Oakwood 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 Oakwood Vacation

The hassle-free way to experience this unique city is with a custom-made Oakwood vacation package. Stay in the neighborhood of Crossroads Arts District, which is good for cafes, bars and pubs and gift and craft shops or go someplace else — our packages are all about you. Make your trip to Oakwood even more enjoyable by including some sightseeing. Worlds of Fun, Harrahs Casino and Zona Rosa Shopping Mall are among the top attractions worth exploring. Your ideal Oakwood vacation is a couple of clicks away. Search flights, hotels and more on Expedia for a getaway that's tailored to suit your travel style.

Top Holiday Package Deals in Oakwood

Price found within the past 48 hours. Click for updated prices.
Highland Inn Peculiar

Highland Inn Peculiar

2 out of 5
Price was CA $1,321, price is now CA $860 per person
CA $860
per person
Jul 2 - Jul 5
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Kansas City (MCI)
7/10 Good! (227 reviews)
The room was acceptable, could have been cleaner but comfortable bed and at a good price. Friendly staff. The continental breakfast consisted of coffee and pre-packaged rolls and snack cakes--no milk, no juice, no cereal, no fruit--definitely a cut below the breakfasts offered at other places. They did offer a 20% discount at a nearby restaurant where you could go buy breakfast, but part of the adverstized draw was an included breakfast.

Reviewed on Mar 26, 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 $1,693, price is now CA $1,313 per person
CA $1,313
per person
Jul 2 - Jul 5
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Kansas City (MCI)
8.8/10 Excellent! (1,004 reviews)
We had such a good time! For those with an interest in the paranormal, Jay was amazing on his tour! There’s so much rich history within the walls of this place. We can’t wait to go back!

Reviewed on Apr 15, 2026

Margaritaville Hotel Kansas City

Margaritaville Hotel Kansas City

4 out of 5
I-435 West
Price was CA $1,882, price is now CA $1,480 per person
CA $1,480
per person
Jul 2 - Jul 5
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Kansas City (MCI)
9.4/10 Exceptional! (577 reviews)
Nice room, the only drawback was no closer to hang anything up

Reviewed on Apr 21, 2026

KC Inn

KC Inn

2.5 out of 5
Price was CA $1,487, price is now CA $1,200 per person
CA $1,200
per person
Jul 2 - Jul 5
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Kansas City (MCI)
7.8/10 Good! (550 reviews)
Wonderful stay. Super clean environment and good Staff.

Reviewed on Apr 26, 2026

Fairfield Inn Kansas City Downtown/Union Hill by Marriott

Fairfield Inn Kansas City Downtown/Union Hill by Marriott

3 out of 5
Union Hill
Price was CA $2,693, price is now CA $2,200 per person
CA $2,200
per person
Jul 2 - Jul 5
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Kansas City (MCI)
8.6/10 Excellent! (1,002 reviews)
We booked a king room, but were given a double queen. We were not told about the change in our room until we arrived at our actual hotel room. When we called down to ask about it, the clerk lied and said he'd told us at the desk that they'd changed our reservation. He also said he'd told us that the room was handicap-accessible (which wasn't a problem, but he never actually told us about it). My husband went back down to talk to the clerk, who tried to tell my husband he didn't hear the conversation between the clerk and myself because he was outside - which was another lie. My husband was standing right beside me the entire check-in and didn't go out to the car until the clerk gave us our parking pass and we were done at the desk. We were not offered a discount, refund, or anything to compensate us for not getting the room we booked. Overall, I'm very disappointed in our booking.

Reviewed on Apr 20, 2026

Where to stay in Oakwood

Find the best Oakwood areas and neighborhoods for the activities you enjoy most. Learn more about Oakwood
Downtown Kansas City

Downtown Kansas City

2 out of top 10 points of interest in this area
4.5/5(20 area reviews)

Immerse yourself in rich arts culture, marvel at numerous fountains, and indulge in upscale shopping and local cuisine. Explore the Power and Light District, Crossroads Arts District, and River Market, while enjoying easy access to public transportation.

Find hotels in Downtown Kansas City

Oakwood Hotel Deals

Loews Kansas City Hotel

Loews Kansas City Hotel

4 out of 5
1515 Wyandotte Street Kansas City MO
Fully refundableReserve now, pay when you stay
The price is CA $271 per night from May 25 to May 26
CA $271
CA $326 total
May 25 - May 26
includes taxes & fees
9.8/10 Exceptional! (1,975 reviews)
Food selection in hotel was delicious. Bar had a good vibe. Staff was very friendly. Room was so cozy and had the best view of downtown.

Reviewed on Apr 28, 2026

Loews Kansas City Hotel
Sonesta Select Kansas City South Overland Park

Sonesta Select Kansas City South Overland Park

3 out of 5
500 E 105th St Kansas City MO
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from May 12 to May 13
CA $127
CA $152 total
May 12 - May 13
includes taxes & fees
8.2/10 Very Good! (1,147 reviews)
when I checked in I was told complemetary breakfast in the morning. Went down and they said it was 12$ for breakfast. The price was not the problem. It was being told free then charged.

Reviewed on Apr 27, 2026

Sonesta Select Kansas City South Overland Park
Kansas City Marriott Downtown

Kansas City Marriott Downtown

4 out of 5
200 W 12th Street Kansas City MO
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from May 10 to May 11
CA $217
CA $261 total
May 10 - May 11
includes taxes & fees
Kansas City Marriott Downtown
See all 1,768 properties in Oakwood
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

Frequently asked questions

How much does an Oakwood vacation package cost?
Cross off another part of the world with our Oakwood vacation packages, which start from just CA $860. Select the flights and hotels that match your travel style. Then, add on a few enriching experiences for an unforgettable adventure.
How do I get a cheap travel package to Oakwood?
Crafting your own Oakwood vacation package with Expedia is the easiest way to save. We offer access to over 550 airlines and 1,000,000 hotel options around the world. With such a broad range to pick from, you'll have no trouble putting together your ideal getaway.
Where should I stay in Oakwood?
Make sightseeing easier by staying someplace near Oakwood's main attractions. Arrowhead Stadium and Worlds of Fun are two traveler favorites.
How far in advance should I book my Oakwood vacation?
While prices fluctuate, we generally suggest booking your vacation as early as possible. Many international airfares are available on Expedia up to 12 months in advance. If you're booking late, you might still be in luck. Cheaper tickets to Oakwood sometimes emerge just weeks before departure.
What does an Expedia Oakwood travel package include?
It depends on what type of escape you're thinking about. Oakwood vacation deals can include hotels, car rentals and flights. You can mix and match to create the travel package that fits your needs. You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking an Oakwood travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and land great discounts. You're not restricted to hotels, though. Book with us and choose from beachfront villas, chalets in the middle of mountains and even ranches and treehouses!
Can I choose my airline with an Oakwood Expedia vacation package?
Yes, you're in charge. We offer more than 550 airlines globally, so you can design your Oakwood trip according to your budget and style.
If I'm not able to travel, can I cancel my Oakwood vacation package?
We totally get that life can throw you the odd curveball. If you've locked in an Oakwood vacation package and have to amend or cancel it, we're here to help. It's always worth visiting our Customer Service Portal first for information. But generally, if you've booked your package within 24 hours, you may be able to cancel or amend your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Oakwood

Arrowhead Stadium, home of the Kansas City Chiefs , Kansas City, MO

GEHA Field at Arrowhead Stadium

5/5(25 reviews)

Catch an event at GEHA Field at Arrowhead Stadium during your trip to Kansas City. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.

GEHA Field at Arrowhead Stadium
Worlds of Fun

Worlds of Fun

4/5(2 reviews)

Ride roller coasters, get wet on the water slides and explore the world in a day at this family amusement park.

Worlds of Fun
Kauffman Stadium

Kauffman Stadium

4.5/5(10 reviews)

Catch an event at Kauffman Stadium during your trip to Kansas City. Experience the acclaimed theater scene and entertainment choices in this family-friendly area.

Kauffman Stadium

Things to do

LEGOLAND® Discovery Center Kansas City

LEGOLAND® Discovery Center Kansas City

CA $33
per adult
LEGOLAND® Discovery Center Kansas City
Be Bop and Beyond 18th and Vine Live Jazz and Walking Tour

Be Bop and Beyond 18th and Vine Live Jazz and Walking Tour

CA $48
per adult
Be Bop and Beyond 18th and Vine Live Jazz and Walking Tour
See all activities in Kansas City
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.