CA - Los Angeles Area

Motel 6 Chino, CA - Los Angeles Area

2 out of 5
Price was AU$1,527, price is now AU$1,378 per person
AU$1,378
per person
25 Nov - 30 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Ontario (ONT)
7.2/10 Good! (1,012 reviews)
Room is always clean and love that stores are nearby

Reviewed on 24 Sept 2025

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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Moonridge

Skiing and mountain views are notable features of Moonridge. You might consider stopping by Big Bear Mountain Resort while you're exploring the neighbourhood.

Find hotels in Moonridge

Our pick of the best Winter Park Hotel Deals

Chateau Big Bear Boutique Hotel, BW Signature Collection

Chateau Big Bear Boutique Hotel, BW Signature Collection

3.5 out of 5
42200 Moon Ridge Rd, Big Bear Lake, CA
Fully refundableReserve now, pay when you stay
The price is AU$192 per night from 8 Oct to 9 Oct
AU$192
8 Oct - 9 Oct
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Picturesque boutique hotel with an Art Nouveau decor. However, thought the parking fee of $20 was excessive for a mid-week stay, since the parking lot was nearly empty and the fee was not disclosed during the booking process."

Reviewed on 20 Sept 2025

Chateau Big Bear Boutique Hotel, BW Signature Collection
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 AU$312 per night from 29 Sept to 30 Sept
AU$312
29 Sept - 30 Sept
includes taxes & fees
8.6/10 Excellent! (1,096 reviews)
"The housekeeping staff was wonderful. Friendly, quick and accommodating. I felt some of the front of house staff (checking in and at the restaurant) to be aloof. The rooms are clean and comfortable, however, the building is in need of updating. That said, based on the location, it was a good choice. ..."

Reviewed on 24 Sept 2025

Lake Arrowhead Resort and Spa
Lagonita Lodge

Lagonita Lodge

3 out of 5
183 Lagonita Ln, Big Bear Lake, CA
The price is AU$181 per night from 22 Oct to 23 Oct
AU$181
22 Oct - 23 Oct
includes taxes & fees
9/10 Wonderful! (3,872 reviews)
Best experience ever!
"Me and my husband stayed for one night for our first wedding anniversary celebration. It was amazing! The room we stayed in even had a living room, a kitchen and a balcony, I wasn't expecting as much as we got out of it. The staff were very nice and when we had questions they were thorough with information. ..."

Reviewed on 24 Sept 2025

Lagonita Lodge
See all 5,297 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Winter Park holiday package cost?
Custom build your Winter Park holiday package from a low AU$1,378. 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

Interlaken Shopping Center

You can search for that perfect souvenir at Interlaken Shopping Center during your visit to Big Bear Lake. Wander the lakeside or discover the mountain views in this quaint area.

Interlaken Shopping Center

Lakeview Shopping Center

You can do some window-shopping at Lakeview Shopping Center during your stay in Big Bear Lake. Amble around this quaint area's lakeside or seek out the ski slopes.

Lakeview Shopping Center

Activities

Ziplining!

Zipline Tour - 9 high-speed ziplines & fun suspension bridge

AU$269
per adult
100% of travellers recommend
Zipline Tour - 9 high-speed ziplines & fun suspension bridge
Family-Friendly Nature Hike around the Big Bear Valley

Family-Friendly Nature Hike around the Big Bear Valley

AU$56
per adult
100% of travellers recommend
Family-Friendly Nature Hike around the Big Bear Valley
See all activities in Big Bear Lake

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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