Winter Park Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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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Big Bear Central

4 out of top 10 points of interest in this area

If you're spending some time in Big Bear Central, Alpine Slide at Magic Mountain and Big Bear Marina are top sights worth seeing.

Find hotels in Big Bear Central

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 S$190 per night from 10 Dec to 11 Dec
S$190
includes taxes & fees
10 Dec - 11 Dec
8.6/10 Excellent! (1,001 reviews)
"We liked the fireplacee. And we liked the walking trails around Hotel!"

Reviewed on 19 Nov,2024

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 S$209 per night from 1 Dec to 2 Dec
S$209
includes taxes & fees
1 Dec - 2 Dec
9/10 Wonderful! (3,443 reviews)
"This property is in a great location and has a nostalgic ambiance. We enjoyed our stay here."

Reviewed on 17 Nov,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$263 per night from 1 Dec to 2 Dec
S$263
includes taxes & fees
1 Dec - 2 Dec
8.2/10 Very Good! (1,000 reviews)
"We love the staff at the location. Excellent customer service."

Reviewed on 19 Nov,2024

Lake Arrowhead Resort and Spa
See all 5,563 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

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

Things to do

Family-Friendly Nature Hike around the Big Bear Valley

Family-Friendly Nature Hike around the Big Bear Valley

S$49
Per adult
100% of travellers recommend
Family-Friendly Nature Hike around the Big Bear Valley
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.