Winter Park Highlands Vacations

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Your Winter Park Highlands Vacation

Make travel planning hassle-free by booking a vacation package to Winter Park Highlands. Let us take care of the specifics, so you can focus on appreciating everything this neighborhood has to offer. If you love to sightsee, no trip to Winter Park Highlands is complete without visiting nearby Pole Creek Golf Club. Whatever your travel plans or the size of your budget, booking the ultimate Winter Park Highlands vacation is quick and easy with Expedia.

The Latest Winter Park Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Benson Hotel & Faculty Club

The Benson Hotel & Faculty Club

4 out of 5
Fitzsimons
Save 100% on your flight
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.4/10 Exceptional! (215 reviews)
Beautiful, new hotel. Would recommend over other, better known options nearby.

Reviewed on Jun 5, 2024

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
The Highlands
Save 100% on your flight
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.6/10 Exceptional! (967 reviews)
I enjoyed my stay at this awesome resort. When we first arrived the front desk explained to me that for some reason they didn’t have my reservation from Expedia. However, I showed my confirmation and they got me checked in. My only beef is that we had to switch rooms because of the mix up. When you have multiple activities planned for the next day it is very difficult to have to unpack and pack at 7 in the morning. Overall, they definitely took care of me. The staff there did mention it’s a little easier to book directly through the hotel. That being said, I’ve used Expedia multiple times and like the info provided. I probably only knew about the place because of Expedia. I mean how am I supposed to know to book directly with the hotel. The heated pool and two huge hot tubs so hot disappoint. The pizza and food there was good and the restaurant bar tender was great!

Reviewed on Jun 5, 2024

Hotel Clio, a Luxury Collection Hotel, Denver Cherry Creek

Hotel Clio, a Luxury Collection Hotel, Denver Cherry Creek

4.5 out of 5
Cherry Creek
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.8/10 Excellent! (666 reviews)
Friendly and helpful staff. Large room and large bathroom.

Reviewed on Jun 2, 2024

The Brown Palace Hotel and Spa, Autograph Collection

The Brown Palace Hotel and Spa, Autograph Collection

4.5 out of 5
Downtown Denver
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.8/10 Excellent! (1,005 reviews)
This was my first time to visit Denver and The Brown Palace Hotel definitely did not disappoint. Beautiful property with lots of great history. I’ll definitely be happy to visit again! ❤️

Reviewed on Jun 4, 2024

The Source Hotel

The Source Hotel

4 out of 5
Five Points
Save 100% on your flight
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8.8/10 Excellent! (981 reviews)
Great place! Highly recommend.

Reviewed on Jun 5, 2024

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

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.

Find hotel + flight trips in Pole Creek Meadows

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 $89 per night from Jun 13 to Jun 14
$89
$105 total
includes taxes & fees
Jun 13 - Jun 14
8.6/10 Excellent! (1,005 reviews)
"Everything was beyond expectations!"

Reviewed on May 28, 2024

The Vintage Hotel
Gravity Haus Winter Park
Gravity Haus Winter Park
3.5 out of 5
78869 US-40, Winter Park, CO
Fully refundableReserve now, pay when you stay
The price is $109 per night from Jun 9 to Jun 10
$109
$121 total
includes taxes & fees
Jun 9 - Jun 10
8.8/10 Excellent! (445 reviews)
"Enjoyed our stay. Hot tubs were amazing and room was clean and comfortable, however it could use some attention to paint there was several scratches and dents in wood that brought down the feel of such a clean room."

Reviewed on May 28, 2024

Gravity Haus Winter Park
Winter Park Mountain Lodge
Winter Park Mountain Lodge
3 out of 5
81699 US Highway 40, Winter Park, CO
Fully refundableReserve now, pay when you stay
The price is $93 per night from Jun 7 to Jun 8
$93
$108 total
includes taxes & fees
Jun 7 - Jun 8
6.8/10 (1,000 reviews)
"super convenient to winter park ski base with free public shuttle that runs all day. restraunt service at the hotel is convenient when its open. not tubs have a great view, but could be cleaner."

Reviewed on Apr 9, 2024

Winter Park Mountain Lodge
See all 3,644 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.

Explore other types of vacation packages

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All Inclusive Vacations

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Frequently asked questions

How much does a Winter Park Highlands vacation package cost?
Chart your own course with our Winter Park Highlands vacation packages, which start from only $541. 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 vacation 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 favorites among lots of travelers.
How far in advance should I book my Winter Park Highlands vacation?
Travelers 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 vacation 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 vacation.
If I'm not able to travel, can I cancel my Winter Park Highlands vacation package?
Yes you can, and we’re here to help. You may be able to cancel or amend your Winter Park Highlands vacation 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.

Discover the most popular places to visit in Winter Park Highlands

Image for Pole Creek Golf Club

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 quaint area, or enjoy its hiking trails.

Pole Creek Golf Club

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.