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Top hotels in Winterwood

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
$134 nightly
The price is $150 total per night from Oct 4 to Oct 5
$150 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. There's a free ski shuttle, and ski rentals, ski passes and ski storage are available on site. Enjoy ...
"I’ve booked too many hotels that were much less than the photos showed and amenities that weren’t available. Everything described for this property was accurate, the staff were all friendly and helpful, and the room was quiet for sleeping. The pool, hot tubs and fire pit and views are all top tier. ..."

Reviewed on Sep 3, 2026

Opens in a new windowHyatt Vacation Club at The Ranahan
Grand Timber Lodge

Grand Timber Lodge

3 out of 5
75 Snowflake Drive Breckenridge CO
Ski-in/ski-out access, 2 outdoor pools, and 2 indoor pools are all featured at this smoke-free aparthotel. Enjoy the free ski shuttle and onsite ski storage. ...
"Great"

Reviewed on Sep 2, 2026

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Opens in a new windowGrand Timber Lodge
River Mountain Lodge, A Vail Resorts Property

River Mountain Lodge, A Vail Resorts Property

3 out of 5
100 South Park Avenue Breckenridge CO
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $132 total per night from Sep 9 to Sep 10
$132 total
Sep 9 - Sep 10
Total with taxes and fees
This smoke-free aparthotel features 5 hot tubs, an outdoor pool, and a restaurant. Enjoy the gym and perks like free self parking and free WiFi. You'll appreciate ...
"We enjoyed our stay quite a bit. This stay felt luxurious without breaking the bank. We had a kitchen, comfortable furniture, a table, and convenient parking. Getting into the lot was a bit confusing but we were able to get there. We also suffered a little bit of altitude sickness and the stairs ..."

Reviewed on Sep 2, 2026

Opens in a new windowRiver Mountain Lodge, A Vail Resorts Property
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
$150 nightly
The price is $169 total per night from Sep 13 to Sep 14
$169 total
Sep 13 - Sep 14
Total with taxes and fees
Ski-in/ski-out access, 4 hot tubs, and a gym are all featured at this smoke-free aparthotel. Take advantage of ski passes and ski storage on site, and enjoy ...
"Wi-Fi was impossible to figure out, the bed had no side tables and was cramped. There was some sort of humidifier going, making their room feel like a sauna. Overall, just horrible"

Reviewed on Sep 2, 2026

Opens in a new windowVillage at Breckenridge, A Vail Resorts Property
Beaver Run Resort & Conference Center

Beaver Run Resort & Conference Center

3.5 out of 5
620 Village Rd Breckenridge CO
$169 nightly
The price is $190 total per night from Sep 9 to Sep 10
$190 total
Sep 9 - Sep 10
Total with taxes and fees
Ski-in/ski-out access, a full-service spa, and 8 hot tubs are all featured at this smoke-free resort. Take advantage of ski lessons, ski rentals and ski passes ...
Opens in a new windowBeaver Run Resort & Conference Center
Keystone Lodge & Spa, A Vail Resorts Property

Keystone Lodge & Spa, A Vail Resorts Property

4 out of 5
22101 US Highway 6 Keystone CO
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $160 total per night from Sep 12 to Sep 13
$160 total
Sep 12 - Sep 13
Total with taxes and fees
A full-service spa, 2 restaurants, and 2 indoor tennis courts are all featured at this smoke-free hotel. Enjoy the free ski shuttle and onsite ski storage. Enjoy ...
Opens in a new windowKeystone Lodge & Spa, 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
$149 nightly
The price is $161 total per night from Sep 7 to Sep 8
$161 total
Sep 7 - Sep 8
Total with taxes and fees
This smoke-free hotel features 2 hot tubs, a restaurant, and a bar/lounge. A free area shuttle is offered as well. A 24-hour business center, a terrace, and ...
Opens in a new windowThe Lodge at Breckenridge
Tivoli Lodge

Tivoli Lodge

4 out of 5
386 Hanson Ranch Rd Vail CO
$209 nightly
The price is $231 total per night from Sep 7 to Sep 8
$231 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a gym and a hot tub. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle. Valet parking, a 24-hour business center, ...
Opens in a new windowTivoli Lodge
Hotel Indigo Silverthorne by IHG

Hotel Indigo Silverthorne by IHG

3.5 out of 5
375 BLUE RIVER PARKWAY Silverthorne CO
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $122 total per night from Oct 4 to Oct 5
$122 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. A lobby fireplace, a communal living room, and luggage ...
Opens in a new windowHotel Indigo Silverthorne by IHG
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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.

Winterwood Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Winterwood area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Winterwood to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Winterwood are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Winterwood hotel reviews by fellow wanderers

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"I’ve booked too many hotels that were much less than the photos showed and amenities that weren’t available. Everything described for this property was accurate, the staff were all friendly and helpful, and the room was quiet for sleeping. The pool, hot tubs and fire pit and views are all top tier. I can’t imagine anyone being anything but very happy after a stay."
A verified traveler stayed at Hyatt Vacation Club at The Ranahan
Hyatt Vacation Club at The Ranahan