Winter Park Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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
A mountainous landscape with a clear blue sky, a lake, and scattered trees.

Moonridge

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

Find hotels in Moonridge

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 CA $180 per night from Jul 19 to Jul 20
CA $180
CA $204 total
Jul 19 - Jul 20
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"This is my new go to vacation spot! This hidden gem was gorgeous, clean, tucked away for quiet and privacy but still able to drive within minutes to the village. I absolutely loved my stay here and plan to go back. The staff was extremely friendly and helpful. The rooms have a jacuzzi tub and fireplace ..."

Reviewed on Jul 8, 2026

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
The price is CA $245 per night from Aug 4 to Aug 5
CA $245
CA $317 total
Aug 4 - Aug 5
includes taxes & fees
8.8/10 Excellent! (1,396 reviews)
"the lake access was nice! the view from the room was a little disappointing! but the suite was really nice!"

Reviewed on Jul 9, 2026

Lake Arrowhead Resort and Spa
Lagonita Lodge

Lagonita Lodge

3 out of 5
183 Lagonita Ln Big Bear Lake CA
The price is CA $231 per night from Jul 27 to Jul 28
CA $231
CA $261 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (4,315 reviews)
"Over all id say price for value was great. Unfortunately the bed was a full and supposed to be a queen, there was no AC and sleeping in a 85 degree room with a window that does not open proved to be very difficult."

Reviewed on Jul 7, 2026

Lagonita Lodge
See all 5,320 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 Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Winter Park vacation package cost?
Custom build your Winter Park vacation 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 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.

Things to do

Family-Friendly Nature Hike around the Big Bear Valley

Family-Friendly Nature Hike around the Big Bear Valley

CA $52
per adult
100% of travellers recommend
Family-Friendly Nature Hike around the Big Bear Valley
Ziplining!

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

CA $254
per adult
100% of travellers recommend
Zipline Tour - 9 high-speed ziplines & fun suspension bridge
See all activities in Big Bear Lake
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.