Pickering Vacations from $445

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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.

The Latest Pickering vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Speedway - Kansas City

Comfort Suites Speedway - Kansas City

2.5 out of 5
I-435 West
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kansas City (MCI)
8.4/10 Very Good! (1,002 reviews)
We stayed overnight for a concert we were attending. We needed to bring our dog with us. They accommodated us with our pet, put us in a convenient downstairs room that was clean, spacious, smelled great and was well furnished with extra chairs, sofa and coffee table. The complimentary breakfast was great with biscuits, eggs and sausage gravy along with the usual breakfast finds. Very good options. Would highly recommend and will use again when we are that way.

Reviewed on Aug 11, 2025

Southmoreland on the Plaza an Urban Inn

Southmoreland on the Plaza an Urban Inn

3.5 out of 5
Midtown - Westport
per person
Oct 31 - Nov 3
found 16 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Kansas City (MCI)
9.4/10 Exceptional! (383 reviews)
Amazing location and awesome overall property!

Reviewed on Aug 8, 2025

Crossroads Hotel

Crossroads Hotel

4 out of 5
Crossroads Arts District
per person
Sep 20 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kansas City (MCI)
9.6/10 Exceptional! (1,007 reviews)
Love the design. Industrial, clean, elevated. Amazing shower.

Reviewed on Aug 11, 2025

Ameristar Casino Hotel Kansas City

Ameristar Casino Hotel Kansas City

4 out of 5
Birmingham Bottoms
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kansas City (MCI)
8.6/10 Excellent! (1,009 reviews)
I like the property but when we checked in he moved us to a higher floor and stated we would have a great view but it was the backside of the property and we had an issue with the vending machine and no one could help we were fortunate that the vendor was there. But a lot of ppl lost money in the machine there should be better way to compensate if we lose our money

Reviewed on Aug 8, 2025

Springhill Suites By Marriott Overland Park

Springhill Suites By Marriott Overland Park

2.5 out of 5
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Kansas City (MCI)
8.4/10 Very Good! (849 reviews)
Close to our friends house!

Reviewed on Aug 3, 2025

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Pickering Hotel Deals

Bearcat Inn and Suites

Bearcat Inn and Suites

3 out of 5
2817 SOUTH MAIN STREET, Maryville, MO
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $128 total per night from Aug 13 to Aug 14
$128 total
Aug 13 - Aug 14
Total includes taxes and fees
8.4/10 Very Good! (632 reviews)
"Close to the university and food"

Reviewed on Aug 3, 2025

Bearcat Inn and Suites
Cobblestone Inn & Suites - Clarinda

Cobblestone Inn & Suites - Clarinda

3 out of 5
105 Essie Davison Drive, Clarinda, IA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Aug 15 to Aug 16
$110 total
Aug 15 - Aug 16
Total includes taxes and fees
9.2/10 Wonderful! (293 reviews)
"Walking distance to amenities"

Reviewed on Jul 23, 2025

Cobblestone Inn & Suites - Clarinda
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
$102 nightly
The price is $116 total per night from Aug 18 to Aug 19
$116 total
Aug 18 - Aug 19
Total includes taxes and fees
8.2/10 Very Good! (768 reviews)
"Easy check in, friendly staff, clean room and very quiet"

Reviewed on Aug 3, 2025

Americas Best Value Inn & Suites Maryville
See all 33 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.

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Frequently asked questions

How much does a Pickering vacation package cost?
You'll find cheap prices from $445 on Expedia for your Pickering getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Pickering costs.
What are the cheapest months to go to Pickering?
If you're hoping to snag a cheap Pickering vacation package, consider planning a trip in September, November and December. You'll generally find lower prices on accommodations and flights during these months — ideal for a budget-friendly break.
How many days is enough for Pickering?
With a well-planned schedule, you can easily tick off the main Pickering attractions in a handful of days. But if you prefer to venture off the beaten track or go on day trips, think about booking your Pickering vacation for longer.
How to find the best Pickering package deals?
Use Expedia's handy filters to help you find some fabulous Pickering package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Pickering package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Pickering vacation as a package?
You can enjoy significant savings on your Pickering escape by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pickering?
If you've got your Pickering vacation dates confirmed, book early to score some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Pickering vacation packages?
Jet off on your perfect trip to Pickering with our Book Now, Pay Later vacations. No need to save up or wait for your next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snap up travel deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.