Markham Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Markham Vacation

With everything worked out before you go, our Markham vacation packages mean you can focus more on having a good time! One neighborhood to base yourself in this lively city is South Deering, which is good for golfing and nature. If sightseeing is on the agenda during your trip to Markham, look around big attractions like Hollywood Casino Amphitheatre, Odyssey Fun World and Coyote Run Golf Course. Check out Expedia's wide range of travel options and start organizing your ultimate vacation to Markham today.

Top Markham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,134, price is now CA $821 per person
CA $821
per person
Jan 21 - Jan 24
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,117, price is now CA $1,438 per person
CA $1,438
per person
Jan 8 - Jan 11
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,692, price is now CA $1,262 per person
CA $1,262
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)
Weird space w the way the bed is no access off the side and the counter was stained badly. There was a 28$ additional amenity fee that they slapped on upon check in. The pool is closed and didn’t use the weight room it was a one night stay. over priced but could be ok for a long stay w the kitchen

Reviewed on Nov 6, 2026

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
Downtown Chicago
Price was CA $1,194, price is now CA $897 per person
CA $897
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Nice property but a little worn.mattresses were not that comfortable .Some staff were great, others not so much.

Reviewed on Nov 8, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,143, price is now CA $864 per person
CA $864
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)
Hotel was very nice and clean. The location was excellent.

Reviewed on Nov 8, 2026

Ready to book your vacation to Markham?

 

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Markham Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Nov 22 to Nov 23
CA $164
CA $195 total
Nov 22 - Nov 23
includes taxes & fees
Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Nov 27 to Nov 28
CA $153
CA $223 total
Nov 27 - Nov 28
includes taxes & fees
Hilton Chicago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Dec 3 to Dec 4
CA $168
CA $200 total
Dec 3 - Dec 4
includes taxes & fees
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
See all 2,161 properties in Markham
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Markham

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Markham

Frequently asked questions

How much does a Markham vacation package cost?
You'll find cheap prices from CA $821 on Expedia for your Markham break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Markham costs.
What are the cheapest months to go to Markham?
December, January and February are great times to look for cheap Markham vacation packages. Travelling in quieter periods means you can generally find better prices on accommodations and flights.
How many days is enough for Markham?
Allow around 2 days for your Markham vacation if you want to discover everything that makes this place special. Stroll around key areas, including East Hazel Crest and Country Club Hills. Then head to the top attractions like Veterans Memorial Park and Hollywood Park. With a good itinerary, you'll be kept busy with room for some rest and relaxation too. Want to go beyond Markham? Consider an excursion or two.
How to find the best Markham package deals?
Begin your search for a Markham package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Markham package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Markham adventure off to a flying start.
Is it cheaper to book a Markham vacation as a package?
You can enjoy significant savings on your Markham getaway by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best 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 Markham?
If you're planning an impromptu Markham adventure, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Markham?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Markham.
  2. Set your budget: Consider costs such as flights, food and transportation when calculating how much to save for your trip to Markham. Then, choose a hotel that fits your budget, whether that's an economical stay or a more upscale retreat.
  3. Determine how many days away: Start by listing all the sights and activities you want to get to in Markham. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Markham vacation package.

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