Winter Park Holidays

Book a Hotel + Flight or Car together to unlock savings

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

Top hotels in Winter Park

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 3.005.517 ₫ per night from 17 Feb to 18 Feb
3.005.517 ₫
3.396.235 ₫ total
17 Feb - 18 Feb
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Quiet room, good breakfast

Reviewed on 11 Jan 2026

Chateau Big Bear Boutique Hotel, BW Signature Collection
Lagonita Lodge

Lagonita Lodge

3 out of 5
183 Lagonita Ln Big Bear Lake CA
The price is 2.753.437 ₫ per night from 21 Jan to 22 Jan
2.753.437 ₫
3.111.383 ₫ total
21 Jan - 22 Jan
includes taxes & fees
9/10 Wonderful! (4,028 reviews)
The carpet could use a deep cleaning

Reviewed on 16 Jan 2026

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 3.341.798 ₫ per night from 19 Jan to 20 Jan
3.341.798 ₫
4.580.576 ₫ total
19 Jan - 20 Jan
includes taxes & fees
8.6/10 Excellent! (1,160 reviews)
Good

Reviewed on 9 Jan 2026

Lake Arrowhead Resort and Spa
See all 5,429 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 1null000null000 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

Snow Summit

Snow Summit

4/5(2 reviews)

Hit the slopes at Snow Summit, a top ski area in Big Bear Lake. Stroll along the lakeside or discover the mountain views in this quaint area.

Snow Summit

Alpine Slide at Magic Mountain

You can enjoy the entertainment at Alpine Slide at Magic Mountain during your travels to Big Bear Lake. Wander the lakeside or discover the mountain views in this quaint area.

Alpine Slide at Magic Mountain

Bear Mountain Express Lift

You can take time to visit Bear Mountain Express Lift during your travels to Big Bear Lake. Stroll along the lakeside or discover the mountain views in this quaint area.

Bear Mountain Express Lift