Winterwood Vacations from ￥248,268

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Winterwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Denver Union Station, CO

Hilton Garden Inn Denver Union Station, CO

3.5 out of 5
LoDo
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Denver (DEN)
9/10 Wonderful! (1,732 reviews)
Convenient but slow elevators.

Reviewed on Jul 16, 2025

Kimpton Hotel Monaco Denver by IHG

Kimpton Hotel Monaco Denver by IHG

4 out of 5
Downtown Denver
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Denver (DEN)
8.6/10 Excellent! (1,006 reviews)
Late check in only after 4 pm was the only issue I had to deal with, having travelled from East coast, I had to wait for several hours to check in

Reviewed on Jul 13, 2025

The Source Hotel

The Source Hotel

4.5 out of 5
River North Art District
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Denver (DEN)
8.8/10 Excellent! (1,000 reviews)
Great location. Ease of check-in and checkout. Was disappointed roof top restaurant/bar were closed for remodeling. Great coffee availability at main floor restaurant. Loved the multiple spaces to relax and hangout.

Reviewed on Jul 16, 2025

The Oxford Hotel

The Oxford Hotel

4 out of 5
LoDo
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Denver (DEN)
9.6/10 Exceptional! (1,015 reviews)
The bed was very hard and uncomfortable. After a sleepless night, the staff got me a mattress topper that really helped the send night. The air conditioning cycled on and off constantly, but they brought a fan so I could just turn it off. Staff was VERY apologetic and wonderful

Reviewed on Jul 13, 2025

Grand Hyatt Denver

Grand Hyatt Denver

4.5 out of 5
Downtown Denver
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Denver (DEN)
9.4/10 Exceptional! (1,412 reviews)
Great value. Clean. Friendly and helpful staff. Well-equipped fitness room. Would stay here again.

Reviewed on Jul 14, 2025

Where to stay in Winterwood

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

Historic District

3 out of top 10 points of interest in this area
4.5/5(351 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 hotels in Historic District

Winterwood Hotel Deals

Keystone Lodge & Spa by Keystone Resort

Keystone Lodge & Spa by Keystone Resort

4 out of 5
22101 US Highway 6, Keystone, CO
Fully refundableReserve now, pay when you stay
The price is ￥20,101 per night from Jul 28 to Jul 29
￥20,101
￥26,514 total
Jul 28 - Jul 29
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
"Great spot"

Reviewed on Jul 12, 2025

Keystone Lodge & Spa by Keystone Resort
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
557 Stan Miller Dr, Breckenridge, CO
The price is ￥24,370 per night from Aug 12 to Aug 13
￥24,370
￥33,172 total
Aug 12 - Aug 13
includes taxes & fees
9.4/10 Exceptional! (1,412 reviews)
"This property is beautiful and quiet. The shuttle to downtown is very convenient. The room is basically an apartment with fridge, stove, oven, microwave and everything a person would need."

Reviewed on Jul 13, 2025

Hyatt Vacation Club at The Ranahan
Hotel Alpenrock Breckenridge, Curio Collection by Hilton

Hotel Alpenrock Breckenridge, Curio Collection by Hilton

4 out of 5
550 Village Road, Breckenridge, CO
Fully refundableReserve now, pay when you stay
The price is ￥20,263 per night from Aug 3 to Aug 4
￥20,263
￥30,273 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (237 reviews)
Beautifully Nestled in the Mountains
"Beautiful renovated hotel, nestled in the magical mountains of Breckenridge. We loved the hotel and all the amenities it offered! The beds were a bit firm, just as a forewarning. My only suggestion is that due to the hotel capping the room’s AC at 68°, having fans available (or ceiling fans) would ..."

Reviewed on Jul 13, 2025

Hotel Alpenrock Breckenridge, Curio Collection by Hilton
See all 12,829 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.

Frequently asked questions

How much does a Winterwood vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Winterwood from just ￥248,268. 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 vacation.
Where should I stay in Winterwood?
A vacation in Winterwood isn't complete without checking out Breckenridge Ski Resort, Beaver Run SuperChair and Breckenridge Riverwalk Center. 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 vacation?
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 vacation looks like, you'll save!
What should I know before booking a Winterwood travel package?
Bundling your bookings into a Winterwood vacation package is the easiest way to organize 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 vacation 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 organizing your Winterwood adventure.
If I'm not able to travel, can I cancel my Winterwood vacation package?
If your vacation 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 snow skiing, snow and forests

Breckenridge Ski Resort

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

Things to do

Views of Placer valley

Continental Divide Tour

￥21,183
per adult
Continental Divide Tour
Get hands on with real equipment in Breckenridge's only REAL goldmine tour

Real Gold Mine Tour with, gold panning and more

￥6,799
per adult
100% of travellers recommend
Real Gold Mine Tour with, gold panning and more
Fat Tire E Bike Rental in Breckenridge Delivered to you

Fat Tire E Bike Rental in Breckenridge Delivered to you

￥10,849
per adult
Fat Tire E Bike Rental in Breckenridge Delivered to you
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.