Winter Park Vacations
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Winter Park Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Denver South/Park Meadows
$322
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Denver (DEN)
Book a stay at this business-friendly hotel in Lone Tree. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Park Meadows Mall and Fiddler's Green Amphitheatre are located nearby.
Overall hotel was good but air conditioning was worst. As if I am staying in a motel/ 2 star hotel.
The quality of bed and pillow was bad too.
I did not feel like I was on a Hyatt property
Reviewed on Aug 20, 2026
Element by Marriott Denver International Airport
$500
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Denver (DEN)
Book a stay at this business-friendly hotel in Denver. Enjoy free breakfast, a free airport shuttle, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Painted Prarie Park Area and Final Approach are located nearby.
The Crawford Hotel
LoDo
$942
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Denver (DEN)
Book a stay at this luxury hotel in Denver. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Union Station and Coors Field are located nearby.
The Brown Palace Hotel and Spa, Autograph Collection
Downtown Denver
$632
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Denver (DEN)
Book a stay at this luxury hotel in Denver. Enjoy a full-service spa, 4 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Coors Field and Union Station are located nearby.
Hyatt Place Denver Tech Center
Denver Tech Center
$354
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Denver (DEN)
Book a stay at this business-friendly hotel in Greenwood Village. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fiddler's Green Amphitheatre and Park Meadows Mall are located nearby.
Catbird Hotel
River North Art District
$494
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Denver (DEN)
Book a stay at this family-friendly hotel in Denver. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the bar in our reviews. Popular attractions Coors Field and Denver Zoo are located nearby.
This place was great with a few minor issues, but it would not deter us from coming back! The detail in the design and amenities is amazing, I have severe food allergies so I cook all my meals, I had most of what I needed to cook our whole trip. The room was really nice and had so much storage. Only issue in room was noise, at times it sounded like construction almost, not sure what it was but it was only for a few hours the first day. Second issue was we went to order food at front desk, then saw a female employee use her bare hands to scrape someone else’s fries onto their plate and eat a few fries off of it as well before it went to the person. Anyways overall great experience with a few minor issues, will definitely come back!
Reviewed on Aug 18, 2026
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See all available trips from Columbus to Winter Park
View all tripsWinter Park Vacation Packages
Trying to plan a way to bundle your Winter Park flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Winter Park incredible. With only a few clicks, you can select the best Winter Park vacation package for you and your family. AARP Travel Center has an incredible list of flights and hotels, and local activities to choose from.
Winter Park Hotels
With 2325 hotels and resorts in Winter Park to choose from, you will find one that is perfect for you.
From Winter Park hotels with multiple pools and on-site restaurants, to boutique accommodations that add all the extra touches, you'll find a hotel here that will make your trip astounding. With AARP Travel Center's Winter Park hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.
Things to do in Winter Park
Winter Park is the perfect town when you have to get away from it all. With only around 993 people in the city, this quaint town is great for a quite vacation.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Package Your Winter Park Vacation and Save
With so much going on in Winter Park, you'll be wanting to plan your outings, not spending time to finding the cheapest hotel. The AARP Travel Center Powered by Expedia® allows you to easily book everything you want, and save a little money on your vacation. You can plan your entire holiday, including things to do in Winter Park from only one place. So what are you waiting for? Bundle now and save!
Top Hotel Deals
The Vintage Hotel
100 Winter Park Dr Winter Park CO
Stay at this hotel in Winter Park. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Gravity Haus Winter Park
78869 US-40 Winter Park CO
Book a stay at this business-friendly hotel in Winter Park. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff and the clean ...
Winter Park Chateau
405 Lions Gate Drive Winter Park CO
Book a stay at this ski guesthouse in Winter Park. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. ...
Best Western Alpenglo Lodge
78665 US Hwy 40 Winter Park CO
Book a stay at this business-friendly hotel in Winter Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Zephyr Mountain Lodge
201 Zephyr Way Winter Park CO
Book a stay at this ski aparthotel in Winter Park. Enjoy a free area shuttle, a fitness center, and parking (surcharge). Popular attractions Winter Park Ski ...
A Frame Club
1008 Winter Park Dr Winter Park CO
Stay at this cabin in Winter Park. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Winter Park Ski Resort and Meteor Magic Carpet are ...
Fraser Crossing Founders Pointe
670 Winter Park Dr Winter Park CO
Book a stay at this ski hotel in Winter Park. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions Winter Park Ski Resort and Amaze'n ...
Valley Hi Motel - Near Winter Park Visitor Center
Winter Park CO
Stay at this hotel in Winter Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Winter Park Mountain Lodge
81699 US Highway 40 Winter Park CO
Book a stay at this ski hotel in Winter Park. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Indian Peaks Resort
817 County Road 834 Winter Park CO
Book a stay at this ski condo in Winter Park. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Winter Park Ski Resort and Cozens Ranch ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 28 - Tue, Nov 17
ORD
O'Hare Intl.
DEN
Denver Intl.
$93
Roundtrip
found 4 days ago
Wed, Sep 30 - Sat, Oct 3
LAX
Los Angeles Intl.
DEN
Denver Intl.
$157
Roundtrip
found 6 hours ago
Tue, Sep 15 - Tue, Sep 22
LAX
Los Angeles Intl.
DEN
Denver Intl.
$157
Roundtrip
found 6 hours ago
Tue, Sep 15 - Tue, Sep 22
LAX
Los Angeles Intl.
DEN
Denver Intl.
$157
Roundtrip
found 6 hours ago
Sat, Oct 24 - Mon, Oct 26
DAL
Love Field
DEN
Denver Intl.
$157
Roundtrip
found 1 day ago
Best neighborhoods in Winter Park
Best points of interest in Winter Park
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All accommodation types in Winter Park
More Types of Hotels
- Hotels with Fireplaces in Winter Park
- Hotels with WiFi in Winter Park
- Smoke Free Hotels in Winter Park
- Hotels with Hot Tubs in Winter Park
- Family Hotels in Winter Park
- Hotel with wifi in Winter Park
- Hotels with Balconies in Winter Park
- Hotels with a Pool in Winter Park
- Resorts & Hotels with Spas in Winter Park
- Pet-friendly Hotels in Winter Park
- Hotels with an Indoor Pool in Winter Park
- Hotels with Bars in Winter Park
- Luxury Hotels in Winter Park
- Cheap Hotels in Winter Park
- Hotel with a Concierge in Winter Park
- Hotels with Air Conditioning in Winter Park
- Hotels with Tennis Courts in Winter Park
- Hotels with Complimentary Breakfast in Winter Park
- Lakefront Hotels in Winter Park
- Hotels with Early Check-in in Winter Park
- Beach Hotels in Winter Park
- Casinos in Winter Park
- Hotels with smoking rooms in Winter Park