Lakeside Village Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Aug 10 - Aug 17

    The Timberline Condominiums + Flight

    Snowmass Village
    7 nights
    3.0 star property
    9.0/10 - Wonderful (885 reviews)
    "All was good!"
    Reviewed May 30, 2026
    Roundtrip Calgary (YYC) - Denver (DEN)
    YYC - DENNonstop DEN - YYCNonstop
    CA $1,961
    CA $1,554
    per traveller
    found 1 day ago
    The Timberline Condominiums
  • Jul 27 - Aug 3

    Gravity Haus Denver + Flight

    Highland
    7 nights
    3.5 star property
    8.8/10 - Excellent (230 reviews)
    "What a gorgeous place to stay! Lovely decor, comfortable bed and brilliant shower, great bar."
    Reviewed June 3, 2026
    Roundtrip Edmonton (YEG) - Denver (DEN)
    YEG - DEN1 stop DEN - YEG1 stop
    CA $2,303
    CA $1,732
    per traveller
    found 1 day ago
    Gravity Haus Denver
  • Jul 27 - Aug 3

    The Brown Palace Hotel and Spa, Autograph Collection + Flight

    Downtown Denver
    7 nights
    4.5 star property
    8.4/10 - Very good (1,001 reviews)
    "Upon entering this hotel, we were overwhelmed by the smell of mildew and cigarettes. After checking in, we went up to our room to find we were not in the correct room. We called down to the front desk and were told that our room had been given away and that was the room that they had for us. At this point, they did not offer to refund us any of the cost for our upgraded room. After arguing back-and-forth, they finally agreed to reduce the rate but did not have our room available as they have..."
    Reviewed June 2, 2026
    Roundtrip Edmonton (YEG) - Denver (DEN)
    YEG - DEN1 stop DEN - YEG1 stop
    CA $2,581
    CA $1,950
    per traveller
    found 1 day ago
    The Brown Palace Hotel and Spa, Autograph Collection
  • Aug 6 - Aug 9

    Aspen Meadows Resort + Flight

    West End
    3 nights
    4.0 star property
    9.0/10 - Wonderful (839 reviews)
    Roundtrip Toronto (YYZ) - Denver (DEN)
    YYZ - DEN1 stop DEN - YYZ1 stop
    CA $2,920
    CA $2,296
    per traveller
    found 12 hours ago
    Aspen Meadows Resort
  • Aug 10 - Aug 17

    HOLT - Billionaire Mountain + Flight

    Downtown Aspen
    7 nights
    3.5 star property
    9.2/10 - Wonderful (13 reviews)
    "It was a perfect for me! The layout is lovely and welcoming. Close to everything in Aspen. The included parking is ideal. I loved the windows and the adorable fox couple who wandered by in the evenings. I’d stay again in a heartbeat!"
    Reviewed May 30, 2026
    Roundtrip Calgary (YYC) - Denver (DEN)
    YYC - DENNonstop DEN - YYCNonstop
    CA $3,703
    CA $2,931
    per traveller
    found 1 day ago
    HOLT - Billionaire Mountain

Where to stay in Lakeside Village

Find the best Lakeside Village areas and neighborhoods for the activities you enjoy most. Learn more about Lakeside Village

Lakeside Village Hotel Deals

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 CA $144 per night from Jun 12 to Jun 13
CA $144
CA $191 total
Jun 12 - Jun 13
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Room was comfortable, staff was very friendly and helpful. One drawback was we went during the “ mud season” and many food establishments were closed, had to drive to Dillon, which was only a 9 minute drive, to find something open."

Reviewed on May 30, 2026

Keystone Lodge & Spa, A Vail Resorts Property
Lakeside, Spacious, Modern 2br - Sleeps Up To 8 2 Bedroom Condo

Lakeside, Spacious, Modern 2br - Sleeps Up To 8 2 Bedroom Condo

3 out of 5
0165 Summit County Rd 8 Keystone CO
Lakeside, Spacious, Modern 2br - Sleeps Up To 8 2 Bedroom Condo
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 $234 per night from Jun 30 to Jul 1
CA $234
CA $317 total
Jun 30 - Jul 1
includes taxes & fees
9.6/10 Exceptional! (1,175 reviews)
"Heated pool was great"

Reviewed on Jun 3, 2026

Hyatt Vacation Club at The Ranahan
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 Lakeside Village vacation package cost?
Go from wondering to wandering with our Lakeside Village vacation packages, which start from just . Select the flights and hotels that suit your travel style. Then, add on a couple of enriching experiences to cap off your unique adventure.
How do I get a cheap travel package to Lakeside Village?
Creating your own Lakeside Village vacation package with Expedia is a great way to save. We have more than 550 air carriers and 1,000,000 hotel options across the globe. With such a broad range to choose from, you'll have no worries creating your dream adventure.
Where should I stay in Lakeside Village?
A getaway to Lakeside Village isn't complete without visiting River Run Gondola Ski Lift, Keystone Conference Center and Keystone Lake. Spend your evenings close to these popular sights and make sightseeing easy.
What are the top hotels in Lakeside Village?
If it's your first time in Lakeside Village, make a reservation at Keystone Retreat With Mtn Views: Walk To Lifts or Keystone Lakeside Village By Keystone Resort. Both hotels have good amenities and are favorites among many travelers.
How far in advance should I book my Lakeside Village vacation?
While not all air carriers release tickets early, you can normally start comparing international airfares on Expedia up to a year in advance. This is the time you can bag some fantastic deals. If you've left things to the last minute, you may still be in luck. Discounted prices occasionally become available only weeks before departure.
What does an Expedia Lakeside Village travel package include?
It all depends on what type of getaway you want to have. Lakeside Village vacation deals can include flights, car rentals and hotels. You can mix and match to find the package that suits your budget and style. You can also add on activities and experiences after you've booked to pick up even bigger discounts.
What should I know before booking a Lakeside Village travel package?
You can save a tidy sum by combining your hotels, flights and rental cars. Once you've made your booking, you can add on sightseeing tours or experiences. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Lakeside Village Expedia vacation package?
You can, and with over 550 airlines to choose from all over the world, you're not short on choice. Browse the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Lakeside Village vacation package?
We get that unexpected stuff happens. If you've locked in a Lakeside Village vacation package and need to change or cancel it, we're here to help. We recommend having a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to change your itinerary free of charge. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a charge.

Discover the most popular places to visit in Lakeside Village

Things to do

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