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Winter Park Vacation Packages

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Winter Park Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
River Run Village by Vail Resorts

River Run Village by Vail Resorts

3.5 out of 5
Price was $622, price is now $394 per person
$394
per person
Jan 18 - Jan 21
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this spa aparthotel in Keystone. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Keystone Ski Resort and Arapahoe Basin Ski Area are located nearby.

The Green Mountain Falls Lodge

The Green Mountain Falls Lodge

3 out of 5
Price was $822, price is now $476 per person
$476
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this lodge in Green Mountain Falls. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions North Slope Recreation Area and North Pole Colorado are located nearby.

Eagle Point Resort

Eagle Point Resort

4 out of 5
Price was $1,848, price is now $1,075 per person
$1,075
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this aparthotel in Vail. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff and the overall value in our reviews. Popular attractions Vail Ski Resort and Gerald R. Ford Amphitheater are located nearby.

One Ski Hill Place, a RockResort, by Vail Resorts

One Ski Hill Place, a RockResort, by Vail Resorts

4 out of 5
Price was $1,731, price is now $1,044 per person
$1,044
per person
Jan 24 - Jan 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Book a stay at this ski resort in Breckenridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Breckenridge Ski Resort and Copper Mountain Ski Resort are located nearby.

Jackpine & Black Bear Condos by Vail Resorts

Jackpine & Black Bear Condos by Vail Resorts

4.5 out of 5
Price was $940, price is now $581 per person
$581
per person
Jan 4 - Jan 8
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this luxury aparthotel in Keystone. Enjoy free WiFi, free parking, and 6 restaurants. Popular attractions Keystone Ski Resort and Arapahoe Basin Ski Area are located nearby.
Located next to Ink Spot, great coffee/food.

Reviewed on Sep 26, 2026

Sunburst Condominiums

Sunburst Condominiums

3 out of 5
Price was $1,289, price is now $813 per person
$813
per person
Jan 17 - Jan 23
found 13 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Denver (DEN)
Stay at this condo in Steamboat Springs. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Steamboat Ski Resort and Steamboat Gondola are located nearby.
Yes this place is a little out dated but for the price and how clean it is. It was great!!

Reviewed on Oct 31, 2026

River Mountain Lodge, A Vail Resorts Property

River Mountain Lodge, A Vail Resorts Property

3 out of 5
Price was $1,124, price is now $715 per person
$715
per person
Jan 24 - Jan 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Stay at this aparthotel in Breckenridge. Enjoy free WiFi, free parking, and 5 hot tubs. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.

Tivoli Lodge

Tivoli Lodge

4 out of 5
Price was $1,152, price is now $742 per person
$742
per person
Jan 3 - Jan 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this hotel in Vail. Enjoy breakfast (surcharge), a free area shuttle, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vail Ski Resort and Gerald R. Ford Amphitheater are located nearby.
Went during off-season. It was overall a nice experience. Rooms could be a bit cleaner. No breakfast during off season which is understandable. Great deals for rooms. But the ceiling tile in the bathroom could use some attention. Bed was very comfortable and overall we had a nice stay.

Reviewed on Nov 1, 2026

Winter Park Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Evergreen Condominiums by Vail Resorts

Evergreen Condominiums by Vail Resorts

3 out of 5
West Keystone
Price was $479, price is now $309 per person
$309
per person
Jan 18 - Jan 21
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Jackpine & Black Bear Condos by Vail Resorts

Jackpine & Black Bear Condos by Vail Resorts

4.5 out of 5
River Run
Price was $940, price is now $581 per person
$581
per person
Jan 4 - Jan 8
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
River Run Village by Vail Resorts

River Run Village by Vail Resorts

3.5 out of 5
West Keystone
Price was $622, price is now $394 per person
$394
per person
Jan 18 - Jan 21
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Tivoli Lodge

Tivoli Lodge

4 out of 5
Vail Village
Price was $1,152, price is now $742 per person
$742
per person
Jan 3 - Jan 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)

Winter Park Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Green Mountain Falls Lodge

The Green Mountain Falls Lodge

3 out of 5
Price was $822, price is now $476 per person
$476
per person
Dec 8 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Eagle Point Resort

Eagle Point Resort

4 out of 5
Matterhorn Village
Price was $1,848, price is now $1,075 per person
$1,075
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Zephyr Mountain Lodge

Zephyr Mountain Lodge

3.5 out of 5
Winter Park Village
Price was $1,634, price is now $960 per person
$960
per person
Jan 10 - Jan 15
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
The Nest at Black Hawk

The Nest at Black Hawk

4.5 out of 5
Price was $1,044, price is now $624 per person
$624
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Dec 2 - Tue, Dec 8
LAX
Los Angeles Intl.
DEN
Denver Intl.
$46 Roundtrip, just found
$46
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Dec 2 from Los Angeles Intl. to Denver Intl., returning Tue, Dec 8, priced at $46 just found
Frontier Airlines
Fri, Feb 19 - Mon, Feb 22
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Feb 19 from Dallas-Fort Worth Intl. to Denver Intl., returning Mon, Feb 22, priced at $58 just found
Frontier Airlines
Tue, Dec 8 - Wed, Dec 9
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Dec 8 from Minneapolis - St. Paul Intl. to Denver Intl., returning Wed, Dec 9, priced at $80 just found
Frontier Airlines
Tue, Dec 15 - Tue, Jan 5
PHX
Sky Harbor Intl.
DEN
Denver Intl.
$84 Roundtrip, just found
$84
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Dec 15 from Sky Harbor Intl. to Denver Intl., returning Tue, Jan 5, priced at $84 just found