Doubleheader 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*
  • 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
Price found within the past 48 hours. Click for updated prices.
  • Jul 18 - Jul 25

    Hyatt Vacation Club at The Ranahan + Flight

    Northside Breck
    7 nights
    4.0 star property
    9.6/10 - Exceptional (1,180 reviews)
    "Heated pool was great"
    Reviewed June 3, 2026
    Roundtrip Toronto (YYZ) - Denver (DEN)
    YYZ - DEN1 stop DEN - YYZ1 stop
    CA $2,212
    CA $1,528
    per traveller
    found 1 day ago
    Hyatt Vacation Club at The Ranahan
  • Jul 18 - Jul 25

    Kindred Resort a RockResort + Flight

    River Run
    7 nights
    4.0 star property
    10/10 - Exceptional (2 reviews)
    "Brand new beautiful resort in Keystone"
    Reviewed May 30, 2026
    Roundtrip Toronto (YYZ) - Denver (DEN)
    YYZ - DEN1 stop DEN - YYZ1 stop
    CA $2,963
    CA $1,955
    per traveller
    found 1 day ago
    Kindred Resort a RockResort
  • Jul 18 - Jul 25

    Hotel Jerome, Auberge Collection + Flight

    Downtown Aspen
    7 nights
    5.0 star property
    9.6/10 - Exceptional (466 reviews)
    "Loved my stay only complaint if I could think of one is I need a little more light in my room it’s all ambient lights "
    Reviewed January 24, 2026
    Roundtrip Toronto (YYZ) - Denver (DEN)
    YYZ - DEN1 stop DEN - YYZ1 stop
    CA $9,783
    CA $6,872
    per traveller
    found 1 day ago
    Hotel Jerome, Auberge Collection
  • Jul 18 - Jul 25

    Beaver Run Resort & Conference Center + Flight

    Peak 9
    7 nights
    3.5 star property
    8.4/10 - Very good (1,218 reviews)
    "Beautiful property and area. Great for kids as well."
    Reviewed June 5, 2026
    Roundtrip Toronto (YYZ) - Denver (DEN)
    YYZ - DEN1 stop DEN - YYZ1 stop
    CA $2,212
    CA $1,611
    per traveller
    found 1 day ago
    Beaver Run Resort & Conference Center
  • Aug 21 - Aug 28

    Flying Horse Resort & Club + Flight

    Flying Horse
    7 nights
    4.5 star property
    9.4/10 - Exceptional (876 reviews)
    "Very nice property. Decent just outside busy Co Springs. Nice restaurant and bar area. Staff very friendly."
    Reviewed May 28, 2026
    Roundtrip Toronto (YYZ) - Colorado Springs (COS)
    YYZ - COS1 stop COS - YYZ1 stop
    CA $2,699
    CA $1,969
    per traveller
    found 19 hours ago
    Flying Horse Resort & Club

Where to stay in Doubleheader

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

Doubleheader Hotel Deals

Sonesta Denver Downtown

Sonesta Denver Downtown

4 out of 5
1450 Glenarm Place Denver CO
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Jun 14 to Jun 15
CA $177
CA $204 total
Jun 14 - Jun 15
includes taxes & fees
8.4/10 Very Good! (2,484 reviews)
"N/A"

Reviewed on Jun 8, 2026

Sonesta Denver Downtown
the Curtis Denver - a DoubleTree by Hilton Hotel

the Curtis Denver - a DoubleTree by Hilton Hotel

4 out of 5
1405 Curtis Street Denver CO
Fully refundableReserve now, pay when you stay
The price is CA $242 per night from Jun 14 to Jun 15
CA $242
CA $281 total
Jun 14 - Jun 15
includes taxes & fees
8.8/10 Excellent! (1,405 reviews)
"Love this hotel! Have stayed multiple times."

Reviewed on Jun 4, 2026

the Curtis Denver - a DoubleTree by Hilton Hotel
Hyatt Place Denver Downtown

Hyatt Place Denver Downtown

3.5 out of 5
440 14th St Denver CO
Fully refundableReserve now, pay when you stay
The price is CA $216 per night from Jun 30 to Jul 1
CA $216
CA $250 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (3,178 reviews)
"Beautiful property with friendly staff. Nice room with comfortable bed and pillows. Downside is availability and cost of parking due to location."

Reviewed on Jun 7, 2026

Hyatt Place Denver Downtown
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 Doubleheader vacation package cost?
From as low as . Yes, you read that right. Our Doubleheader packages are the quickest way to make your budget last longer. Bundle your preferred hotels, flights and rental car and discover this popular destination.
How do I get a cheap travel package to Doubleheader?
Bundle, bundle, bundle. Hotels, flights and rental cars — combine whatever you need into a Doubleheader vacation package to save a pile of cash. Score even bigger bargains when you include extras such as experiences or tours to your booking. But that's not the only good part. You have the freedom to put together your vacation your own way. We offer over 550 air carriers and 1,000,000 hotel options across the globe, so that everyone has an opportunity to travel and fulfill those vacation fantasies.
How far in advance should I book my Doubleheader vacation?
It's tricky picking the best time for airfares, but we usually say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you can't book early, don't stress. Discounted prices appear from time to time within a few weeks of departure dates.
What does an Expedia Doubleheader travel package include?
That depends on what you're looking for. If you're traveling solo, you might decide to bundle flights and hotels. Taking the whole family to Doubleheader? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the freedom and flexibility to tailor your travel package.
What should I know before booking a Doubleheader travel package?
When you book your hotels, flights and car rentals together, you'll land incredible discounts. Whether you're organizing a beach escape in a villa or want to stay in a comfortable hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a Doubleheader Expedia vacation package?
You can, and with more than 550 airlines to pick from around the world, it's all about choice. Have a look through the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Doubleheader vacation package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Locked in your Doubleheader vacation package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may incur a fee from your airline, hotel or car rental company. For more information, visit our Customer Service Portal. We're here to help you every step of the way.

Discover the most popular places to visit in Doubleheader

Things to do

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