Oakwood Holidays

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Your Oakwood Holiday

Lock in an Oakwood holiday package that has everything you need and nothing you don't. Great for cafes, bars and pubs and gift and craft shops, consider staying in the neighbourhood of Crossroads Arts District. If a sightseeing tour is on the agenda during your trip to Oakwood, look around major attractions like Worlds of Fun, Harrahs Casino and Ameristar Casino Kansas City. Stop daydreaming and start adventuring. Check out the broad range of options on Expedia today and finally put your Oakwood holiday plans into motion!

Our guide on where to stay in Oakwood

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

A cityscape with a prominent historic building featuring arched entrances and a large central dome, surrounded by modern skyscrapers and a well-maintained park with a fountain.

Downtown Kansas City

2 out of top 10 points of interest in this area

Entrepreneurial spirit, gentrification and originality combine to create a district full of architectural treasures, boutiques, live music venues and theaters.

A street lined with trees and parked cars in front of a building with a sign that reads "TIVOL".

Country Club Plaza

Shop, dine or sip coffee at an outdoor table in this beautiful Spanish-style shopping area, which is scattered with picturesque statues and fountains.

A cityscape with a prominent building complex, highways, and a sunset.

South Kansas City

1 out of top 10 points of interest in this area

If you're spending some time in South Kansas City, International House of Prayer and Swope Park are top sights worth seeing.

A cityscape with a prominent historic building with arched windows and a large dome, surrounded by modern skyscrapers and a well-lit intersection.

Power and Light District

The ample dining options and great live music are just a few popular features of the neighbourhood. Make a stop by The Midland or T-Mobile Center while you're visiting, and jump aboard the metro at Power and Light Tram Stop to get around town.

An auditorium with tiered seating and a stage.

Crossroads Arts District

Crossroads Arts District is a destination travellers like for its restaurants, and you might hop aboard the metro at Crossroads Tram Stop or Kauffman Center Tram Stop to explore sights like Kauffman Center for the Performing Arts.

Our pick of the best Oakwood Hotel Deals

Orangewood Inn & Suites Kansas City Airport

11828 NW Plaza Circle Kansas City MO

Fully refundableReserve now, pay when you stay

AU$158

22 Sept - 23 Sept

includes taxes & fees

9.2/10 Wonderful! (3,123 reviews)

"Clean room and good breakfast"

Reviewed on 14 Sept 2026

InterContinental Kansas City at The Plaza by IHG

401 Ward Pkwy Kansas City MO

Fully refundable

AU$266

27 Sept - 28 Sept

includes taxes & fees

8.4/10 Very good! (1,136 reviews)

"Wonderful stay, great staff, beautiful and clean property. I just wish they would add some more front desk staff."

Reviewed on 14 Sept 2026

Loews Kansas City Hotel

1515 Wyandotte Street Kansas City MO

Fully refundableReserve now, pay when you stay

AU$368

18 Sept - 19 Sept

includes taxes & fees

9.8/10 Exceptional! (2,079 reviews)

"We have come to always choose a Loews property when traveling. The Loews in Kansas City continues the tradition of an outstanding, convenient property that is safe and has the best amenity of all - outstanding service. Each employee responded with a “thank you” or “you’re welcome” each and every ..."

Reviewed on 14 Sept 2026

See all 1,936 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.

Frequently asked questions

How much does an Oakwood holiday package cost?

Cross off another part of the world with our Oakwood holiday packages, which start from just . 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 holiday 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 traveller favourites.

How far in advance should I book my Oakwood holiday?

While prices fluctuate, we generally suggest booking your holiday 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 holiday 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 holiday 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 holiday package?

We totally get that life can throw you the odd curveball. If you've locked in an Oakwood holiday 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.

Activities

Kansas City Outlaws and Legends Tour

AU$42

per adult

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

AU$49

per adult

Discover Kansas: a Self-Guided Tour

AU$7

per adult

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.

Oakwood Holidays

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Oakwood Holiday

Our guide on where to stay in Oakwood

Downtown Kansas City

Country Club Plaza

South Kansas City

Power and Light District

Crossroads Arts District

Our pick of the best Oakwood Hotel Deals

Orangewood Inn & Suites Kansas City Airport

InterContinental Kansas City at The Plaza by IHG

Loews Kansas City Hotel

Frequently asked questions

Activities

Kansas City Outlaws and Legends Tour

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

Discover Kansas: a Self-Guided Tour