Tilley Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

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

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

Top Tilley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Home Inn Express - Medicine Hat

Home Inn Express - Medicine Hat

2 out of 5
per person
Oct 13 - Oct 16
found 14 hours ago
Roundtrip flight included
Winnipeg (YWG) to Medicine Hat (YXH)
9.4/10 Exceptional! (1,830 reviews)
everything was good. but the double bed should be a queen size. you have room for it!

Reviewed on Aug. 17, 2025

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Frequently asked questions

How much does a Tilley vacation package cost?
Offering great value package deals from CA $351 on Expedia, you'll be thrilled with how little a vacation to Tilley costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Tilley?
If you're hoping to score a cheap Tilley vacation package, consider travelling in January, February and April. You'll usually find better prices on hotels and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Tilley?
Generally, a handful of days is enough to visit the major attractions during your Tilley vacation. But if you want to have more time to relax or take day trips, consider extending your itinerary.
How to find the best Tilley package deals?
Start your search for a Tilley package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Tilley package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Tilley escape off to a flying start.
Is it cheaper to book a Tilley vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Tilley vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Tilley?
Score incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Tilley adventure.
How to plan a trip to Tilley?

  1. Choose when to go: Check your calendar and pack your bags. Your favourite season and the type of activities on offer will also help you decide when to escape to Tilley.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to airfares and activities. Your hotel will likely be the biggest expense during your trip to Tilley.
  3. Work out your trip length: Consider how much time you want to spend exploring Tilley. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Tilley vacation package that brings all your bookings together.

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