The Highlands Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Top Holiday Package Deals in The Highlands

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

Populus

4 out of 5
Downtown Denver
Price was CA $1,166, price is now CA $804 per person
CA $804
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
9.4/10 Exceptional! (605 reviews)
Friendly staff and bird sounds on elevators are very nice! Each stay by customers will result in trees been planted by the hotel.

Reviewed on Apr 14, 2026

Patterson Inn

Patterson Inn

3.5 out of 5
Capitol Hill
Price was CA $2,382, price is now CA $1,518 per person
CA $1,518
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.6/10 Exceptional! (778 reviews)
Chris was great! He's warm, friendly, funny, and full of information on the Inn and the area. The breakfasts were wonderful. I am sorry for not eating the breakfast burrito but I just love french toast. Our room was exceptional. A claw foot tub and a huge shower made a bath a day a great experience. The area around the Inn felt safe and walkable. It was close to everything we wanted to do. We were able to walk to the Art Museum The house is so beautiful, I could live there happily for the rest of my life. We will definitely be back for our next trip to Denver.

Reviewed on Apr 14, 2026

The Source Hotel

The Source Hotel

4.5 out of 5
Five Points
Price was CA $2,377, price is now CA $1,699 per person
CA $1,699
per person
Jul 3 - Jul 10
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
8.8/10 Excellent! (1,007 reviews)
Everything was great. Hotel rooms were spacious and clean. Restaurants on site and conveniently located to many places.

Reviewed on Apr 21, 2026

Halcyon - a hotel in Cherry Creek

Halcyon - a hotel in Cherry Creek

4.5 out of 5
Cherry Creek
Price was CA $3,311, price is now CA $2,409 per person
CA $2,409
per person
Jul 3 - Jul 10
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Denver (DEN)
9.2/10 Wonderful! (1,005 reviews)
Clean room. Cool decorations. Nice things. Parking is not that accesible and its kind of steep. Great location. Nice staff. Good breakfast.

Reviewed on Apr 21, 2026

The Jacquard, Autograph Collection

The Jacquard, Autograph Collection

4.5 out of 5
Cherry Creek
Price was CA $1,548, price is now CA $1,165 per person
CA $1,165
per person
May 29 - May 31
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Denver (DEN)
9.2/10 Wonderful! (836 reviews)
The location was great. The staff was friendly a the rooms were well appointed. I would stay here again.

Reviewed on Apr 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
Main Street, Downtown Frisco, Colorado. A quaint and popular ski resort town in summertime.

Historic District

3 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 hotels 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 $132 per night from May 13 to May 14
CA $132
CA $202 total
May 13 - May 14
includes taxes & fees
9.6/10 Exceptional! (1,136 reviews)
Everything about the property truly satisfied us

Reviewed on Apr 21, 2026

Hyatt Vacation Club at The Ranahan
Gold Run Lodge, 5-Bedroom, 5,254 Sq. Ft. Luxurious Ski Home

Gold Run Lodge, 5-Bedroom, 5,254 Sq. Ft. Luxurious Ski Home

Breckenridge CO
10/10 Exceptional! (158 reviews)
A great stay at a great house. Hope to stay there again some day.

Reviewed on Apr 5, 2026

Get rates
Gold Run Lodge, 5-Bedroom, 5,254 Sq. Ft. Luxurious Ski Home
Holiday Inn Frisco by IHG

Holiday Inn Frisco by IHG

3 out of 5
1129 N Summit Blvd Frisco CO
Fully refundable
The price is CA $120 per night from May 3 to May 4
CA $120
CA $136 total
May 3 - May 4
includes taxes & fees
6.8/10 (125 reviews)
Room was clean. We only had an issue with the heater not working. Staff was very friendly.

Reviewed on Apr 21, 2026

Holiday Inn Frisco by IHG
See all 13,050 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
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 $804, 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

Breckenridge Ski Resort

Breckenridge Ski Resort

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
Breckenridge is a Colorado town at the base of the Rocky Mountains’ Tenmile Range. It's known for its ski resort, year-round alpine activities and Gold Rush history. The Victorian core of this former

Main Street

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

Beaver Run SuperChair

Enjoy a trip to Beaver Run SuperChair and popular activities like skiing in Breckenridge. Wander the lakeside or discover the area's mountain views.

Beaver Run SuperChair

Things to do

Continental Divide Tour

Continental Divide Tour

CA $214
per adult
Continental Divide Tour
Breckenridge, CO: Guided Backcountry Ski Tour

Breckenridge, CO: Guided Backcountry Ski Tour

CA $825
per adult
Breckenridge, CO: Guided Backcountry Ski 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.