Bassett 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
  • Rest easy

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

Top Bassett vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 19 - Dec 23

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,875 reviews)
    Roundtrip • Hamilton (YHM) - Chicago (ORD)
    YHM - ORD • 1 stop ORD - YHM • 1 stop
    CA $2,739
    CA $1,191
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • Dec 27 - Jan 2

    Kimpton Gray Hotel by IHG + Flight

    Downtown Chicago
    6 nights
    4.5 star property
    9.4/10 - Exceptional (1,002 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    Save 100% on your flight
    CA $2,098
    CA $1,465
    per traveller
    found 1 day ago
    Kimpton Gray Hotel by IHG
  • Dec 27 - Jan 2

    Park Hyatt Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.6/10 - Exceptional (1,001 reviews)
    "Given the price point and other reviews, we came here expecting a luxury stay similar to the Waldorf Astoria, Four Seasons, and Peninsula, which are some of our favorite properties to stay at. However, everything from the service and cleanliness to the ambiance of the entrance and lobby and the amenities (other than the gym, which was excellent) is best described as an upgraded version of an average Hilton, Hyatt, or Marriott. For example, there was a hair in the bed. When we reported it, the..."
    Reviewed November 4, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    Save 100% on your flight
    CA $3,612
    CA $2,536
    per traveller
    found 1 day ago
    Park Hyatt Chicago
  • Dec 27 - Jan 2

    The Peninsula Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.8/10 - Exceptional (1,008 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    Save 100% on your flight
    CA $4,372
    CA $3,317
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • Dec 24 - Dec 28

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    4 nights
    5.0 star property
    9.6/10 - Exceptional (2,077 reviews)
    "Beautiful hotel situated perfectly for most downtown Chicago activities. Attentive staff and amazing views from our 14th floor lake view room. This stay has been on my bucket list for awhile. This hotel experience did not disappoint"
    Reviewed November 6, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $2,457
    CA $1,902
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago

Bassett 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 Bassett vacation package cost?

You can pick up a vacation package to this top destination from CA $1,191 on Expedia. However, how much your vacation to Bassett costs will depend on your hotel choice, season and length of stay.

What are the cheapest months to go to Bassett?

If you're hoping to book a cheap Bassett vacation package, consider planning a trip in January, February and April. You're likely to find lower prices on flights and hotels during these months — perfect for travellers wishing to save money.

How many days is enough for Bassett?

With a well-organized itinerary, you can easily tick off the top Bassett sights in a handful of days. But if you want to discover lesser-known spots or take day trips, think about booking your Bassett vacation for longer.

How to find the best Bassett package deals?

Begin your search for a Bassett package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Bassett package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Bassett getaway off to a flying start.

Is it cheaper to book a Bassett 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 you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Bassett vacation by choosing your preferred airline, accommodation type and car class.

When to book a vacation package to Bassett?

Land fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Bassett break.

How to plan a trip to Bassett?

  1. Choose your travel dates: What you want to do in Bassett and your preferred season can help you decide when to go.
  2. Budget wisely: On top of the price of your stay, you'll need to consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to Bassett.
  3. Decide how long to go away for: Now that you know more about Bassett, you can work out the right length of your vacation. Put together a draft plan and allocate enough time to cover everything you want to see.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Bassett 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.