Winter Park Highlands Vacations from $446
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Your Winter Park Highlands Vacation
Our Winter Park Highlands vacation packages are a speedy and practical way to organize and book your next retreat. Uncover the magic of this unique neighborhood without the burden of planning everything yourself. Plan enough time to visit leading nearby sights like Pole Creek Golf Club during your trip to Winter Park Highlands. Expedia can help turn your ideal Winter Park Highlands vacation into reality, no matter your travel plans or budget.
The Latest Winter Park Highlands Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Grand Hyatt Vail
Matterhorn Village
Save 100% on your flight
Price was $815, price is now $446 per person
$446
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9/10 Wonderful! (857 reviews)
Very friendly staff at the front desk and restaurant. The shuttle bus service was very helpful going to town and back to hotel. Had a very memorable experience. Will surely go back again.
Reviewed on Sep 5, 2025
Zephyr Mountain Lodge
Save 100% on your flight
Price was $1,810, price is now $986 per person
$986
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.2/10 Very Good! (665 reviews)
Zephyr is always a great choice! Located right in the square, this property is close to everything
Reviewed on Aug 21, 2025
The Vintage Hotel
Save 100% on your flight
Price was $1,744, price is now $957 per person
$957
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.6/10 Excellent! (1,014 reviews)
The room was clean, but a bit rundown. The room got a little warm and even with the window open and fan on it was a touch on the warm side for the time of the year it was. Overall though, we enjoyed our stay and love the fact that our dog could be with us. The goodie bag for her was a nice touch as well. We would stay again.
Reviewed on Sep 8, 2025
The Springs Condos by Keystone Resort
River Run
Save 100% on your flight
Price was $1,675, price is now $991 per person
$991
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Miami (MIA) to Denver (DEN)
7.4/10 Good! (12 reviews)
Nice heated pool. Updated condo. Good location.
Reviewed on Sep 1, 2025
Hilton Denver City Center
Downtown Denver
Save 100% on your flight
Price was $784, price is now $464 per person
$464
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
8.6/10 Excellent! (1,033 reviews)
The hotel was fine and well maintained. The room was clean and tidy but smelled like Marijuana. One night the smell became so intense that it woke me up with a headache and I had to turn on the ventilation fan to try and get rid of it. Not sure where it was coming from, perhaps an adjacent room, but it definitely made my experience less enjoyable.
The hotel is also downtown, and I was on a lower floor, so there is a fair bit of "noise" that can be heard from the outside. Nothing out of the ordinary here but at times there were sirens from emergency vehicles, and similar noises you would expect in a city, that were loud enough to hear in the room.
Overall it was a nice property and a comfortable stay but I felt I paid too much for the experience.
Reviewed on Sep 8, 2025
Where to stay in Winter Park Highlands
Find the best Winter Park Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Winter Park Highlands
Pole Creek Meadows
If you're looking for some top things to see and do in Pole Creek Meadows and surrounding area, you can visit Pole Creek Golf Club and Ski Granby Ranch.
Winter Park Highlands Hotel Deals
The Vintage Hotel
100 Winter Park Dr, Winter Park, CO
$125 nightly
The price is $141 total per night from Sep 25 to Sep 26
$141 total
Sep 25 - Sep 26
Total with taxes and fees
Grand Lake Lodge
15500 US-34, Grand Lake, CO
$133 nightly
The price is $148 total per night from Sep 14 to Sep 15
$148 total
Sep 14 - Sep 15
Total with taxes and fees
The Gateway Inn
120 Lake Avenue, Grand Lake, CO
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $177 total per night from Sep 12 to Sep 13
$177 total
Sep 12 - Sep 13
Total with taxes and fees
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.
Discover the most popular places to visit in Winter Park Highlands
Pole Creek Golf Club
Play a round of golf at Pole Creek Golf Club and enjoy other activities in Tabernash such as skiing. Discover the mountain views in this family-friendly area, or enjoy its hiking trails.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.