Winter Park Highlands Holidays

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Our guide on 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
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Pole Creek Meadows

Pole Creek Meadows might not have many top sights, but Pole Creek Golf Club and Ski Granby Ranch are two attractions nearby that you can check out.

Find hotels in Pole Creek Meadows

Our pick of the best Winter Park Highlands Hotel Deals

The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr, Winter Park, CO
The price is NZ$234 per night from 4 Aug to 5 Aug
NZ$234
4 Aug - 5 Aug
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Everything was good and just like all the other places up here, there is no A/C. So that means the hallways are stifling and the room until we opened all the windows and left them open. Best part bed and pillows were amazing!"

Reviewed on 19 Jul. 2025

The Vintage Hotel
Grand Lake Lodge

Grand Lake Lodge

3.5 out of 5
15500 US-34, Grand Lake, CO
8.4/10 Very Good! (688 reviews)
Beautiful Views and Real Old Fashioned Lodge Feel
"The property is absolutely beautiful with stunning views of Grand Lake and the Rocky Mountains. Everyone we interacted with was very nice and helpful. The wait staff and bartenders in the restaurant were clearly under staffed as service was very slow in both but was not the fault of the people working. ..."

Reviewed on 21 Jul. 2025

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Grand Lake Lodge
The Gateway Inn

The Gateway Inn

3 out of 5
120 Lake Avenue, Grand Lake, CO
8.8/10 Excellent! (1,006 reviews)
"Perfectly located nicely decorated very comfortable beds and rooms nice staff, except for the breakfast server who had to be asked for everything from a glass of water to silverware to butter for toast. Otherwise, everything was excellent."

Reviewed on 20 Jul. 2025

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The Gateway Inn
See all 3,714 properties in Winter Park Highlands
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.

Frequently asked questions

How much does a Winter Park Highlands holiday package cost?
Chart your own course with our Winter Park Highlands holiday packages, which start from only . Select the hotels and flights that suit your travel style. Then, add on some sightseeing activities for an incredible adventure.
How do I get a cheap travel package to Winter Park Highlands?
Combining your flight and hotel with Expedia won't just save precious time — it'll save you money too. A Winter Park Highlands holiday package makes it simple to arrange your perfect trip. With more than 550 airlines around the world to pick from, finding convenient flights that suit your busy schedule will be no sweat. In addition to that, we have over 1 000 000 hotels globally to take your pick of. Now that's what you call choice. Whatever your budget, Expedia will help show you the world.
Where should I stay in Winter Park Highlands?
Winter Park Highlands features a number of interesting places to see, including Pole Creek Golf Club. Spend your evenings in a hotel near this attraction and make sightseeing hassle-free.
What are the top hotels in Winter Park Highlands?
If it's your first time in Winter Park Highlands, secure a room at Panoramic Mountain Views Family Friendly Home On Acre Wooded Lot or New Family + Dog Heaven | 3 Acres | M Views | Near Rmnp. Both hotels have good amenities and are favourites among lots of travellers.
How far in advance should I book my Winter Park Highlands holiday?
Travellers can normally browse international flights on Expedia up to a year in advance of departure. Booking late? With a little bit of luck, it's still possible to nab an affordable ticket only weeks before your flight.
What does an Expedia Winter Park Highlands travel package include?
With Expedia, you can choose a combination of hotels, flights and car rentals to build your ideal Winter Park Highlands travel package. Once you've made your booking, you can add on fun stuff like tours and experiences. Don't forget, the more you bundle, the more discounts you'll get!
What should I know before booking a Winter Park Highlands travel package?
You'll land amazing savings when you bundle your hotels, flights and rental cars into a package. Plus, booking everything in one spot makes trip planning much easier. So why waste your money or time? Whether you're putting together an upscale romantic escape or an affordable family break, explore our package deals today.
Can I choose my airline with a Winter Park Highlands Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Simply select the carrier that suits you and craft your ideal Winter Park Highlands holiday.
If I'm not able to travel, can I cancel my Winter Park Highlands holiday package?
Yes you can, and we're here to help. You may be able to cancel or amend your Winter Park Highlands holiday package for free if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company for older bookings. If your circumstances unexpectedly change, take a look at our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.