Search Deals onWinter Park Vacation Packages
Winter Park Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Denver Downtown by IHG
Save 100% on your flight
Price was $530, price is now $355 per person
$355
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Book a stay at this business-friendly 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 Coors Field and Union Station are located nearby.
Close toconventioncenter
Reviewed on Sep 11, 2026
The Residences at Main Street Station, Breckenridge
Save 100% on your flight
Price was $1,548, price is now $942 per person
$942
per person
Nov 27 - Dec 4
found 1 day 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.
The Sebastian - Vail
Save 100% on your flight
Price was $1,729, price is now $1,054 per person
$1,054
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Book a stay at this luxury hotel in Vail. Enjoy free WiFi, a full-service spa, and 3 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions Vail Ski Resort and Gerald R. Ford Amphitheater are located nearby.
Great hotel really enjoyed our stay
Reviewed on Sep 11, 2026
Gold Point Resort Breckenridge by Vacatia
Price was $751, price is now $494 per person
$494
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
This was such a cute townhouse!
Reviewed on Sep 10, 2026
The Jacquard, Autograph Collection
Save 100% on your flight
Price was $1,071, price is now $710 per person
$710
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 in our reviews. Popular attractions Coors Field and Union Station are located nearby.
Hotel Teatro
Save 100% on your flight
Price was $709, price is now $471 per person
$471
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
Book a stay at this luxury hotel in Denver. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Union Station and Ball Arena are located nearby.
The hotel
Is lovely, but could use some TLC here and there. Slowest service ever at the restaurant and did not have shuttles as advertised. Great location!
Reviewed on Sep 12, 2026
The Springs Condominiums by Vail Resorts
Save 100% on your flight
Price was $719, price is now $484 per person
$484
per person
Dec 3 - Dec 6
found 5 hours ago
Roundtrip flight included
Houston (IAH) to Denver (DEN)
Book a stay at this ski aparthotel in Keystone. Enjoy free WiFi, free parking, and 6 restaurants. Popular attractions Keystone Ski Resort and Arapahoe Basin Ski Area are located nearby.
Great family oriented resort. The kids loved the pool and slide. We appreciated the on-site BBQ. We'll definitely be back for more.
Reviewed on Jun 30, 2026
Jackpine & Black Bear Condos by Vail Resorts
Save 100% on your flight
Price was $750, price is now $506 per person
$506
per person
Dec 3 - Dec 6
found 5 hours ago
Roundtrip flight included
Houston (IAH) 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.
They don’t have anyone on site in case of emergency, like the electronic key fails. And if you left the check in paper in your condo you have no way of contacting them for help. They need a better system!
Reviewed on Sep 8, 2026
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.
Tue, Oct 27 - Wed, Nov 4
PHX
Sky Harbor Intl.
DEN
Denver Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Tue, Nov 3 - Wed, Nov 18
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$60 Roundtrip, found 2 hours ago
$60
Roundtrip
found 2 hours ago
Tue, Nov 10 - Sat, Nov 14
ATL
Hartsfield-Jackson Atlanta Intl.
DEN
Denver Intl.
$64 Roundtrip, found 1 hour ago
$64
Roundtrip
found 1 hour ago
Sat, Oct 24 - Tue, Oct 27
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$66 Roundtrip, just found
$66
Roundtrip
just found
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