The Highlands Vacations from $404

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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.
Gold Point Resort Breckenridge by Vacatia

Gold Point Resort Breckenridge by Vacatia

Baldy Mountain
Save 100% on your flight
$404
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Denver (DEN)
9.4/10 Exceptional! (130 reviews)
Beautiful condo on Baldy Road way up the mountain. If you want to be in town this isn't your place but 10 min drive down. No need for a car as the buss stop is out front, free and allows dogs. My 800 ft condo was fully furnished, jacuzzi fireplace and a garage. Trail heads are all within walking distance

Reviewed on Aug 26, 2026

Zephyr Mountain Lodge

Zephyr Mountain Lodge

Winter Park Village
Save 100% on your flight
$717
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.2/10 Very Good! (705 reviews)
Was conveniently located and access to shuttle

Reviewed on Sep 2, 2026

Fraser Crossing Founders Pointe

Fraser Crossing Founders Pointe

Winter Park Village
Save 100% on your flight
$696
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.6/10 Excellent! (1,000 reviews)
The Vintage Hotel

The Vintage Hotel

Save 100% on your flight
$616
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Houston (HOU) to Denver (DEN)
8.8/10 Excellent! (1,007 reviews)
The Sebastian - Vail

The Sebastian - Vail

Vail Village
Save 100% on your flight
$1,054
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Denver (DEN)
9.2/10 Wonderful! (1,000 reviews)

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.

Find hotels in Peak 8
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
$150 nightly
$169 total
Oct 6 - Oct 7
Total with taxes and fees
9.6/10 Exceptional! (1,285 reviews)
"absolutely wonderful property. cant recommend this place enough. def look forward to staying here again in the future. this will be my go to spot in Breckenridge moving forward."

Reviewed on Sep 9, 2026

Hyatt Vacation Club at The Ranahan
Village at Breckenridge, A Vail Resorts Property

Village at Breckenridge, A Vail Resorts Property

535 S Park Avenue Breckenridge CO
Fully refundableReserve now, pay when you stay
$150 nightly
$169 total
Sep 20 - Sep 21
Total with taxes and fees
8.4/10 Very Good! (2,086 reviews)
"Front desk was rude and not helpful ended up"

Reviewed on Sep 8, 2026

Village at Breckenridge, A Vail Resorts Property
River Mountain Lodge, A Vail Resorts Property

River Mountain Lodge, A Vail Resorts Property

100 South Park Avenue Breckenridge CO
Fully refundableReserve now, pay when you stay
$115 nightly
$129 total
Sep 16 - Sep 17
Total with taxes and fees
8.6/10 Excellent! (1,923 reviews)
"Perfect location 👌"

Reviewed on Sep 8, 2026

River Mountain Lodge, A Vail Resorts Property
See all 12,879 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.
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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.