Winterwood Holidays

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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.

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 featuring 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 Breckenridge Arts District might round out your trip.

Find hotels in Historic District

Our pick of the best Winterwood Hotel Deals

Beaver Run Resort & Conference Center

Beaver Run Resort & Conference Center

3.5 out of 5
620 Village Rd, Breckenridge, CO
The price is AU$305 per night from 1 Sept to 2 Sept
AU$305
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Staff and facilities good. Parking is limited."

Reviewed on 20 Aug. 2025

Beaver Run Resort & Conference Center
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
557 Stan Miller Dr, Breckenridge, CO
Fully refundable
The price is AU$308 per night from 23 Sept to 24 Sept
AU$308
23 Sept - 24 Sept
includes taxes & fees
9.4/10 Exceptional! (1,457 reviews)
"The property was was very clean, well maintained and amenities well thought out. Location is a few miles from town, but quick easy drive or a shuttle that runs every 30 minutes till 9pm. Great patios/decks with nice outdoor furniture."

Reviewed on 22 Aug. 2025

Hyatt Vacation Club at The Ranahan
The Lodge at Breckenridge

The Lodge at Breckenridge

3.5 out of 5
112 Overlook Drive, Breckenridge, CO
Fully refundableReserve now, pay when you stay
The price is AU$270 per night from 25 Aug to 26 Aug
AU$270
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Room was clean, breakfast was nice… only thing which can be improved is room should have a microwave"

Reviewed on 24 Aug. 2025

The Lodge at Breckenridge
See all 12,870 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 . 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

Snowflake Chair Lift

Enjoy a trip to Snowflake Chair Lift and popular activities such as skiing in Breckenridge. Wander the lakeside or discover the area's mountain views.

Snowflake Chair Lift

Activities

Face in the window of Apres bar

Breckenridge Tours - Ghostly Tales

AU$54
per adult
94% of travellers recommend
Breckenridge Tours - Ghostly Tales
Can you solve the clues left by the lost expedition?

Breckenridge Gold Mine Outdoor Escape Room

AU$75
per adult
100% of travellers recommend
Breckenridge Gold Mine Outdoor Escape Room
Breckenridge Puzzling Adventure

Breckenridge Puzzling Adventure

AU$54
per traveller
Breckenridge Puzzling 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.