Search Deals onWinter Park Vacation Packages
Winter Park Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Lady Luck Casino Black Hawk - A Caesars Rewards Destination
Price was $511, price is now $291 per person
$291
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this business-friendly hotel in Black Hawk. Enjoy free WiFi, a casino, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Monarch Casino Black Hawk and Ameristar Casino Black Hawk are located nearby.
Staff were very friendly and helpful. The room was dingy and stink of cigarette smoke. The hot water didn’t work in bathroom faucet and overall the room was subpar.
Reviewed on Aug 29, 2026
Glenwood Springs Inn
Save 100% on your flight
Price was $966, price is now $558 per person
$558
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Save 100% on your flight
Price was $890, price is now $543 per person
$543
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Rooms were amazing!
Reviewed on Aug 29, 2026
Horseshoe Black Hawk Hotel & Casino - A Caesars Rewards Destination
Price was $559, price is now $352 per person
$352
per person
Oct 11 - Oct 15
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this business-friendly hotel in Black Hawk. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Monarch Casino Black Hawk and Ameristar Casino Black Hawk are located nearby.
Excellent room. We usually stay next door at the Monarch but the room value will bring us back to the Horseshoe.
Reviewed on Aug 29, 2026
Riverside Colorado
Save 100% on your flight
Price was $517, price is now $336 per person
$336
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this cabin in Bellvue. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attraction Mishawaka Amphitheatre is located nearby.
Club Wyndham Resort at Avon
Save 100% on your flight
Price was $1,235, price is now $803 per person
$803
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Stay at this hotel in Avon. Enjoy free WiFi, a free area shuttle, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Beaver Creek Ski Area and Riverfront Express Gondola are located nearby.
Patterson Inn
Save 100% on your flight
Price was $1,302, price is now $849 per person
$849
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Patterson Inn was the best choice I could have made for my recent trip to Denver. The staff were attentive, kind, and made my stay so comfortable and enjoyable. Chris and his staff are so warm and welcoming, felt as if I was staying with friends. The room was comfortable, clean, and beautifully maintained. Delicious homemade breakfast each morning, with a choice of sweet or savory options really was a highlight. The property is gorgeous, a history buff's dream stay. As a solo traveler, would I highly recommend a stay at the Patterson, neighborhood is quiet, safe, and easy to get to all major attractions and highways. Thank you to the Patterson Inn for making my trip so comfortable. If I'm ever back in Denver, I'll be popping by to say hello and drink at the tavern. :) -Kris from NJ
Reviewed on Aug 27, 2026
Antlers at Vail
Save 100% on your flight
Price was $1,038, price is now $687 per person
$687
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Gerald R. Ford Amphitheater are located nearby.
Hotel team was great, location is awesome and really enjoyed the room, views and amenities - all of which were very clean.
Highly recommend
Reviewed on Aug 17, 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.
Thu, Nov 12 - Wed, Nov 18
PHX
Sky Harbor Intl.
DEN
Denver Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
Thu, Oct 29 - Wed, Nov 18
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
Tue, Oct 20 - Thu, Oct 29
MSP
Minneapolis - St. Paul Intl.
DEN
Denver Intl.
$89 Roundtrip, found 21 hours ago
$89
Roundtrip
found 21 hours ago
Sat, Oct 24 - Sat, Nov 7
ATL
Hartsfield-Jackson Atlanta Intl.
DEN
Denver Intl.
$113 Roundtrip, found 3 hours ago
$113
Roundtrip
found 3 hours ago
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