Winter Park Highlands Vacations from ￥56,668

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The Latest Winter Park Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Academy Hotel Colorado Springs

The Academy Hotel Colorado Springs

3.5 out of 5
Briargate
per person
Oct 15 - Oct 18
found 18 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Denver (DEN)
9/10 Wonderful! (3,479 reviews)
The property was beautiful from the outside. But the inside the rooms were very outdated and need to be upgraded.

Reviewed on Aug 10, 2025

The Mining Exchange

The Mining Exchange

4 out of 5
Central Colorado Springs
per person
Oct 15 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Denver (DEN)
9/10 Wonderful! (1,007 reviews)
We enjoyed speaking with Jill at the front desk. The only thing that would have made our stay better is having coffee available earlier downstairs. Excellent newly remodeled room, comfortable bed and lovely shower. Thanks so much.

Reviewed on Aug 6, 2025

The St Mary's Inn, Bed and Breakfast

The St Mary's Inn, Bed and Breakfast

3.5 out of 5
Central Colorado Springs
per person
Oct 15 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Denver (DEN)
9.8/10 Exceptional! (901 reviews)
The whole experience was comfortable and welcoming. Breakfast was delicious.

Reviewed on May 30, 2025

TempurPedic Quartz Balcony Modern

TempurPedic Quartz Balcony Modern

3 out of 5
per person
Oct 15 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Denver (DEN)
9.6/10 Exceptional! (11 reviews)
Property was clean, well maintained and well stocked. Would definitely stay here again.

Reviewed on Jul 30, 2025

Holiday Inn Express & Suites Colorado Springs First & Main by IHG

Holiday Inn Express & Suites Colorado Springs First & Main by IHG

2.5 out of 5
per person
Oct 15 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Denver (DEN)
9/10 Wonderful! (970 reviews)
A lot of food options around. Safe Clean

Reviewed on Aug 10, 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
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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 hotels 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 ￥17,228 per night from Aug 13 to Aug 14
￥17,228
￥20,555 total
Aug 13 - Aug 14
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"We loved our specious lofted room but it was unbelievably hot to sleep since property doesn’t have AC. Barely got couple hours of sleep. We will try this hotel at winter time because they have amazing pet policy but avoid in the summer time for sure. Everything was super clean and staff was ..."

Reviewed on Aug 9, 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! (707 reviews)
"We booked this cabin last minute and overall very happy with the stay. Services on the property ensure you would not have to leave. Dining is higher on the pay scale but quality matched the price. We stayed in the E2 cabin which was conjoined with another. They are smaller but adequate for two people ..."

Reviewed on Aug 6, 2025

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Grand Lake Lodge
Inn at SilverCreek

Inn at SilverCreek

3 out of 5
62927 US Highway 40, Granby, CO
7/10 Good! (1,002 reviews)
"All in one"

Reviewed on Aug 7, 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.

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 ￥56,668. 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

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