The Highlands Holidays

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Our guide on 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 snow-covered town with historic buildings and a mountain range in the background.

Historic District

4 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 Quandary Antiques Cabin & Ceramic Studio might round out your trip.

Find hotels in Historic District

Our pick of the best 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 refundableReserve now, pay when you stay
The price is NZ$269 per night from 15 Nov to 16 Nov
NZ$269
15 Nov - 16 Nov
includes taxes & 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
9.8/10 Exceptional! (95 reviews)
"This is a beautiful property just close enough to town to be convenient but in a quiet wooded neighborhood with view of the mountain! We were a group of 5 old ladies who were college roommates so we each had a bedroom and bath. This was the perfect Girls' getaway! I can't say enough about the excellent ..."

Reviewed on 14 Oct 2026

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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

4 out of 5
22101 US Highway 6 Keystone CO
Fully refundableReserve now, pay when you stay
The price is NZ$336 per night from 20 Nov to 21 Nov
NZ$336
20 Nov - 21 Nov
includes taxes & fees
Keystone Lodge & Spa, A Vail Resorts Property
See all 13,051 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.

Frequently asked questions

How much does a The Highlands holiday package cost?
Starting from as low as , 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 Centre, 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 travellers.
How far in advance should I book my The Highlands holiday?
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 travellers 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 holiday 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 holiday plans, you'll find a package to suit your budget.
Can I choose my airline with a The Highlands Expedia holiday 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 holiday 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 holiday 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.

Activities

Brown Hotel

Breckenridge Tours - Ghostly Tales

NZ$18
per adult
94% of travellers recommend
Breckenridge Tours - Ghostly Tales
Breckenridge Dark Sky Star Tour

Breckenridge Dark Sky Star Tour

NZ$109
per adult
Breckenridge Dark Sky Star Tour
Breckenridge Dark Sky Star Tour

Breckenridge Dark Sky Star Tour

NZ$109
per adult
Breckenridge Dark Sky Star 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.