Winter Park Highlands Holidays

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Price found within the past 48 hours. Click for updated prices.
Laurelwood Condominiums

Laurelwood Condominiums

3 out of 5
Save 100% on your flight
Price was €1,280, price is now €876 per person
€876
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Denver (DEN)
9.2/10 Wonderful! (1,389 reviews)
This is one of the nice hotel I could have stayed I could have given 5/5 but only issue was AC control which is very old system and was unable to understand unless I goggled it Positives 1. Hot tub 2. Area 3. Cleanliness and room 4. Vessels Negatives AC system

Reviewed on 27 Sept 2025

Alpenblick by Frias Properties

Alpenblick by Frias Properties

3.5 out of 5
Downtown Aspen
Save 100% on your flight
Price was €4,817, price is now €3,321 per person
€3,321
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Denver (DEN)
8.6/10 Excellent! (4 reviews)
Fifth Avenue Condominiums by Frias

Fifth Avenue Condominiums by Frias

4 out of 5
Downtown Aspen
Save 100% on your flight
Price was €3,925, price is now €2,730 per person
€2,730
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Denver (DEN)
8/10 Very Good! (3 reviews)
Fasching Haus Condominiums by Frias

Fasching Haus Condominiums by Frias

4 out of 5
Downtown Aspen
Save 100% on your flight
Price was €3,921, price is now €2,728 per person
€2,728
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Denver (DEN)
8.8/10 Excellent! (10 reviews)
Super convenient location to Ajax Gondola and Aspen restaurants & shops. We were in the basement unit and the footsteps above us were pretty loud on the ceiling. It was only a problem while we were sleeping. All beds & even the sofa bed mattress were comfortable.

Reviewed on 24 Mar 2024

Aspen Hideaway by Avantstay Walk to Aspen, Near Slopes + Pool & Hot Tub Access

Aspen Hideaway by Avantstay Walk to Aspen, Near Slopes + Pool & Hot Tub Access

3 out of 5
West End
Save 100% on your flight
Price was €3,056, price is now €2,165 per person
€2,165
per person
10 Dec - 15 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Denver (DEN)
No reviews

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

Top hotels in Winter Park Highlands

Epic Views! Luxe Cabin near RMNP, Trails & Fishing, and #1 Ski Resort in US

Epic Views! Luxe Cabin near RMNP, Trails & Fishing, and #1 Ski Resort in US

Tabernash
10/10 Exceptional! (71 reviews)
"Had a great stay! No surprises, all as advertised. Great grill on the covered porch which we utilized a couple times. Hot tub was nice with great views. Actually, the views from anywhere were awesome!I would stay here again."

Reviewed on 16 Sept 2025

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Epic Views! Luxe Cabin near RMNP, Trails & Fishing, and #1 Ski Resort in US
The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr, Winter Park, CO
The price is €121 per night from 29 Sept to 30 Sept
€121
29 Sept - 30 Sept
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"Loved everything about my stay here. I will be back for sure."

Reviewed on 21 Sept 2025

The Vintage Hotel
Grand Lake Lodge

Grand Lake Lodge

3.5 out of 5
15500 US-34, Grand Lake, CO
The price is €184 per night from 1 Oct to 2 Oct
€184
1 Oct - 2 Oct
includes taxes & fees
8.4/10 Very Good! (751 reviews)
"Great experience!"

Reviewed on 20 Sept 2025

Grand Lake Lodge
See all 3,622 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 €876. 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.