Winter Park Highlands Holidays from £669

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your Winter Park Highlands Holiday

Make travel planning hassle-free by booking a holiday package to Winter Park Highlands. Let us take care of the specifics, so you can focus on appreciating everything this neighbourhood 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 holiday is quick and easy with Expedia.

Price found within the past 48 hours. Click for updated prices.
Aloft Denver Downtown

Aloft Denver Downtown

3 out of 5
Downtown Denver
per person
3 Nov - 8 Nov
found 1 hour ago
Return direct flight included
London (LON) to Denver (DEN)
8.4/10 Very Good! (1,000 reviews)
Friendly staff, clean rooms,

Reviewed on 16 Jul 2025

Hotel Jerome, Auberge Resorts Collection

Hotel Jerome, Auberge Resorts Collection

5 out of 5
Downtown Aspen
Save 100% on your flight
per person
4 Oct - 11 Oct
just found
Return direct flight included
London (LON) to Denver (DEN)
9.6/10 Exceptional! (436 reviews)
Beautiful hotel, great service, spacious rooms

Reviewed on 22 Apr 2025

Laurelwood Condominiums

Laurelwood Condominiums

3 out of 5
Save 100% on your flight
per person
4 Oct - 11 Oct
just found
Return direct flight included
London (LON) to Denver (DEN)
9.2/10 Wonderful! (1,363 reviews)
My family likes a lot and enjoy… beautiful condo…

Reviewed on 5 Aug 2025

The Crawford Hotel

The Crawford Hotel

5 out of 5
LoDo
per person
3 Nov - 8 Nov
found 1 hour ago
Return direct flight included
London (LON) to Denver (DEN)
9.2/10 Wonderful! (1,007 reviews)
Amazing accommodations

Reviewed on 14 Aug 2025

The Gant

The Gant

4 out of 5
East Aspen
Save 100% on your flight
per person
4 Oct - 11 Oct
just found
Return direct flight included
London (LON) to Denver (DEN)
9.4/10 Exceptional! (892 reviews)
Perfect spot in Aspen

Reviewed on 28 Jul 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
Default Image

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

The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr, Winter Park, CO
The price is £104 per night from 19 Aug to 20 Aug
£104
19 Aug - 20 Aug
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"I travel to winter park often from another mountain town I live in because Trestle bike park is top 3 in North America. This was my 2nd of 3 trips each year to bike there. Thai was my first stay at this hotel and it was much better than most more expensive places I have stayed with one exception. ..."

Reviewed on 15 Aug 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! (710 reviews)
"Grand Lake Lodge is a great place."

Reviewed on 11 Aug 2025

Get rates
Grand Lake Lodge
Inn at SilverCreek

Inn at SilverCreek

3 out of 5
62927 US Highway 40, Granby, CO
7/10 Good! (1,006 reviews)
"It was a good room and would stay again. Room was spacious but poorly designed. The upstairs seemed to be an afterthought. End Table had a large unplugged lamp as there was no wall outlet near. Check in/Check out was easy."

Reviewed on 10 Aug 2025

Get rates
Inn at SilverCreek
See all 3,699 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Winter Park Highlands travel package cost?
Get your credit card ready, because a getaway to Winter Park Highlands starts from only £669. When you combine your hotels, flights and car rentals into a travel package, you'll score the lowest prices.
If I'm not able to travel, can I cancel my Winter Park Highlands travel package?
Your situation can change without warning, so yes, you can. You may be able to cancel or change your Winter Park Highlands travel package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your hotel, car rental company or airline may charge additional fees. Need more information? Have a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Winter Park Highlands?
Our Winter Park Highlands travel packages mean plenty of savings for the savvy wanderer. For the best deals, simply bundle your hotel, flights and extras (including tours) into one neat package. But impressive bargains are only the start of your next amazing adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotels around the world to pick from. No matter your style or budget, there's a travel package to suit you.
Does Expedia offer Book Now, Pay Later Winter Park Highlands holidays?
Expedia has partnered with online lender Klarna to make booking your next getaway easier on the purse strings. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that works with your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you'd prefer to pay off your getaway in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Pressing the "book now" button is much easier with this option. Just put down a small deposit on your booking and then start packing your suitcase.

Where should I stay in Winter Park Highlands?
A trip to Winter Park Highlands isn't complete without stopping by Pole Creek Golf Club. Why not stay within walking distance of this fantastic tourist attraction?
What are the top hotels in Winter Park Highlands?
Get your escape off to a flying start by booking a stay at 411 Pine View Dr. 4 Bedroom Home. It's one of most sought-after hotels in Winter Park Highlands. Another welcoming option is Secluded Custom Log Home W Hot Tub.
How far in advance should I book my Winter Park Highlands holiday?
While prices do change, we generally advise booking your seats as early as possible. Many international airfares can be found on Expedia up to a year in advance. If circumstances have left you booking last minute, you might still be in luck. Discount prices to Winter Park Highlands sometimes emerge only weeks before departure.
What does an Expedia Winter Park Highlands travel package include?
That depends on what type of escape you have in the works. Winter Park Highlands travel deals can include hotels, car rentals and flights. You can mix and match to find the travel package that suits your style and budget. You can also add on activities and experiences after you've booked to land even bigger discounts.
What should I know before booking a Winter Park Highlands travel package?
Design deals that suit your budget with an Expedia package. Airfares, hotels, rental cars — we've got everything you need to plan your getaway. You'll save a packet just for combining your bookings. Whether you're taking off on a ski adventure or sipping cocktails on a beach, your dream getaway is only a few clicks away.
Can I choose my airline with a Winter Park Highlands Expedia travel package?
You can, and with more than 550 airlines to pick from globally, you're not short on choice. Search the available options and find out which airline suits your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.