Winter Park Holidays

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Price found within the past 48 hours. Click for updated prices.
  • Lobby sitting area
    Aug 1 - Aug 9

    Hollywood Inn Suites Hotel + Flight

    Gardena
    8 nights
    2.5 star property
    8.4/10 - Very good (1,852 reviews)
    "Room was super clean and staff was friendly"
    Reviewed May 30, 2026
    Return • Auckland (AKL) - Los Angeles (LAX)
    AKL - LAX • 1 stop LAX - AKL • 1 stop
    NZ$4,473
    NZ$2,846
    per traveller
    found 20 hours ago
    Hollywood Inn Suites Hotel
  • Breakfast, lunch and dinner served
    Aug 1 - Aug 9

    Jamaica Bay Inn Marina Del Rey,Tapestry Collection by Hilton + Flight

    Marina del Rey
    8 nights
    3.5 star property
    8.4/10 - Very good (1,002 reviews)
    "Great location. Bar and restaurant facilities were good."
    Reviewed May 28, 2026
    Return • Auckland (AKL) - Los Angeles (LAX)
    AKL - LAX • 1 stop LAX - AKL • 1 stop
    NZ$5,337
    NZ$3,756
    per traveller
    found 20 hours ago
    Jamaica Bay Inn Marina Del Rey,Tapestry Collection by Hilton
  • Deluxe Room, 2 Queen Beds, Marina View | Terrace/patio
    Aug 1 - Aug 9

    Marina del Rey Hotel + Flight

    Marina del Rey
    8 nights
    4.0 star property
    9.0/10 - Wonderful (1,538 reviews)
    "Great hotel clean and very nice"
    Reviewed May 29, 2026
    Return • Auckland (AKL) - Los Angeles (LAX)
    AKL - LAX • 1 stop LAX - AKL • 1 stop
    NZ$5,462
    NZ$3,916
    per traveller
    found 20 hours ago
    Marina del Rey Hotel
  • Exterior
    Aug 1 - Aug 9

    Langham Huntington, Pasadena, Los Angeles + Flight

    Pasadena
    8 nights
    5.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    "It was so beautiful "
    Reviewed May 18, 2026
    Return • Auckland (AKL) - Los Angeles (LAX)
    AKL - LAX • 1 stop LAX - AKL • 1 stop
    NZ$5,436
    NZ$3,915
    per traveller
    found 20 hours ago
    Langham Huntington, Pasadena, Los Angeles
  • Outdoor banquet area
    Aug 1 - Aug 9

    The Garland + Flight

    North Hollywood
    8 nights
    4.5 star property
    9.4/10 - Exceptional (2,709 reviews)
    "Great hotel, lovely staff great location"
    Reviewed May 30, 2026
    Return • Auckland (AKL) - Los Angeles (LAX)
    AKL - LAX • 1 stop LAX - AKL • 1 stop
    NZ$5,195
    NZ$3,883
    per traveller
    found 20 hours ago
    The Garland

Our guide on 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 stopping by Big Bear Mountain Resort while you're exploring the neighbourhood.

Find hotels in Moonridge

Our pick of the best 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 NZ$231 per night from 30 June to 1 July
NZ$231
30 June - 1 July
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"We had a lovely stay at Big Bear in a family room which was clean and comfortable with a warm welcome at reception when we checked in. The restaurant was closed on a week day which we hadn’t known about but the games room and outdoor pool were enjoyable."

Reviewed on 27 May 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 NZ$277 per night from 3 June to 4 June
NZ$277
3 June - 4 June
includes taxes & fees
8.8/10 Excellent! (1,353 reviews)
"Very clean place with lake view. The staff was friendly and check in was a breeze. Pool and beach area for swimming was great. Fishing and kayaks on site. Great place!"

Reviewed on 30 May 2026

Lake Arrowhead Resort and Spa
Lagonita Lodge

Lagonita Lodge

3 out of 5
183 Lagonita Ln Big Bear Lake CA
The price is NZ$217 per night from 2 June to 3 June
NZ$217
2 June - 3 June
includes taxes & fees
9/10 Wonderful! (4,268 reviews)
"I'm not a picky person, so I think I'm clean enough, and Room214 really has great scenery and a great location at the parking lot. One complaint was that the bed was not comfortable. It was cramped and uncomfortable to sleep from a king size to a full size. The mattress is not good,"

Reviewed on 29 May 2026

Lagonita Lodge
See all 5,306 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.

Discover the most popular places to visit in Winter Park

Boulder Bay Park

Boulder Bay Park

After visiting Boulder Bay Park, make a plan to see the other sights and activities in Big Bear Lake. Wander through the lakeside and lush forest in this quaint area.

Boulder Bay Park
Castle Rock Trail

Castle Rock Trail

Enjoy a trip to Castle Rock Trail and popular activities such as skiing in Big Bear Lake. Stroll along the lakeside or discover the mountain views in this quaint area.

Castle Rock Trail

Alpine Slide at Magic Mountain

4/5(1 review)

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

Activities

Family-Friendly Nature Hike around the Big Bear Valley

Family-Friendly Nature Hike around the Big Bear Valley

NZ$62
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.