Search Deals onWinter Park Vacation Packages
Winter Park Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Residences at Main Street Station, Breckenridge
Save 100% on your flight
Price was $587, price is now $375 per person
$375
per person
Jul 6 - Jul 9
found 11 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Glenwood Springs Inn
Price was $1,489, price is now $773 per person
$773
per person
Jul 14 - Jul 21
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.
Gold Point Resort Breckenridge by Vacatia
Save 100% on your flight
Price was $728, price is now $461 per person
$461
per person
Jul 6 - Jul 9
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this condo in Breckenridge. Enjoy free WiFi, free parking, and 8 hot tubs. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.
Highline Vail - a DoubleTree by Hilton
Save 100% on your flight
Price was $1,024, price is now $689 per person
$689
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this ski resort in Vail. Enjoy free WiFi, breakfast (surcharge), and a free ski shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vail Ski Resort and Beaver Creek Ski Area are located nearby.
Wildwood Inn
Save 100% on your flight
Price was $1,382, price is now $937 per person
$937
per person
Jun 13 - Jun 20
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this hotel in Estes Park. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions The Stanley Hotel and Historic Estes Park are located nearby.
Hyatt Vacation Club at The Ranahan
Save 100% on your flight
Price was $890, price is now $610 per person
$610
per person
Jul 7 - Jul 11
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Cliff House at Pikes Peak
Price was $1,528, price is now $1,054 per person
$1,054
per person
Aug 4 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Denver (DEN)
Book a stay at this luxury hotel in Manitou Springs. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Garden of the Gods and Cave of the Winds are located nearby.
Grand Lake Lodge
Save 100% on your flight
Price was $1,625, price is now $1,121 per person
$1,121
per person
Jun 13 - Jun 20
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this lodge in Grand Lake. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Bowen Gulch Trail and Adams Falls Trail 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.
Sat, Aug 22 - Sat, Sep 5
LAX
Los Angeles Intl.
DEN
Denver Intl.
$56 Roundtrip, just found
$56
Roundtrip
just found
Tue, Jul 21 - Tue, Jul 28
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$80 Roundtrip, just found
$80
Roundtrip
just found
Tue, Sep 15 - Wed, Sep 23
ORD
O'Hare Intl.
DEN
Denver Intl.
$88 Roundtrip, just found
$88
Roundtrip
just found
Tue, Jul 28 - Wed, Jul 29
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$110 Roundtrip, found 7 hours ago
$110
Roundtrip
found 7 hours ago
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