Winterwood Holidays from AU$5,555

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Your Winterwood Holiday

Let our Winterwood holiday packages take you to a destination where long-lasting memories are waiting to be made. While it's especially renowned for its skiing, there's loads to love about this neighbourhood. Kick start your trip to Winterwood by heading to nearby attractions such as BreckConnect Gondola, Breckenridge Riverwalk Centre and Maggie Pond. Expedia will help put your travel plans into action. Book your perfect Winterwood holiday now.

Top Holiday Package Deals in Winterwood

Price found within the past 48 hours. Click for updated prices.
Gravity Haus

Gravity Haus

4 out of 5
Historic District
per person
1 Jan - 5 Jan
found 21 hours ago
Return direct flight included
Sydney (SYD) to Denver (DEN)
9/10 Wonderful! (754 reviews)
GRAVITY Haus has all the nice extras. The Staff and facilities are top notch. Only Con was much of the Onsen was broken and need of repair

Reviewed on 1 Dec. 2024

Jackpine & Black Bear Condos

Jackpine & Black Bear Condos

2.5 out of 5
River Run
per person
1 Jan - 5 Jan
found 21 hours ago
Return direct flight included
Sydney (SYD) to Denver (DEN)
9.4/10 Exceptional! (13 reviews)
The condo was very clean, comfortable, and welcoming. I have only 2 comments. First, I slipped and fell in shower tub which used to have non slip stickers for safety. The bedroom casement style windows only open about 3 inches from the middle out so it was very warm. There was a childproof latch which could have been a little longer to let in more airflow since there was no central AC. Everything else was very nice.

Reviewed on 15 Jul. 2024

The Arrabelle at Vail Square, A RockResort

The Arrabelle at Vail Square, A RockResort

4 out of 5
Lionshead
per person
1 Jan - 5 Jan
found 21 hours ago
Return direct flight included
Sydney (SYD) to Denver (DEN)
9.6/10 Exceptional! (1,001 reviews)
Beautiful property and excellent customer service.

Reviewed on 1 Dec. 2024

The Lodge at Vail, A RockResort

The Lodge at Vail, A RockResort

4 out of 5
Vail Village
per person
1 Jan - 5 Jan
found 21 hours ago
Return direct flight included
Sydney (SYD) to Denver (DEN)
8.8/10 Excellent! (1,058 reviews)
The hotel had a great location, and the room was clean and comfortable, which I appreciated. However, I was disappointed that breakfast was not included in the stay, especially considering the high price. When I did try the breakfast, it was underwhelming, with limited variety and average quality. For the cost, I expected more value and better offerings. Including breakfast or improving its quality would greatly enhance the overall experience.

Reviewed on 29 Nov. 2024

Beaver Run Resort & Conference Center

Beaver Run Resort & Conference Center

3.5 out of 5
Peak 9
per person
1 Jan - 5 Jan
found 21 hours ago
Return direct flight included
Sydney (SYD) to Denver (DEN)
8.2/10 Very Good! (1,007 reviews)
Nice customer service and extremely happy with the assignment of room as it easily located in my requested spot right next to ski lift.

Reviewed on 1 Dec. 2024

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.
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Our guide on where to stay in Winterwood

Find the best Winterwood areas and neighborhoods for the activities you enjoy most. Learn more about Winterwood
Breckenridge showing outdoor art, street performance and snow

Historic District

3 out of top 10 points of interest in this area
5/5(2 area reviews)

The picture-perfect mountain views and popular ski slopes are top of the list for many visitors to Historic District. A stop by Breckenridge Ski Resort or Main Street might round out your trip.

Find hotel + flight trips in Historic District

Our pick of the best Winterwood Hotel Deals

Hyatt Vacation Club at The Ranahan
Hyatt Vacation Club at The Ranahan
4 out of 5
557 Stan Miller Dr, Breckenridge, CO
Fully refundableReserve now, pay when you stay
The price is AU$273 per night from 3 Dec to 4 Dec
AU$273
includes taxes & fees
3 Dec - 4 Dec
9.4/10 Exceptional! (1,169 reviews)
"Absolutely amazing. Very cozy room. Close to all the downtown Breckenridge shops and restaurants!"

Reviewed on 30 Nov. 2024

Hyatt Vacation Club at The Ranahan
Best Western Ptarmigan Lodge
Best Western Ptarmigan Lodge
2.5 out of 5
652 Lake Dillon Drive, Box 218, Dillon, CO
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 3 Dec to 4 Dec
AU$194
includes taxes & fees
3 Dec - 4 Dec
9/10 Wonderful! (1,008 reviews)
"Old but very very clean. Comfortable beds, great shower, etc. Fantastic place all around."

Reviewed on 1 Dec. 2024

Best Western Ptarmigan Lodge
Beaver Run Resort & Conference Center
Beaver Run Resort & Conference Center
3.5 out of 5
620 Village Rd, Breckenridge, CO
The price is AU$292 per night from 2 Dec to 3 Dec
AU$292
includes taxes & fees
2 Dec - 3 Dec
8.2/10 Very Good! (1,007 reviews)
"Great place to stay!! Will stay again with family of 7"

Reviewed on 29 Nov. 2024

Beaver Run Resort & Conference Center
See all 12,814 properties in Winterwood
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 Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Winterwood holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Winterwood from just AU$5,555. And the more you bundle, the more money you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Winterwood?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we’ve got them all covered. Choose a combination that suits your style and see your savings pile up. Of course, a travel package is never a one-size-fits-all. That’s why we offer over 550 partner airlines and 1 000 000 hotel options from all over the world, which lets you customize your Winterwood holiday.
Where should I stay in Winterwood?
A holiday in Winterwood isn’t complete without checking out Breckenridge Ski Resort, Beaver Run SuperChair and Breckenridge Riverwalk Centre. Stay close to these tourist attractions and make sightseeing a breeze.
What are the top hotels in Winterwood?
Reserve a room at The Flurry Lodge - Four Bedroom House. It’s one of this area’s most in-demand properties. Another reputable option in Winterwood is Peak 7 Breckenridge Retreat, 4 Br.
How far in advance should I book my Winterwood holiday?
While not all air carriers release tickets early, customers are usually able to look up international fares on Expedia up to a year in advance. This is when you can score some incredible deals. If you’re purchasing tickets last minute, you might still get lucky. Low prices sometimes become available a few weeks prior to departure.
What does an Expedia Winterwood travel package include?
Much of that depends on you. You can select from a variety of Winterwood packages, such as a hotel, rental car and flight. You can also book a hotel with a flight, or a flight with a rental car. Once you’ve made your booking, you can add on the fun stuff like activities and tours. Whatever your perfect Winterwood holiday looks like, you’ll save!
What should I know before booking a Winterwood travel package?
Bundling your bookings into a Winterwood holiday package is the easiest way to organise your trip. Not only that, you’ll save just for combining your hotels, flights and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Winterwood Expedia holiday package?
Yes — that’s the beauty of an Expedia package. You get to decide. We have access to more than 550 partner airlines worldwide, so you have loads of choice when organising your Winterwood adventure.
If I'm not able to travel, can I cancel my Winterwood holiday package?
If your holiday plans in Winterwood have changed, it’s comforting to know that it’s possible to cancel or amend your booking. If you booked less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose fees. To learn more, check our Customer Service Portal.

Discover the most popular places to visit in Winterwood

Breckenridge Ski Resort showing forests, snow skiing and snow

Breckenridge Ski Resort

4.5/5(10 reviews)

A ski resort that impresses visitors with five breathtaking peaks, a huge variety of slopes and fantastic modern facilities. Nearby is a charming Victorian-era town.

Breckenridge Ski Resort

Activities

Ridden- Breckenridge Winter Fat Bike Guided Bike Tour

Ridden- Breckenridge Winter Fat Bike Guided Bike Tour

AU$116
Per adult
Ridden- Breckenridge Winter Fat Bike Guided Bike Tour
Face in the window of Apres bar

Breckenridge Tours - Ghostly Tales

AU$54
Per adult
96% of travellers recommend
Breckenridge Tours - Ghostly Tales
Let’s Roam Scavenger Hunt - Breckenridge, Colorado

Self-Guided Breckenridge Scavenger Hunt: Breckenridge Adventure

AU$19
Per adult
Self-Guided Breckenridge Scavenger Hunt: Breckenridge Adventure
See all activities in Breckenridge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.