Winterwood Vacations from $267

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Your Winterwood Vacation

Let our Winterwood vacation 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 neighborhood. Kick start your trip to Winterwood by heading to nearby attractions such as BreckConnect Gondola, Breckenridge Riverwalk Center and Maggie Pond. Expedia will help put your travel plans into action. Book your perfect Winterwood vacation now.

The Latest Winterwood Vacation Packages

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

Hotel Polaris

4.5 out of 5
Save 100% on your flight
Price was $448, price is now $267 per person
$267
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.8/10 Exceptional! (418 reviews)
The staff, rooms, and services have all been excellent. This was a wonderful experience.

Reviewed on Oct 13, 2025

The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

4 out of 5
Historic District
Save 100% on your flight
Price was $2,553, price is now $1,414 per person
$1,414
per person
Dec 17 - Dec 21
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.8/10 Excellent! (135 reviews)
Condos were in great condition, very soft towels

Reviewed on Oct 8, 2025

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
Northside Breck
Save 100% on your flight
Price was $1,527, price is now $850 per person
$850
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (1,506 reviews)
Enjoyed staying here every summer and fall since opening.

Reviewed on Oct 12, 2025

Patterson Inn

Patterson Inn

3.5 out of 5
Capitol Hill
Save 100% on your flight
Price was $889, price is now $544 per person
$544
per person
Dec 17 - Dec 21
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (741 reviews)
This Boutique Hotel/ B&B is a pearl in Denver!! I am so happy we found it! It has so much character and charm! The owner came down every morning to visit with each guest at breakfast to see how their stay was. He also was the bartender at the 12 Spirits Bar on site. The room we stayed in was the Prague. I wanted to take the bed home with me it was so comfortable!! Wow!! The room had a lot of room in it and the bathroom was huge and decorated very well! For breakfast we had a different savory and a sweet choice every morning. They were so delicious, seriously, the chef knows how to make breakfast!! So many things about this place I liked! I would recommend this Hotel to all the people I like going to Denver. Not to everyone, because I want to be able to get a reservation when I come back next time!

Reviewed on Oct 3, 2025

Beaver Run Resort & Conference Center

Beaver Run Resort & Conference Center

3.5 out of 5
Peak 9
Save 100% on your flight
Price was $1,384, price is now $863 per person
$863
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.4/10 Very Good! (1,021 reviews)
Best in Breckenridge.

Reviewed on Oct 7, 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 Breckenridge Arts District might round out your trip.

Find hotels in Historic District

Winterwood Hotel Deals

Beaver Run Resort & Conference Center

Beaver Run Resort & Conference Center

3.5 out of 5
620 Village Rd, Breckenridge, CO
$185 nightly
The price is $208 total per night from Oct 16 to Oct 17
$208 total
Oct 16 - Oct 17
Total with taxes and fees
8.2/10 Very Good! (1,025 reviews)
"Nice spot with great views. We only stayed one night but everything met our expectations. Thanks."

Reviewed on Oct 10, 2025

Beaver Run Resort & Conference Center
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
$221 nightly
The price is $248 total per night from Oct 19 to Oct 20
$248 total
Oct 19 - Oct 20
Total with taxes and fees
8.6/10 Excellent! (345 reviews)
"Great location, very nice."

Reviewed on Oct 2, 2025

Hotel Alpenrock Breckenridge, Curio Collection by Hilton
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
$110 nightly
The price is $126 total per night from Oct 15 to Oct 16
$126 total
Oct 15 - Oct 16
Total with taxes and fees
9/10 Wonderful! (1,176 reviews)
Fantastic stay
"We were very pleased with our stay. The bed was comfortable, the goose neck shower head was a blessing for my 6’ 3” husband, it was wonderful to have a little kitchenette, and the view was simply breathtaking."

Reviewed on Oct 12, 2025

Best Western Ptarmigan Lodge
See all 12,988 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.
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Discover the most popular places to visit in Winterwood

Breckenridge Ski Resort showing snow skiing, snow and forests

Breckenridge Ski Resort

4.5/5(856 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
Breckenridge which includes snow, street performance and outdoor art

Main Street

4.5/5(1,235 reviews)

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
A sculpture in Breckinridge. Could not find a name or artist of this art work.

Blue River Plaza

5/5(1 review)

Find out about the history of Breckenridge with a stop at Blue River Plaza. Discover the area's mountain views, or seek out its ski slopes.

Blue River Plaza

Things to do

Face in the window of Apres bar

Breckenridge Tours - Ghostly Tales

$35
per adult
94% of travellers recommend
Breckenridge Tours - Ghostly Tales
Views of Placer valley

Continental Divide Tour

$155
per adult
Continental Divide Tour
Breckenridge Tours - Strange but True

Breckenridge Tours - Strange but True

$33
per adult
80% of travellers recommend
Breckenridge Tours - Strange but True
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.