Midway 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

Top Midway vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 29 - Feb 1

    Heritage Place Houston Brookhollow + Flight

    Lazybrook/Timbergrove
    3 nights
    3.0 star property
    8.8/10 - Excellent (299 reviews)
    "There was basically no staff working at the hotel although all facets were excellent. I chose not to have my room cleaned daily because the staff was short handed."
    Reviewed November 7, 2026
    Roundtrip • Toronto (YYZ) - Houston (IAH)
    YYZ - IAH • Nonstop IAH - YYZ • 1 stop
    CA $1,046
    CA $879
    per traveller
    found 10 hours ago
    Heritage Place Houston Brookhollow
  • Dec 17 - Dec 22

    Holiday Inn Club Vacations Galveston Beach Resort by IHG + Flight

    West End
    5 nights
    3.0 star property
    8.8/10 - Excellent (1,001 reviews)
    Roundtrip • Calgary (YYC) - Houston (IAH)
    YYC - IAH • Nonstop IAH - YYC • Nonstop
    CA $1,556
    CA $1,269
    per traveller
    found 12 hours ago
    Holiday Inn Club Vacations Galveston Beach Resort by IHG
  • Dec 7 - Dec 12

    Houston Marriott North + Flight

    Northside
    5 nights
    3.5 star property
    8.4/10 - Very good (1,001 reviews)
    "Great stay post cruise before we flew home"
    Reviewed November 4, 2026
    Roundtrip • Toronto (YYZ) - Houston (IAH)
    YYZ - IAH • Nonstop IAH - YYZ • 1 stop
    CA $1,189
    CA $1,057
    per traveller
    found 1 hour ago
    Houston Marriott North
  • Jan 2 - Jan 5

    Hotel Zaza Houston Museum District + Flight

    South Central Houston
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,007 reviews)
    Roundtrip • Toronto (YYZ) - Houston (IAH)
    YYZ - IAH • Nonstop IAH - YYZ • 1 stop
    CA $1,546
    CA $1,387
    per traveller
    found 10 hours ago
    Hotel Zaza Houston Museum District
  • Jan 2 - Jan 5

    Hotel Granduca Houston + Flight

    The Galleria
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    Roundtrip • Toronto (YYZ) - Houston (IAH)
    YYZ - IAH • Nonstop IAH - YYZ • 1 stop
    CA $1,614
    CA $1,453
    per traveller
    found 10 hours ago
    Hotel Granduca Houston

Midway Hotel Deals

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 Midway vacation package cost?

You'll find cheap prices from CA $879 on Expedia for your Midway escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Midway costs.

What are the cheapest months to go to Midway?

If you're looking to score a cheap Midway vacation package, consider travelling in January, February and March. You'll typically find better prices on hotels and flights during these quieter months — ideal for travellers wishing to save money.

How many days is enough for Midway?

Generally, a handful of days is enough to see the major attractions during your Midway vacation. But if you'd like to have some time to chill out or take day trips, think about extending your trip.

How to find the best Midway package deals?

Landing a cheap Midway package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Midway package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.

Is it cheaper to book a Midway vacation as a package?

You can enjoy significant savings on your next Midway getaway by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a vacation package to Midway?

Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Midway getaway.

How to plan a trip to Midway?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred season and the activities available will also help you decide when to escape to Midway.
  2. Set a budget: Factor in expenses such as food, flights and transportation when calculating how much to save for your trip to Midway. Then, choose a property that matches your budget, whether that's an economical stay or a high-end retreat.
  3. Decide your trip length: Think about how much time you want to spend discovering Midway. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Midway vacation package.

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