Winter Park Highlands Vacations from $302

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Your Winter Park Highlands Vacation

Our Winter Park Highlands vacation packages are a speedy and practical way to organize and book your next retreat. Uncover the magic of this unique neighborhood without the burden of planning everything yourself. Plan enough time to visit leading nearby sights like Pole Creek Golf Club during your trip to Winter Park Highlands. Expedia can help turn your ideal Winter Park Highlands vacation into reality, no matter your travel plans or budget.

The Latest Winter Park Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Polaris

Hotel Polaris

4.5 out of 5
Save 100% on your flight
Price was $536, price is now $302 per person
$302
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.6/10 Exceptional! (368 reviews)
Wonderful experience.

Reviewed on Sep 3, 2025

Zephyr Mountain Lodge

Zephyr Mountain Lodge

3.5 out of 5
Save 100% on your flight
Price was $1,770, price is now $959 per person
$959
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.2/10 Very Good! (665 reviews)
Zephyr is always a great choice! Located right in the square, this property is close to everything

Reviewed on Aug 21, 2025

The Vintage Hotel

The Vintage Hotel

3 out of 5
Save 100% on your flight
Price was $1,704, price is now $929 per person
$929
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.6/10 Excellent! (1,012 reviews)
Very clean nice area .

Reviewed on Sep 2, 2025

Fraser Crossing Founders Pointe

Fraser Crossing Founders Pointe

3.5 out of 5
Save 100% on your flight
Price was $1,683, price is now $920 per person
$920
per person
Nov 23 - Nov 30
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.6/10 Excellent! (1,003 reviews)
Great customer service. Check in was easy and efficient. Wonderful communication. Rooms clean and nice and had everything you would need. No AC, but it's not always as hot as it's been. Opened windows and room had fans. Would stay here again and also recommend for families, couples. Anyone. Good location.

Reviewed on Aug 22, 2025

Horseshoe Black Hawk

Horseshoe Black Hawk

3 out of 5
Save 100% on your flight
Price was $748, price is now $458 per person
$458
per person
Nov 23 - Nov 28
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
8/10 Very Good! (1,013 reviews)
There was an industrial noice that cycled on and odd during our entire stay. It wasn’t loud but an anoiance.

Reviewed on Aug 30, 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
$125 nightly
The price is $141 total per night from Sep 7 to Sep 8
$141 total
Sep 7 - Sep 8
Total with taxes and fees
The Vintage Hotel
Grand Lake Lodge

Grand Lake Lodge

3.5 out of 5
15500 US-34, Grand Lake, CO
$143 nightly
The price is $160 total per night from Sep 14 to Sep 15
$160 total
Sep 14 - Sep 15
Total with taxes and fees
Grand Lake Lodge
The Gateway Inn

The Gateway Inn

3 out of 5
120 Lake Avenue, Grand Lake, CO
Fully refundableReserve now, pay when you stay
$197 nightly
The price is $219 total per night from Sep 5 to Sep 6
$219 total
Sep 5 - Sep 6
Total with taxes and fees
The Gateway Inn
See all 3,691 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 Vacations
All Inclusive Vacations
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Beach Vacations
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Kid Friendly Vacations

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.