Winter Park Vacations

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to ￥109,000 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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Price found within the past 48 hours. Click for updated prices.
  • Reception
    Jun 22 - Jun 26

    Encore Inn Inglewood + Flight

    Lockhaven
    4 nights
    2.5 star property
    6.4/10 - (159 reviews)
    Roundtrip • Tokyo (HND) - Los Angeles (LAX)
    HND - LAX • Nonstop LAX - HND • Nonstop
    ￥427,461
    ￥193,416
    per traveler
    found 1 day ago
    Encore Inn Inglewood
  • Front of property - evening/night
    Jul 5 - Jul 12

    SIRTAJ - Beverly Hills + Flight

    South of Wilshire
    7 nights
    4.0 star property
    8.2/10 - Very Good (1,001 reviews)
    "I still haven’t got my 150 deposit back yet and it has been 2 months"
    Reviewed May 18, 2026
    Roundtrip • Tokyo (NRT) - Los Angeles (LAX)
    NRT - LAX • 1 stop LAX - NRT • 1 stop
    Save 100% on your flight
    ￥532,312
    ￥327,234
    per traveler
    found 1 day ago
    SIRTAJ - Beverly Hills
  • Outdoor pool, sun loungers
    Jul 13 - Jul 23

    Limon Palm Springs + Flight

    Warm Sands
    10 nights
    2.0 star property
    9.0/10 - Wonderful (54 reviews)
    Roundtrip • Tokyo (NRT) - Palm Springs (PSP)
    NRT - PSP • 1 stop PSP - HND • 1 stop
    Save 100% on your flight
    ￥1,499,651
    ￥1,008,695
    per traveler
    found 11 hours ago
    Limon Palm Springs
  • Studio (Multiple Bedrooms) | Interior
    Jul 13 - Jul 23

    The Marley Hotel by AvantStay | 20 OCC Full Hotel Buyout in Palm Springs w/ Pool & Hot Tub! + Flight

    Warm Sands
    10 nights
    2.0 star property
    Roundtrip • Tokyo (NRT) - Palm Springs (PSP)
    NRT - PSP • 1 stop PSP - HND • 1 stop
    Save 100% on your flight
    ￥1,372,392
    ￥941,527
    per traveler
    found 11 hours ago
    The Marley Hotel by AvantStay | 20 OCC Full Hotel Buyout in Palm Springs w/ Pool & Hot Tub!
  • Aerial view
    Aug 10 - Aug 15

    Fairmont Miramar Bungalows + Flight

    Wilshire Montana
    5 nights
    5.0 star property
    8.0/10 - Very Good (18 reviews)
    Roundtrip • Tokyo (NRT) - Los Angeles (LAX)
    NRT - LAX • 1 stop LAX - NRT • 1 stop
    Save 100% on your flight
    ￥667,549
    ￥464,848
    per traveler
    found 1 day ago
    Fairmont Miramar Bungalows

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
Mountain lake and sky view in Big Bear California

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 ￥19,471 per night from Jun 9 to Jun 10
￥19,471
￥22,002 total
Jun 9 - Jun 10
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"I am amazed. A "Signature" Best Western Boutique Hotel. Very impressive. A touch of elegance in Big Bear! Will always choose this property when visiting. Excellent on every level. Room was immaculate."

Reviewed on May 18, 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
Fully refundableReserve now, pay when you stay
The price is ￥18,982 per night from May 25 to May 26
￥18,982
￥26,397 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (1,342 reviews)
"True 5 star resort. Fridge in room. Microwave next to u e making machine. Spa and fitness room excellent"

Reviewed on May 22, 2026

Lake Arrowhead Resort and Spa
Lagonita Lodge

Lagonita Lodge

3 out of 5
183 Lagonita Ln Big Bear Lake CA
The price is ￥15,587 per night from May 27 to May 28
￥15,587
￥17,613 total
May 27 - May 28
includes taxes & fees
9/10 Wonderful! (4,264 reviews)
"NOTHING TO SAY RIGHT NOW-I HAVE SOME ISSUES"

Reviewed on May 22, 2026

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.

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.

Discover the most popular places to visit in Winter Park

Aerial view of mountain ski resort with beautiful winter landscape in Big Bear Lake

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

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

Things to do

Family-Friendly Nature Hike around the Big Bear Valley

Family-Friendly Nature Hike around the Big Bear Valley

￥5,805
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

￥28,085
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.