The Highlands Vacation Packages

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Top Holiday Package Deals in The Highlands

Price found within the past 48 hours. Click for updated prices.
Bluegreen's StreamSide at Vail

Bluegreen's StreamSide at Vail

2.5 out of 5
West Vail
per person
Aug. 3 - Aug. 10
found 11 hours ago
Roundtrip flight included
Ottawa (YOW) to Denver (DEN)
9.6/10 Exceptional! (15 reviews)
The shuttle was very convenient.

Reviewed on Apr. 1, 2024

The Lodge at Vail, A RockResort

The Lodge at Vail, A RockResort

4 out of 5
Save 100% on your flight
per person
Aug. 3 - Aug. 10
found 11 hours ago
Roundtrip flight included
Ottawa (YOW) to Denver (DEN)
8.8/10 Excellent! (1,000 reviews)
Love this place! Even though it was off-season, they were very accommodating and welcoming.

Reviewed on May 5, 2024

Eagle Point Resort

Eagle Point Resort

3 out of 5
Matterhorn Village
per person
Aug. 3 - Aug. 10
found 11 hours ago
Roundtrip flight included
Ottawa (YOW) to Denver (DEN)
8.6/10 Excellent! (571 reviews)
Clean, well-appointed condo.

Reviewed on Feb. 9, 2024

The Arrabelle at Vail Square, A RockResort

The Arrabelle at Vail Square, A RockResort

5 out of 5
Lionshead
per person
Aug. 3 - Aug. 10
found 11 hours ago
Roundtrip flight included
Ottawa (YOW) to Denver (DEN)
9.6/10 Exceptional! (886 reviews)
Our stay was fine, but the A/C wasn't working as well as we had hoped, as it got a bit hot at night. They also put us in a room that was extremely far away from the front desk/entrance, which seemed unneccesary, given we were there during slow/shoulder season, and there weren't many guests at the property.

Reviewed on May 19, 2024

Manor Vail Lodge

Manor Vail Lodge

3.5 out of 5
per person
Aug. 3 - Aug. 10
found 11 hours ago
Roundtrip flight included
Ottawa (YOW) to Denver (DEN)
9.4/10 Exceptional! (615 reviews)
Place was very nice. Staff was excellent! Highly recommend.

Reviewed on Apr. 4, 2024

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
Breckenridge which includes snow, street performance and outdoor art

Historic District

4 out of top 10 points of interest in this area
4/5(1 area review)

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 hotel + flight trips in Historic District

The Highlands Hotel Deals

Hyatt Vacation Club at The Ranahan
Hyatt Vacation Club at The Ranahan
4 out of 5
557 Stan Miller Dr, Breckenridge, CO
Fully refundable
The price is CA $222 per night from Jun. 6 to Jun. 7
CA $222
CA $280 total
includes taxes & fees
Jun 6 - Jun 7
9.4/10 Exceptional! (965 reviews)
Amazing place
"Wheather is good ,have great time It’s are 3rd summer staying at this resort It’s very clean ,I love that"

Reviewed on May 25, 2024

Hyatt Vacation Club at The Ranahan
Breckenridge Getaway w/ Patio & Resort Amenities!
Breckenridge Getaway w/ Patio & Resort Amenities!
Breckenridge
9.6/10 Exceptional! (50 reviews)
Retreat in Breckenridge
"We found the location good and everything as advertised. We really enjoyed our time there. Thank you for sharing your place with us. We would rent again for sure. Elaine and Bill"

Reviewed on May 10, 2024

Get rates
Breckenridge Getaway w/ Patio & Resort Amenities!
Updated Condo in Breckenridge, Slope Views, Master Suite W/ King Bed
Updated Condo in Breckenridge, Slope Views, Master Suite W/ King Bed
Breckenridge
The price is CA $124 per night from Jun. 4 to Jun. 5
CA $124
CA $339 total
includes taxes & fees
Jun 4 - Jun 5
9.4/10 Exceptional! (32 reviews)
Family fun
"We enjoyed your time at the condo. It was clean and mostly well stocked with what we needed. It was easy to get into the condo. The guide book was perfect for all checkin, checkout, and everything else we needed. The location was a close drive to Breckinridge downtown"

Reviewed on Apr. 23, 2024

Updated Condo in Breckenridge, Slope Views, Master Suite W/ King Bed
See all 12,644 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a The Highlands vacation package cost?
Starting from as low as CA $1,768, a package is your portal to cheaper travel. Custom make your The Highlands adventure by selecting from our wide range of airfares, hotels and rental cars.
How do I get a cheap travel package to The Highlands?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we’ve got everything you need. Select the combination that best suits you and see your savings stack up. We know a travel package is never one-size-fits-all. That’s why we offer more than 550 partner airlines and 1,000,000 properties throughout the world, which lets you customize your The Highlands getaway.
Where should I stay in The Highlands?
With lots to explore in The Highlands, we suggest you lock in a hotel near its attractions. Breckenridge Riverwalk Center, BreckConnect Gondola and Breckenridge Golf Club are some good ones to add to your to-do list.
What are the top hotels in The Highlands?
If it’s your first time in The Highlands, lock in a room at Remodeled 2 Level Condo With A Fireplace or Tasteful Mountain Abode: 3 Mi To Breckenridge. Both hotels offer comfortable beds and are popular options with many travelers.
How far in advance should I book my The Highlands vacation?
It depends on the air carrier, but you can usually browse through international flights on Expedia up to a year in advance. While it’s generally recommended to book ahead of time, lucky travelers occasionally score a cheaper flight only weeks before their intended journey.
What does an Expedia The Highlands travel package include?
From hotels and airfares to rental cars, Expedia can help you shape a The Highlands package that fits you. Heading off for a few weeks? Consider a hotel, rental car and flight bundle. If you’re taking a quick break, a hotel and airfare deal may suit you better. Experiences can also be added once you’ve made your booking. Our vacation packages make it easy to plan and save.
What should I know before booking a The Highlands travel package?
A package can be more affordable than individually booking all you need for your trip. For example, bundle your hotels, flights and rental cars and score big savings. Whatever your vacation plans, you’ll find a package to suit your budget.
Can I choose my airline with a The Highlands Expedia vacation package?
Most definitely. Expedia has over 550 partner airlines to select from globally. With so many choices, finding the right carrier to bring you to The Highlands will be a snap.
If I'm not able to travel, can I cancel my The Highlands vacation package?
You sure can, and we’ll help you every step of the way. You may be able to cancel or change your The Highlands vacation package for free if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company for older bookings. If your circumstances unexpectedly change, browse our Customer Service Portal for further information.

Discover the most popular places to visit in The Highlands

Image for Breckenridge Ski Resort

Breckenridge Ski Resort

4.5/5(2 reviews)

A ski resort that impresses visitors with five breathtaking peaks, a huge variety of slopes and fantastic modern facilities. Nearby is a charming Victorian-era town.

Breckenridge Ski Resort
Image for Main Street

Main Street

4.5/5(7 reviews)

During your visit to Breckenridge, you can browse for the perfect souvenirs at Main Street. Discover the area's mountain views and seek out the ski slopes.

Main Street
Image for Blue River Plaza

Blue River Plaza

Find out about the history of Breckenridge with a stop at Blue River Plaza. Discover the area's mountain views, or seek out its ski slopes.

Blue River Plaza

Things to do

Image for Breckenridge Tours - Strange but True

Breckenridge Tours - Strange but True

CA $43
Per adult
80% of travellers recommend
Breckenridge Tours - Strange but True
Image for Breckenridge Gold Mine Outdoor Escape Room

Breckenridge Gold Mine Outdoor Escape Room

CA $66
Per adult
100% of travellers recommend
Breckenridge Gold Mine Outdoor Escape Room
Image for Monster Truck Sleigh Ride in Country Boy Mine

Monster Truck Sleigh Ride in Country Boy Mine

CA $47
Per adult
100% of travellers recommend
Monster Truck Sleigh Ride in Country Boy Mine
See all activities in Breckenridge

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.