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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Price found within the past 48 hours. Click for updated prices.
  • Comfort Room, 1 Queen Bed, Non Smoking | Terrace/patio
    Jul 10 - Jul 15

    The LEEF Hotel + Flight

    Citrus Grove
    5 nights
    2.0 star property
    8.6/10 - Excellent (640 reviews)
    "People who check in after midnight should be reminded that there are other guests in the nearby rooms sleeping!!! I was woken up by very loud people checking in around 1:00am"
    Reviewed May 16, 2026
    Roundtrip • Edmonton (YEG) - Los Angeles (LAX)
    YEG - LAX • 1 stop LAX - YEG • 1 stop
    CA $1,356
    CA $728
    per traveller
    found 1 day ago
    The LEEF Hotel
  • Reception
    Jun 20 - Jun 24

    Encore Inn Inglewood + Flight

    Lockhaven
    4 nights
    2.5 star property
    6.4/10 - (159 reviews)
    Roundtrip • Edmonton (YEG) - Los Angeles (LAX)
    YEG - LAX • 1 stop LAX - YEG • 1 stop
    CA $2,029
    CA $756
    per traveller
    found 1 day ago
    Encore Inn Inglewood
  • Deluxe Double Room, Non Smoking
    Jul 7 - Jul 12

    Casablanca Inn + Flight

    Bell
    5 nights
    2.0 star property
    8.8/10 - Excellent (53 reviews)
    Roundtrip • Edmonton (YEG) - Los Angeles (LAX)
    YEG - LAX • 1 stop LAX - YEG • 1 stop
    CA $1,607
    CA $848
    per traveller
    found 1 day ago
    Casablanca Inn
  • Front of property - evening/night
    Jul 30 - Aug 5

    SIRTAJ - Beverly Hills + Flight

    South of Wilshire
    6 nights
    4.0 star property
    8.2/10 - Very good (1,009 reviews)
    "I still haven’t got my 150 deposit back yet and it has been 2 months"
    Reviewed May 18, 2026
    Roundtrip • Edmonton (YEG) - Los Angeles (LAX)
    YEG - LAX • 1 stop LAX - YEG • 1 stop
    CA $2,691
    CA $1,434
    per traveller
    found 1 day ago
    SIRTAJ - Beverly Hills
  • Basic Triple Room
    Jul 20 - Aug 3

    Hotel H-Wood + Flight

    Hollywood
    14 nights
    2.5 star property
    6.2/10 - (904 reviews)
    "Everything was spot on, from cleanliness to polite staff. The air conditioning in the room was perfect, plenty of parking, and you felt safe. I would highly recommend this hotel, and i will definitely be staying here again in the future"
    Reviewed May 19, 2026
    Roundtrip • Toronto (YYZ) - Los Angeles (LAX)
    YYZ - LAX • 1 stop LAX - YYZ • 1 stop
    CA $3,105
    CA $1,817
    per traveller
    found 1 day ago
    Hotel H-Wood

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 CA $168 per night from Jun 3 to Jun 4
CA $168
CA $190 total
Jun 3 - Jun 4
includes taxes & fees
8.8/10 Excellent! (1,011 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 CA $164 per night from May 20 to May 21
CA $164
CA $228 total
May 20 - May 21
includes taxes & fees
8.8/10 Excellent! (1,343 reviews)
"From the pictures I expected a little more for the money. Room was old and outdated. Resort is old and outdated. Coffee machine was broken, TV didn't work properly either. The cafe was awesome. The restaurant was super overpriced. The property is beautiful though. It is close to the village as well. ..."

Reviewed on May 18, 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 $152 per night from May 25 to May 26
CA $152
CA $172 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (4,261 reviews)
"Gorgeous location on Big Bear lake, helpful staff, large and fully equipped rooms (more like small apartments). We really enjoyed the balcony with table and chairs overlooking the lake."

Reviewed on May 19, 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.
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.

Discover the most popular places to visit in Winter Park

Bear Mountain Golf Course

Play a round of golf in Big Bear Lake at Bear Mountain Golf Course, and enjoy other activities such as skiing. Stroll along the lakeside or discover the mountain views in this quaint area.

Bear Mountain Golf Course

Big Bear Visitor Center

After visiting Big Bear Visitor Center, make a plan to see the other sights and activities in Big Bear Lake. Stroll along the lakeside in this quaint area, or seek out the ski slopes.

Big Bear Visitor Center

Things to do

Family-Friendly Nature Hike around the Big Bear Valley

Family-Friendly Nature Hike around the Big Bear Valley

CA $51
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 $245
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.