Winter Park Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Winter Park Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Catbird Hotel
River North Art District
$426
per person
Nov 25 - Dec 1
found 11 hours ago
Roundtrip flight included
Dallas (DFW) 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 Union Station are located nearby.
The Maven Hotel at Dairy Block
LoDo
$660
per person
Nov 25 - Dec 1
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this luxury hotel in Denver. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Coors Field and Union Station are located nearby.
We really enjoyed our stay at the Maven. The central location is fantastic and made it easy to explore Denver's LoDo district, restaurants, and shops on foot, while jumping out to Red Rocks was a breeze.
The room was good, though not quite great. Our room's proximity to the elevators meant a bit more noise and foot traffic than we would have preferred. We also noticed water damage on the shower ceiling that looked like it should have been repaired more thoroughly.
That said, the hotel has a unique artsy, quirky personality that sets it apart from more generic properties. The staff and overall operation seemed well-managed, and the atmosphere was welcoming and fun. Despite a couple of maintenance shortcomings, we would happily stay here again for the location, character, and overall experience.
Reviewed on Oct 25, 2026
The Rally Hotel at McGregor Square
LoDo
$639
per person
Nov 25 - Dec 1
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this luxury hotel in Denver. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Coors Field and Union Station are located nearby.
The access to watching sports.
Reviewed on Oct 25, 2026
Hotel Teatro
Downtown Denver
$523
per person
Nov 25 - Dec 1
found 11 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Stayed with my husband for a concert. We were able to drop off our luggage early, enjoy the morning and then check in early. It’s close to just about everything we realized. Staff were very helpful and friendly! Loved it!
Reviewed on Oct 26, 2026
The Oxford Hotel
LoDo
$721
per person
Nov 25 - Dec 1
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this luxury hotel in Denver. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Union Station and Coors Field are located nearby.
Love the location. Easy train ride from airport and one block away from Union Station. Love the whole ambience of the hotel. Nice room. Clearly somebody had smoked in the room even though it was non-smoking. I’ll deal with it – seems to be a common thread in the hotel industry. Cruise Room was excellent. Dinner at Urban Farmer was good but a few misses. Back to the room to tuck in for the night, and the TV didn’t work. Tried to use the hotel room phone to contact the front desk, it did not work. Called via my cell and went to voice mail – called back and someone finally answered and said the internet streaming services were not working but the regular TV should. Of course, neither the remote guide button nor the TV button got me anywhere – just ‘no signal’. They offered to send up engineering but because it was late I decided it could wait until tomorrow. TV fixed late in the afternoon the next day but phone was never fixed. Overall, it’s a beautiful historic hotel in a great location.
Reviewed on Oct 25, 2026
Renaissance Denver Hotel & Conference Center
Northeast Park Hill
$435
per person
Nov 25 - Dec 1
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
Book a stay at this business-friendly hotel in Denver. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Coors Field and Union Station are located nearby.
Don't see what you're looking for?
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 2311 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 ...
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 ...
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. ...
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 ...
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 ...
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. ...
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 ...
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. ...
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.
Tue, Nov 24 - Tue, Dec 1
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$76
Roundtrip
found 5 days ago
Tue, Nov 24 - Tue, Dec 1
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$131
Roundtrip
found 5 days ago
Mon, Nov 9 - Thu, Nov 12
DAL
Love Field
DEN
Denver Intl.
$131
Roundtrip
found 5 days ago
Fri, Dec 18 - Tue, Dec 22
DFW
Dallas-Fort Worth Intl.
DEN
Denver Intl.
$137
Roundtrip
found 3 days ago
Thu, Nov 26 - Thu, Dec 3
LAX
Los Angeles Intl.
DEN
Denver Intl.
$157
Roundtrip
found 1 day ago
Best neighborhoods in Winter Park
Best points of interest in Winter Park
- Winter Park Ski Resort Vacations
- Winter Park Visitor Center Vacations
- The Gondola Vacations
- Trestle Bike Park Vacations
- Arrow Chair Lift Vacations
- The Fraser River Trail Vacations
- Iron Horse Chairlift Vacations
- Village Cabriolet Ski Lift Vacations
- High Lonesome Express Ski Lift Vacations
- Amaze'n Maze Winter Park Vacations
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations
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
- Hotels 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
- Casino Hotels in Winter Park
- Hotels with smoking rooms in Winter Park