A mountainous landscape with dense forests and a valley.

Highland Meadows Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Highland Meadows Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A kitchen with wooden cabinets, granite countertops, and a stone backsplash.
    Jan 16 - Jan 20

    Laurelwood Condominiums + Flight

    Snowmass Village
    4 nights
    3.0 star property
    9.2/10 - Wonderful (1,589 reviews)
    "Great place to stay. Very clean and well represented."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YHM • 1 stop
    CA $2,604
    CA $2,035
    per traveller
    found 3 hours ago
    Laurelwood Condominiums
  • A multi-story hotel with a snow-covered courtyard, outdoor seating, and a mountain backdrop.
    Jan 16 - Jan 20

    Residences at the Little Nell + Flight

    Downtown Aspen
    4 nights
    5.0 star property
    9.8/10 - Exceptional (186 reviews)
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YHM • 1 stop
    CA $7,294
    CA $5,469
    per traveller
    found 3 hours ago
    Residences at the Little Nell
  • A swimming pool with a stone deck, surrounded by trees and a wooden cabin.
    Jan 16 - Jan 20

    Aspen Hideaway by Avantstay Walk to Aspen, Near Slopes + Pool & Hot Tub Access + Flight

    West End
    4 nights
    3.0 star property
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YHM • 1 stop
    CA $3,517
    CA $2,701
    per traveller
    found 3 hours ago
    Aspen Hideaway by Avantstay Walk to Aspen, Near Slopes + Pool & Hot Tub Access
  • A grand room with a fireplace, two sofas, and a large painting on the wall.
    Jan 16 - Jan 20

    Hotel Jerome, Auberge Collection + Flight

    Downtown Aspen
    4 nights
    5.0 star property
    9.6/10 - Exceptional (488 reviews)
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YHM • 1 stop
    CA $9,469
    CA $7,488
    per traveller
    found 3 hours ago
    Hotel Jerome, Auberge Collection
  • A modern building with a stone facade, a stone staircase, and a well-lit entrance.
    Jan 16 - Jan 20

    Stonebridge Inn + Flight

    Snowmass Village
    4 nights
    4.0 star property
    8.2/10 - Very good (1,000 reviews)
    "THE place to be at Snowmass!! Do not hesitate and stay here instead of Aspen if goong for a skiing adventire. Grat locarion, superb dinning at the restaurant a nd within walking distance to the mall"
    Reviewed July 14, 2026
    Roundtrip • Toronto (YTO) - Denver (DEN)
    YYZ - DEN • Nonstop DEN - YHM • 1 stop
    CA $2,748
    CA $2,177
    per traveller
    found 3 hours ago
    Stonebridge Inn

Where to stay in Highland Meadows

Find the best Highland Meadows areas and neighborhoods for the activities you enjoy most.
A snow-covered town with a highway, mountains, and a sunset.

Vail Village

While visiting Vail Village, you might make a stop by sights like Vail Ski Resort and Gondola One Ski Lift.
A snow-covered town with a prominent clock tower, ski slopes, and a mountain backdrop.

Lionshead

Lionshead is a destination visitors seek out for is captivating mountain views, great bars, and stunning ski slopes. You might also want to check out attractions like Vail Ski Resort or Eagle Bahn Gondola while you're exploring the neighborhood.
A log cabin with a stone foundation surrounded by snow-covered ground and trees.

West Vail

Notable for its skiing, seafood restaurants, and mountain views, West Vail is a sought-after destination for many travelers visiting Vail. If you want to see some sights in the area, check out Cascade Village Lift or Eagle Bahn Gondola.
A mountain range with snow-capped peaks and dense forested valleys.

Matterhorn Village

While visiting Matterhorn Village, you might make a stop by sights like Vail Ski Resort and Cascade Village Lift.
A mountainous landscape with snow-covered peaks, a bridge, and coniferous trees.
Photo by Kori Osina
Open Photo by Kori Osina

Sandstone

If you're looking for some top things to see and do in Sandstone and surrounding area, you can visit Vail Ski Resort and Eagle Bahn Gondola.

Highland Meadows Hotel Deals

A stone fireplace with a flat-screen TV above it, a sofa, and a balcony with outdoor seating.

Residence Inn by Marriott Vail

Residence Inn by Marriott Vail
3.0 star property
Buffehr Creek, 0.9 km from Highland Meadows
9.2 out of 10, Wonderful, (1,084 reviews)
"La atención del personal es increíblemente amable y el lugar bastante conveniente"
The price is CA $203
CA $225 total
includes taxes & fees
Nov 15 - Nov 16
Residence Inn by Marriott Vail
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.
See all properties in Highland Meadows

Frequently Asked Questions

How much does a Highland Meadows vacation package cost?

The cheapest Highland Meadows package is CA $2,035, so your dream vacation can become a reality — without spending a fortune. Combine flights, hotels, car rentals and more to customize a package that matches your travel style.

How do I get a cheap travel package to Highland Meadows?

It's as simple as bundling. Hotels, flights and rental cars — combine whatever you need into a Highland Meadows vacation package to save loads of cash. Score even more discounts when you include extras such as tours or experiences to your booking. But that's not the only good part. You have the freedom to put together your trip your own way. We offer over 550 airlines and 1,000,000 hotels throughout the world, so that everyone has an opportunity to travel and live out those vacation dreams.

How far in advance should I book my Highland Meadows vacation?

Search Expedia to compare international fares as early as possible. You can generally purchase a seat up to a year in advance. If it's too early for your preferred air carrier, or you've left things to the last minute, don't despair. The lowest prices to Highland Meadows sometimes occur a few weeks before the date of departure.

What does an Expedia Highland Meadows travel package include?

Expedia has everything you need to plan your Highland Meadows escape, but how your package is structured is your choice. Choose from a combination of flights, rental cars and hotels. Searching for some tours or activities to keep you on the go? Once you've made your booking, you can add them on too. Whatever your budget, there's a package deal to match your needs.

What should I know before booking a Highland Meadows travel package?

A travel package can be tailored to your budget and is a fantastic way to make your budget go further. What you include is totally up to you. Hotels, rental cars and flights — come up with a combination that works with your plans.

Can I choose my airline with a Highland Meadows Expedia vacation package?

Definitely. Expedia has over 550 airline partners to pick from around the world. With all that choice, finding the right carrier to take you to Highland Meadows will be a cinch.

If I'm not able to travel, can I cancel my Highland Meadows vacation package?

If your vacation plans in Highland Meadows have been upended, it's good to know that it's possible to cancel your booking. If your booking was made less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge a fee. To find out more, visit our Customer Service Portal.

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