Search Deals onWinter Park Vacation Packages
Winter Park Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Glenwood Springs Inn
Save 100% on your flight
Price was $461, price is now $256 per person
$256
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this motel in Glenwood Springs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Glenwood Hot Springs and Iron Mountain Hot Springs are located nearby.
The Residences at Main Street Station, Breckenridge
Save 100% on your flight
Price was $1,248, price is now $707 per person
$707
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
Stay at this aparthotel in Breckenridge. Enjoy free WiFi, 7 hot tubs, and a fitness center. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.
Hyatt Vacation Club at The Ranahan
Save 100% on your flight
Price was $707, price is now $435 per person
$435
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
Book a stay at this ski hotel in Breckenridge. Enjoy free WiFi, breakfast (surcharge), and a free ski shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.
the Curtis Denver - a DoubleTree by Hilton Hotel
Save 100% on your flight
Price was $1,081, price is now $679 per person
$679
per person
May 26 - May 31
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this luxury hotel in Denver. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Union Station and Coors Field are located nearby.
Patterson Inn
Save 100% on your flight
Price was $1,559, price is now $987 per person
$987
per person
May 23 - May 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this boutique B&B in Denver. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Union Station and Coors Field are located nearby.
Hotel Alpenrock Breckenridge, Curio Collection by Hilton
Save 100% on your flight
Price was $417, price is now $265 per person
$265
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this ski resort in Breckenridge. Enjoy free WiFi, 2 hot tubs, and breakfast (surcharge). Popular attractions Breckenridge Ski Resort and Main Street are located nearby.
Flying Horse Resort & Club
Save 100% on your flight
Price was $855, price is now $588 per person
$588
per person
May 13 - May 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this luxury resort in Colorado Springs. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Ford Amphitheater and Topgolf are located nearby.
Hotel Boulderado
Save 100% on your flight
Price was $1,178, price is now $813 per person
$813
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this luxury hotel in Boulder. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the restaurant and the bar in our reviews. Popular attractions Pearl Street Mall and Boulder Theater are located nearby.
Winter Park Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winter Park Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, May 13 - Tue, May 19
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$56 Roundtrip, found 9 hours ago
$56
Roundtrip
found 9 hours ago
Wed, May 13 - Wed, May 27
LAX
Los Angeles Intl.
DEN
Denver Intl.
$56 Roundtrip, just found
$56
Roundtrip
just found
Wed, May 6 - Tue, May 12
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$66 Roundtrip, found 6 hours ago
$66
Roundtrip
found 6 hours ago
Tue, Jun 2 - Tue, Jun 16
PHX
Sky Harbor Intl.
DEN
Denver Intl.
$80 Roundtrip, found 12 hours ago
$80
Roundtrip
found 12 hours ago
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