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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.
Summit Villa BnB

Summit Villa BnB

3 out of 5
Save 100% on your flight
Price was $383, price is now $231 per person
$231
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this spa guesthouse in Watkins. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mesteño and The Arts District Market are located nearby.
Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Save 100% on your flight
Price was $561, price is now $308 per person
$308
per person
Apr 30 - May 5
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 Source Hotel

The Source Hotel

4.5 out of 5
Save 100% on your flight
Price was $622, price is now $395 per person
$395
per person
Apr 28 - May 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this luxury hotel in Denver. Enjoy free WiFi, 4 restaurants, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Coors Field and Union Station are located nearby.
Mountain Retreat in Breckenridge

Mountain Retreat in Breckenridge

2.5 out of 5
Save 100% on your flight
Price was $1,048, price is now $681 per person
$681
per person
Apr 25 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this vacation home in Breckenridge. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Breckenridge Ski Resort and Main Street are located nearby.
the Curtis Denver - a DoubleTree by Hilton Hotel

the Curtis Denver - a DoubleTree by Hilton Hotel

4 out of 5
Save 100% on your flight
Price was $636, price is now $424 per person
$424
per person
Apr 28 - May 2
found 1 day 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.
Homewood Suites by Hilton Denver Downtown-Convention Center

Homewood Suites by Hilton Denver Downtown-Convention Center

3.5 out of 5
Save 100% on your flight
Price was $1,215, price is now $852 per person
$852
per person
Jun 7 - Jun 14
found 12 hours ago
Roundtrip flight included
Dallas (DAL) to Denver (DEN)
Stay at this hotel in Denver. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Union Station and Coors Field are located nearby.
Antlers at Vail

Antlers at Vail

3 out of 5
Save 100% on your flight
Price was $1,007, price is now $710 per person
$710
per person
May 24 - May 28
found 19 hours ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
Book a stay at this golf aparthotel in Vail. Enjoy free WiFi, 2 hot tubs, and a free area shuttle. Popular attractions Vail Ski Resort and Adventure Ridge are located nearby.
The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

4 out of 5
Price was $602, price is now $430 per person
$430
per person
Apr 23 - Apr 27
found 23 hours ago
Roundtrip flight included
Houston (IAH) 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.

Winter Park Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Summit Villa BnB

Summit Villa BnB

3 out of 5
Save 100% on your flight
Price was $383, price is now $231 per person
$231
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
The Source Hotel

The Source Hotel

4.5 out of 5
Five Points
Save 100% on your flight
Price was $622, price is now $395 per person
$395
per person
Apr 28 - May 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Mountain Retreat in Breckenridge

Mountain Retreat in Breckenridge

2.5 out of 5
Forest Hills
Save 100% on your flight
Price was $1,048, price is now $681 per person
$681
per person
Apr 25 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
the Curtis Denver - a DoubleTree by Hilton Hotel

the Curtis Denver - a DoubleTree by Hilton Hotel

4 out of 5
Downtown Denver
Save 100% on your flight
Price was $636, price is now $424 per person
$424
per person
Apr 28 - May 2
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.
Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Downtown
Save 100% on your flight
Price was $561, price is now $308 per person
$308
per person
Apr 30 - May 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
The Crawford Hotel

The Crawford Hotel

5 out of 5
LoDo
Price was $1,338, price is now $919 per person
$919
per person
May 2 - May 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Flying Horse Resort & Club

Flying Horse Resort & Club

4.5 out of 5
Flying Horse
Save 100% on your flight
Price was $1,626, price is now $1,120 per person
$1,120
per person
Jun 14 - Jun 20
found 10 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Denver (DEN)
the Curtis Denver - a DoubleTree by Hilton Hotel

the Curtis Denver - a DoubleTree by Hilton Hotel

4 out of 5
Downtown Denver
Save 100% on your flight
Price was $1,211, price is now $844 per person
$844
per person
Apr 30 - May 5
found 19 hours 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
Sat, Apr 25 - Sat, Apr 25
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Apr 25 from Dallas-Fort Worth Intl. to Denver Intl., returning Sat, Apr 25, priced at $56 just found
Frontier Airlines
Tue, Apr 28 - Tue, May 12
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$62 Roundtrip, just found
$62
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Apr 28 from Minneapolis - St. Paul Intl. to Denver Intl., returning Tue, May 12, priced at $62 just found
Frontier Airlines
Mon, Apr 27 - Mon, May 11
PHX
Sky Harbor Intl.
DEN
Denver Intl.
$108 Roundtrip, found 5 hours ago
$108
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Apr 27 from Sky Harbor Intl. to Denver Intl., returning Mon, May 11, priced at $108 found 5 hours ago
Frontier Airlines
Tue, May 5 - Tue, May 5
ATL
Hartsfield-Jackson Atlanta Intl.
DEN
Denver Intl.
$110 Roundtrip, found 23 hours ago
$110
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Tue, May 5 from Hartsfield-Jackson Atlanta Intl. to Denver Intl., returning Tue, May 5, priced at $110 found 23 hours ago