The Highlands Vacations from $286

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Your The Highlands Vacation

Discover the best that The Highlands offers with a The Highlands vacation package. From its skiing to everything else that makes it so fascinating, this neighborhood will delight you from start to finish. Not sure where to go during your trip to The Highlands? Nearby attractions like BreckConnect Gondola, Breckenridge Riverwalk Center and Breckenridge Golf Club are good places to start. Whatever your ideal The Highlands vacation looks like, you can turn it into reality with Expedia.

The Latest The Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Glenwood Springs Inn

Glenwood Springs Inn

Downtown
Save 100% on your flight
$286
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Houston (IAH) to Denver (DEN)
8.8/10 Excellent! (1,602 reviews)
My room, 210, was on the other side of the hotel. The room was literally terrible. There was one over head light that worked, the two bedside lights were as dim as candles. There were no usb outlets, in fact only two outlets in the room. No clock, they advertised a desk but there was no light or chair. The bathroom had a strong mold odor. The bed was firm. Pillows decent. The room was clean but it was ridiculously inconvenient. Other than that, it was horrible. There are many other hotels in Glenwood springs to choose from, don’t stay here.

Reviewed on Sep 19, 2026

Gold Point Resort Breckenridge by Vacatia

Gold Point Resort Breckenridge by Vacatia

Baldy Mountain
Save 100% on your flight
$414
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.4/10 Exceptional! (130 reviews)
Love it here. Very clean, beautiful views. Would have given it 5 stars if there was any kind of emergency lighting when the power goes out. Power company decided to cut power off for maintenance about the time we was walking up the steps. Pitch black.

Reviewed on Sep 14, 2026

Tivoli Lodge

Tivoli Lodge

Vail Village
Save 100% on your flight
$916
per person
Dec 10 - Dec 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.2/10 Wonderful! (1,206 reviews)
Wish we could have stayed longer!

Reviewed on Sep 20, 2026

The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

Historic District
Save 100% on your flight
$1,032
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Denver (DEN)
8.8/10 Excellent! (191 reviews)
Check in was not easy staff was not that helpful! Room was ok but trash cans had not been empty! WiFi was a problem and staff was little help! Place had no ice machine and no place to store ice if there was!

Reviewed on Sep 17, 2026

Antlers at Vail

Antlers at Vail

Lionshead
Save 100% on your flight
$584
per person
Nov 27 - Nov 30
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.2/10 Wonderful! (365 reviews)
Hotel team was great, location is awesome and really enjoyed the room, views and amenities - all of which were very clean. Highly recommend

Reviewed on Aug 17, 2026

Where to stay in The Highlands

Find the best The Highlands areas and neighborhoods for the activities you enjoy most. Learn more about The Highlands
A street with a green-roofed building, parked cars, and outdoor seating with yellow umbrellas.

Historic District

3 out of top 10 points of interest in this area

The picture-perfect mountain views and popular ski slopes are top of the list for many visitors to Historic District. A stop by Breckenridge Ski Resort or Main Street might round out your trip.

Find hotels in Historic District
A snow-covered mountainous landscape with a town nestled in the valley.

Peak 9

3 out of top 10 points of interest in this area

The captivating mountain views and stunning ski slopes are top of the list for many visitors to Peak 9. A stop by Breckenridge Ski Resort or Peak 8 SuperConnect Lift might round out your trip.

Find hotels in Peak 9
A snow-covered mountain range with a clear blue sky.

Peak 8

Unique features of Peak 8 include the skiing and mountain views. Make a stop by Breckenridge Ski Resort or Four O'Clock Ski Run while you're exploring the area.

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A snow-covered mountain range with dense forests and clear skies.

Four O'Clock

1 out of top 10 points of interest in this area

The captivating mountain views and stunning ski slopes are top of the list for many visitors to Four O'Clock. A stop by Breckenridge Ski Resort or Snowflake Chair Lift might round out your trip.

Find hotels in Four O'Clock
A snow-covered mountain range with a town at its base, illuminated by artificial lights.

Peak 7

1 out of top 10 points of interest in this area

While visiting Peak 7, you might make a stop by sights like Breckenridge Ski Resort and Breckenridge Nordic Center.

Find hotels in Peak 7

The Highlands Hotel Deals

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

557 Stan Miller Dr Breckenridge CO
$127 nightly
$143 total
Oct 20 - Oct 21
Total with taxes and fees
Hyatt Vacation Club at The Ranahan
Pine Crest Lodge: Custom Log Home, Private Hot Tub, Bocce, Fire Pit

Pine Crest Lodge: Custom Log Home, Private Hot Tub, Bocce, Fire Pit

Breckenridge CO
Get rates
Pine Crest Lodge: Custom Log Home, Private Hot Tub, Bocce, Fire Pit
Keystone Lodge & Spa, A Vail Resorts Property

Keystone Lodge & Spa, A Vail Resorts Property

22101 US Highway 6 Keystone CO
$140 nightly
$152 total
Oct 18 - Oct 19
Total with taxes and fees
Keystone Lodge & Spa, A Vail Resorts Property
See all 12,828 properties in The 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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Kid Friendly Vacations
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Golf Vacations
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Romantic Vacations
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LGBTQ Friendly Vacations
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Where to go when
Where to go when
Honeymoon Vacations
Honeymoon Vacations
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Mountain Vacations
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Fishing Vacations
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Adults Only Vacations
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Waterpark Vacations
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Scuba Diving Vacations
Yoga Vacations
Yoga Vacations
Cheap Vacations
Cheap Vacations
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Solo Vacations

Stay near popular The Highlands attractions

Breckenridge Golf Club

8.8/10 (18 reviews)
Play a round of golf in Breckenridge at Breckenridge Golf Club, and enjoy other activities such as skiing. Wander the lakeside or discover the area's mountain views.
See properties

Things to do

Breckenridge Tours - Ghostly Tales

Breckenridge Tours - Ghostly Tales

$35
per adult
94% of travellers recommend
Breckenridge Tours - Ghostly Tales
Fat Tire E Bike Rental in Breckenridge Delivered to you

Fat Tire E Bike Rental in Breckenridge

$85
per adult
Fat Tire E Bike Rental in Breckenridge
Continental Divide Tour

Continental Divide Tour

$174
per adult
Continental Divide Tour
See all activities in Breckenridge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.