Winter Park Highlands Holidays from £1,123

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • 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.
Village at Breckenridge Resort

Village at Breckenridge Resort

3 out of 5
Historic District
Price was £1,492, price is now £1,123 per person
£1,123
per person
19 Mar - 25 Mar
found 23 hours ago
Return flight included
London (LON) to Denver (DEN)
8.4/10 Very Good! (1,893 reviews)
Rooms are spotless & great staff

Reviewed on 7 Feb 2026

Beaver Run Resort & Conference Center

Beaver Run Resort & Conference Center

3.5 out of 5
Peak 9
Save 100% on your flight
Price was £1,787, price is now £1,171 per person
£1,171
per person
19 Mar - 25 Mar
found 23 hours ago
Return flight included
London (LON) to Denver (DEN)
8.4/10 Very Good! (1,038 reviews)
The staff were great, the room was beautiful, and it was right next to the lift. The only issues i had here was a broken bathroom door that was immediately fixed.

Reviewed on 10 Feb 2026

One Ski Hill Place, A RockResort

One Ski Hill Place, A RockResort

4 out of 5
Peak 8
Price was £2,169, price is now £1,585 per person
£1,585
per person
19 Mar - 25 Mar
found 23 hours ago
Return flight included
London (LON) to Denver (DEN)
9.2/10 Wonderful! (805 reviews)
Great service, clean rooms, feels very exclusive…employees are super nice

Reviewed on 2 Feb 2026

Keystone Lodge & Spa by Keystone Resort

Keystone Lodge & Spa by Keystone Resort

4 out of 5
Lakeside Village
Price was £1,574, price is now £1,200 per person
£1,200
per person
19 Mar - 25 Mar
found 23 hours ago
Return flight included
London (LON) to Denver (DEN)
8.6/10 Excellent! (1,000 reviews)
Staff was courteous and attentive.

Reviewed on 8 Feb 2026

River Run Village by Keystone Resort

River Run Village by Keystone Resort

3.5 out of 5
West Keystone
Price was £1,514, price is now £1,164 per person
£1,164
per person
19 Mar - 25 Mar
found 23 hours ago
Return flight included
London (LON) to Denver (DEN)
8.2/10 Very Good! (414 reviews)
The unit was alright, the view of the parking lot and bus stop was less than ideal. The village has completely died, zero nightlife activity.

Reviewed on 9 Feb 2026

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 Gateway Inn

The Gateway Inn

3 out of 5
120 Lake Avenue Grand Lake CO
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,005 reviews)
Room was great!

Reviewed on 5 Feb 2026

Get rates
The Gateway Inn
The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr Winter Park CO
The price is £241 per night from 24 Feb to 25 Feb
£241
24 Feb - 25 Feb
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
Nice location, simple unfussy accomodations, plus great hot tub!

Reviewed on 9 Feb 2026

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
8.8/10 Excellent! (807 reviews)
The shower curtain was goes, not a fan of them

Reviewed on 6 Feb 2026

Get rates
Gravity Haus Winter Park
See all 3,707 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 £1,123. 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.

Things to do

Group on the bike tour of Hoi An

Half-Day Hoi An Bike & Bite Tour

£47
per adult
Half-Day Hoi An Bike & Bite Tour
See all activities in Tabernash

* 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.