Winter Park Highlands Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Winter Park Highlands

Price found within the past 48 hours. Click for updated prices.
the Curtis Denver - a DoubleTree by Hilton Hotel

the Curtis Denver - a DoubleTree by Hilton Hotel

4 out of 5
Downtown Denver
Price was CA $1,385, price is now CA $1,128 per person
CA $1,128
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
8.8/10 Excellent! (1,348 reviews)
No amenities such as pool or restaurant. The location was close to train station, shops and restaurants.

Reviewed on May 6, 2026

@ Marbella - Modern 4-br Retreat Chef's Kitchen

@ Marbella - Modern 4-br Retreat Chef's Kitchen

3 out of 5
Northwest Arvada
Price was CA $4,316, price is now CA $3,162 per person
CA $3,162
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
8/10 Very Good! (1 review)
just wish every room had a tv

Reviewed on Dec 4, 2025

Glenwood Springs Inn

Glenwood Springs Inn

2 out of 5
Downtown
Price was CA $1,531, price is now CA $1,146 per person
CA $1,146
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9/10 Wonderful! (1,557 reviews)
Rooms have no terraces or patios. Superior renovation. Good breakfast with attentive staff.

Reviewed on May 8, 2026

Renaissance Denver Hotel & Conference Center

Renaissance Denver Hotel & Conference Center

4 out of 5
Northeast Park Hill
Price was CA $1,854, price is now CA $1,510 per person
CA $1,510
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
8.8/10 Excellent! (1,466 reviews)
Clean room, friendly staff and very helpful.

Reviewed on May 6, 2026

Hotel Boulderado

Hotel Boulderado

4 out of 5
Central Boulder
Price was CA $2,876, price is now CA $2,371 per person
CA $2,371
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.6/10 Exceptional! (1,727 reviews)
Front desk and car valet were very helpful. Thx.

Reviewed on May 9, 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
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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 Gateway Inn

The Gateway Inn

3 out of 5
120 Lake Avenue Grand Lake CO
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from May 11 to May 12
CA $146
CA $163 total
May 11 - May 12
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
The room was very well appointed and comfortable. The view is fantastic. Warm and friendly staff. We'd recommend.

Reviewed on May 5, 2026

The Gateway Inn
The Vintage Hotel

The Vintage Hotel

3 out of 5
100 Winter Park Dr Winter Park CO
The price is CA $137 per night from Jun 2 to Jun 3
CA $137
CA $164 total
Jun 2 - Jun 3
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Clean. Kinda has a wet dog smell but it seemed clean to me. Food option wasn’t good. Could be upgraded.

Reviewed on Apr 17, 2026

The Vintage Hotel
Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

Holiday Inn Express & Suites Fraser - Winter Park Area by IHG

2.5 out of 5
108 Zerex St Fraser CO
Fully refundable
The price is CA $144 per night from May 25 to May 26
CA $144
CA $160 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Hot tub felt fantastic. Staff was extra helpful to direct me where to get enough quarters to do laundry. Accommodations were very clean overall a great experience. I hope to return again next year when I’m back through Fraser.

Reviewed on Apr 27, 2026

Holiday Inn Express & Suites Fraser - Winter Park Area by IHG
See all 3,704 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.
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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 CA $1,128. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.