Winterwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Top Holiday Package Deals in Winterwood

Price found within the past 48 hours. Click for updated prices.
Hotel Teatro

Hotel Teatro

4.5 out of 5
Downtown Denver
Price was CA $1,302, price is now CA $929 per person
CA $929
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
9/10 Wonderful! (1,365 reviews)
Very comfortable and nicely decorated. Great amenities. Appreciate how pet friendly they are. Highly recommend

Reviewed on Jun 15, 2026

Warwick Denver

Warwick Denver

4 out of 5
Uptown
Price was CA $1,430, price is now CA $987 per person
CA $987
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
8.6/10 Excellent! (1,914 reviews)
Very comfortable. Stayed in a suite. Amazing views and wait staff very helpful.

Reviewed on Jun 15, 2026

Gravity Haus Denver

Gravity Haus Denver

3.5 out of 5
Highland
Price was CA $1,590, price is now CA $1,104 per person
CA $1,104
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
8.8/10 Excellent! (232 reviews)
Very clean, comfortable and conveniently located. Would definitely recommend this place if your visiting Denver!

Reviewed on Jun 9, 2026

The Brown Palace Hotel and Spa, Autograph Collection

The Brown Palace Hotel and Spa, Autograph Collection

4.5 out of 5
Downtown Denver
Price was CA $1,617, price is now CA $1,131 per person
CA $1,131
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
8.4/10 Very Good! (1,001 reviews)
Everything was perfect! Only hiccup was check-in was a big delayed and after 4pm but they gave us free champagne.

Reviewed on Jun 20, 2026

Holiday Inn Express Denver Downtown by IHG

Holiday Inn Express Denver Downtown by IHG

3 out of 5
Downtown Denver
Price was CA $1,329, price is now CA $956 per person
CA $956
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
7.4/10 Good! (2,145 reviews)
The room was clean ,got to check in alittle earlier the posted. Down side issue with air conditioning how ever room rate was adjusted

Reviewed on Jun 16, 2026

Where to stay in Winterwood

Find the best Winterwood areas and neighborhoods for the activities you enjoy most. Learn more about Winterwood
Main Street, Downtown Frisco, Colorado. A quaint and popular ski resort town in summertime.

Historic District

3 out of top 10 points of interest in this area
4/5(1 area review)

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

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 CA $291 per night from Jul 8 to Jul 9
CA $291
CA $382 total
Jul 8 - Jul 9
includes taxes & fees
9.6/10 Exceptional! (1,197 reviews)
"Good amenities. Beautiful place."

Reviewed on Jun 21, 2026

Hyatt Vacation Club at The Ranahan
Village at Breckenridge, A Vail Resorts Property

Village at Breckenridge, A Vail Resorts Property

3 out of 5
535 S Park Avenue Breckenridge CO
Fully refundableReserve now, pay when you stay
The price is CA $233 per night from Jul 5 to Jul 6
CA $233
CA $298 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very Good! (1,981 reviews)
"This hotel is located within walking distance of town and is also along the shuttle stop. The laundry was located on our floor and easy to use. The only problem we had was that the parking garage next to the hotel was fully booked so we had to park in an outdoor lot a half mile away. But that was ..."

Reviewed on Jun 21, 2026

Village at Breckenridge, A Vail Resorts Property
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 CA $176 per night from Jul 9 to Jul 10
CA $176
CA $236 total
Jul 9 - Jul 10
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"We wish we had more time to stay here. This was one of the nicest places we've ever stayed."

Reviewed on Jun 20, 2026

The Lodge at Breckenridge
See all 13,203 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 CA $929. 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

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
Breckenridge is a Colorado town at the base of the Rocky Mountains’ Tenmile Range. It's known for its ski resort, year-round alpine activities and Gold Rush history. The Victorian core of this former

Main Street

During your visit to Breckenridge, you can browse for the perfect souvenirs at Main Street. Discover the area's mountain views and seek out the ski slopes.

Main Street

Beaver Run SuperChair

Enjoy a trip to Beaver Run SuperChair and popular activities like skiing in Breckenridge. Wander the lakeside or discover the area's mountain views.

Beaver Run SuperChair

Things to do

Breckenridge Tours - Strange but True

Breckenridge Tours - Strange but True

CA $46
per adult
80% of travellers recommend
Breckenridge Tours - Strange but True
Continental Divide Tour

Continental Divide Tour

CA $215
per adult
Continental Divide Tour
Colorado: Guided Mountain Bike Ride

Colorado: Guided Mountain Bike Ride

CA $428
per adult
Colorado: Guided Mountain Bike Ride
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.