Pickering 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 Pickering Vacation

Entertainment, food, art and more … There's a whole lot to discover with a Pickering vacation package. And with the ability to customize your city break, you know it'll be one that's memorable. During your trip to Pickering, set aside some time for sightseeing. A great place to start is Nodaway Lake. A couple of clicks is all it takes to create a tailored Pickering vacation on Expedia.

Top Pickering Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Home2 Suites by Hilton Overland Park

Home2 Suites by Hilton Overland Park

3 out of 5
Price was CA $1,256, price is now CA $988 per person
CA $988
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Kansas City (MCI)
8.6/10 Excellent! (703 reviews)
We drove 30 min to check in and they couldn’t accommodate our family of 5 even thought we booked a room that slept 6. We had to book another stay with

Reviewed on Jul 13, 2026

Ameristar Casino Hotel Kansas City

Ameristar Casino Hotel Kansas City

4 out of 5
Birmingham Bottoms
Price was CA $1,740, price is now CA $1,112 per person
CA $1,112
per person
Sep 17 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Kansas City (MCI)
8.6/10 Excellent! (1,129 reviews)
Great stay!

Reviewed on Jul 13, 2026

The Inn at Meadowbrook

The Inn at Meadowbrook

4 out of 5
Price was CA $2,206, price is now CA $1,550 per person
CA $1,550
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Kansas City (MCI)
9.8/10 Exceptional! (448 reviews)
Everything was just amazing!!

Reviewed on Jun 5, 2026

Leavenworth Local Hotel

Leavenworth Local Hotel

2.5 out of 5
Price was CA $1,344, price is now CA $1,049 per person
CA $1,049
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Kansas City (MCI)
8.8/10 Excellent! (404 reviews)
What a unique place. An old Catholic school converted into a hotel. Even had a basketball court! The room was spacious and had the original school blackboard on the wall with chalk! 😂 The only thing to keep in mind - no elevator. So request 1st floor if you have heavy luggage. Staff (James) was awesome. Will absolutely stay again if I’m in the area!!

Reviewed on Jul 13, 2026

The Elms Hotel & Spa, a Destination by Hyatt Hotel

The Elms Hotel & Spa, a Destination by Hyatt Hotel

4 out of 5
Price was CA $1,738, price is now CA $1,377 per person
CA $1,377
per person
Aug 19 - Aug 23
found 16 hours ago
Roundtrip flight included
Halifax (YHZ) to Kansas City (MCI)
8.8/10 Excellent! (1,006 reviews)
Very nice

Reviewed on Jul 13, 2026

Ready to book your vacation to Pickering?

 

Choose your dates

Pickering Hotel Deals

Americas Best Value Inn & Suites Maryville

Americas Best Value Inn & Suites Maryville

2.5 out of 5
1700 East 1st St Maryville MO
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Jul 15 to Jul 16
CA $184
CA $210 total
Jul 15 - Jul 16
includes taxes & fees
8.2/10 Very good! (844 reviews)
"Staff were wonderful, friendly, helpful, Suite was clean and roomy and quiet. No complaints!"

Reviewed on Jul 5, 2026

Americas Best Value Inn & Suites Maryville
Park Inn by Radisson Maryville

Park Inn by Radisson Maryville

3 out of 5
2817 SOUTH MAIN STREET Maryville MO
Fully refundable
The price is CA $164 per night from Aug 12 to Aug 13
CA $164
CA $187 total
Aug 12 - Aug 13
includes taxes & fees
8.6/10 Excellent! (732 reviews)
"Breakfast was great and parking felt safe"

Reviewed on Jul 6, 2026

Park Inn by Radisson Maryville
Cobblestone Inn & Suites - Maryville

Cobblestone Inn & Suites - Maryville

3 out of 5
2 Fall Drive Maryville MO
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Jul 26 to Jul 27
CA $142
CA $162 total
Jul 26 - Jul 27
includes taxes & fees
9.4/10 Exceptional! (467 reviews)
"It was absolutely beautiful property was there for a wedding would recommend it to others!! Was nice that the hotel was right there!! ♥️ The only thing I would change was maybe change the height of the beds we had to ask for a foot stool to use to get in them."

Reviewed on Jun 19, 2026

Cobblestone Inn & Suites - Maryville
See all 39 properties in Pickering
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
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Frequently asked questions

How much does a Pickering vacation package cost?
Offering great value package deals from CA $988 on Expedia, you'll be surprised at how little a vacation to Pickering costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Pickering?
You can generally find lower rates and better availability in January, February and November. Explore our cheap Pickering vacation packages and you could get some excellent off-season deals.
How many days is enough for Pickering?
Generally, a handful of days is enough to tick off the main sights during your Pickering vacation. But if you want to have more time to rest or go on day tours, think about extending your trip.
How to find the best Pickering package deals?
Landing a cheap Pickering package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Pickering package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Pickering vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Pickering vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Pickering?
Enjoy incredible discounts by booking 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 Pickering vacation.
How to plan a trip to Pickering?

  1. Choose when to travel: Check your calendar and pack your bags. Your favourite time of year and the activities on offer will also help you decide when to vacation in Pickering.
  2. Set your budget: Factor in costs like flights, transportation and food when working out how much to save for your trip to Pickering. Then, pick a hotel that suits your budget, whether that's an economical option or a deluxe getaway.
  3. Decide how long to go for: Now that you know more about Pickering, you can work out the right length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Pickering vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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