Winter Park Highlands Vacations from ￥248,908

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The Latest Winter Park Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Tivoli Lodge

Tivoli Lodge

4 out of 5
Vail Village
Price was ￥330,648, price is now ￥248,908 per person
￥248,908
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Denver (DEN)
9.4/10 Exceptional! (1,003 reviews)
Cozy feel, amazing hosts and staff was welcoming!!!

Reviewed on Feb 23, 2026

Park Hyatt Beaver Creek Resort and Spa

Park Hyatt Beaver Creek Resort and Spa

5 out of 5
Beaver Creek
Price was ￥420,584, price is now ￥307,149 per person
￥307,149
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Denver (DEN)
9.2/10 Wonderful! (512 reviews)
Absolutely beautiful hotel. Staff was so amazing and accommodating. Smores kit was amazing! Spa was spectacular! Pool was just gorgeous and five hot tubs was so amazing. Will come back every time

Reviewed on Oct 1, 2025

Antlers at Vail

Antlers at Vail

3 out of 5
Lionshead
Price was ￥386,978, price is now ￥287,697 per person
￥287,697
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Denver (DEN)
9/10 Wonderful! (357 reviews)
Great location and great service ! Will return next year.

Reviewed on Jan 5, 2026

Club Wyndham Resort at Avon

Club Wyndham Resort at Avon

4 out of 5
West Town Center
Price was ￥361,104, price is now ￥271,046 per person
￥271,046
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Denver (DEN)
9.8/10 Exceptional! (442 reviews)
The presidential room was incredibly spacious and very comfortable. It had a complete set of kitchenware, making it easy to prepare meals, and the washer and dryer were a huge plus for convenience. Everything was spotless and well-maintained—the cleanliness really stood out. Overall, it felt like a home away from home, and we truly enjoyed our stay

Reviewed on Dec 20, 2025

Manor Vail Lodge

Manor Vail Lodge

4.5 out of 5
Vail Village
Price was ￥383,204, price is now ￥288,519 per person
￥288,519
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Denver (DEN)
9.6/10 Exceptional! (714 reviews)
Staff was very helpful. Rooms were clean.

Reviewed on Feb 23, 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
9/10 Wonderful! (1,008 reviews)
Nice place friendly staff and excellent location

Reviewed on Feb 24, 2026

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The Gateway Inn
Gravity Haus Winter Park

Gravity Haus Winter Park

3.5 out of 5
78869 US-40 Winter Park CO
The price is ￥29,326 per night from Mar 1 to Mar 2
￥29,326
￥33,197 total
Mar 1 - Mar 2
includes taxes & fees
9/10 Wonderful! (814 reviews)
Clean room, great location. Fitness center and spa were clean. Steps to the shuttle

Reviewed on Feb 25, 2026

Gravity Haus Winter Park
Inn at SilverCreek

Inn at SilverCreek

3 out of 5
62927 US Highway 40 Granby CO
7.2/10 Good! (1,006 reviews)
Super nice 5 star pizzastaff...amazing. Great happy hour at restarant

Reviewed on Feb 25, 2026

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Inn at SilverCreek
See all 3,711 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 ￥248,908. 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 family-friendly 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.