Roeland Park Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Roeland Park

Price found within the past 48 hours. Click for updated prices.
Leavenworth Local Hotel

Leavenworth Local Hotel

2.5 out of 5
Price was CA $1,040, price is now CA $898 per person
CA $898
per person
Jan 28 - Jan 31
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Kansas City (MCI)
8.8/10 Excellent! (450 reviews)
Clean room

Reviewed on Nov 9, 2026

Margaritaville Hotel Kansas City

Margaritaville Hotel Kansas City

4 out of 5
I-435 West
Price was CA $1,112, price is now CA $943 per person
CA $943
per person
Jan 28 - Jan 31
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Kansas City (MCI)
9.2/10 Wonderful! (1,007 reviews)

Hotel Kansas City, in The Unbound Collection by Hyatt

Hotel Kansas City, in The Unbound Collection by Hyatt

4 out of 5
Downtown Kansas City
Price was CA $1,193, price is now CA $1,047 per person
CA $1,047
per person
Jan 28 - Jan 31
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Kansas City (MCI)
9.2/10 Wonderful! (869 reviews)
Large clean room! The breakfast was wonderful

Reviewed on Nov 8, 2026

Crossroads Hotel

Crossroads Hotel

4 out of 5
Crossroads Arts District
Price was CA $1,221, price is now CA $1,101 per person
CA $1,101
per person
Jan 28 - Jan 31
found 3 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Kansas City (MCI)
9.6/10 Exceptional! (1,009 reviews)
Very nice atmosphere, loved everything about it.

Reviewed on Nov 7, 2026

Hotel Westport Kansas City, Tapestry Collection by Hilton

Hotel Westport Kansas City, Tapestry Collection by Hilton

2.5 out of 5
Midtown - Westport
Price was CA $1,899, price is now CA $1,721 per person
CA $1,721
per person
Dec 21 - Dec 27
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Kansas City (MCI)
8.8/10 Excellent! (619 reviews)

Where to stay in Roeland Park

Find the best Roeland Park areas and neighborhoods for the activities you enjoy most. Learn more about Roeland Park
A calm lake at sunrise with birds flying and a misty forest in the background.

Fairway

2 out of top 10 points of interest in this area

Travelers like the historic sites in Fairway, and Shawnee Indian Mission Historical Site is a top attraction you might want to visit.

Find hotels in Fairway

Roeland Park Hotel Deals

Orangewood Inn & Suites Kansas City Airport

Orangewood Inn & Suites Kansas City Airport

3.5 out of 5
11828 NW Plaza Circle Kansas City MO
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Nov 25 to Nov 26
CA $117
CA $151 total
Nov 25 - Nov 26
includes taxes & fees
9.2/10 Wonderful! (3,243 reviews)
"Breakfast was descent, rooms were clean, and the staff was helpful and friendly."

Reviewed on Nov 9, 2026

Orangewood Inn & Suites Kansas City Airport
Margaritaville Hotel Kansas City

Margaritaville Hotel Kansas City

4 out of 5
1491 North 98th Terrace Kansas City KS
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Dec 9 to Dec 10
CA $199
CA $241 total
Dec 9 - Dec 10
includes taxes & fees
Margaritaville Hotel Kansas City
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 $267 per night from Nov 22 to Nov 23
CA $267
CA $321 total
Nov 22 - Nov 23
includes taxes & fees
9.8/10 Exceptional! (2,103 reviews)
"Sheets and comforter felt amazing, the bed was so comfortable. Made for an extra romantic evening with my wife, making our activities even more enjoyable. Will defiantly be back for many repeat performances."

Reviewed on Nov 9, 2026

Loews Kansas City Hotel
See all 2,250 properties in Roeland Park
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 a Roeland Park vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Roeland Park from just CA $898. And the more you bundle, the more money you save. Your dream vacation has never been so affordable.
How do I get a cheap travel package to Roeland Park?
Bundle your bookings with Expedia to save big bucks on your next big adventure. With over 550 air carriers and 1,000,000 hotel options throughout the world, your Roeland Park vacation package can be customized exactly to suit your travel style. With all that extra money, why not add a few fun activities and tours? It's an easy way to unlock even more discounts. The vacation you've always dreamed of in Roeland Park is much closer than you thought!
Where should I stay in Roeland Park?
With loads to explore in Roeland Park, it'd be convenient for you to lock in a hotel near its attractions. KU Medical Center, Westwood Medical Pavilion and Shawnee Indian Mission Historical Site are some popular ones to put on your must-see list.
How far in advance should I book my Roeland Park vacation?
Travelers are normally able to look up international fares on Expedia within 12 months of departure. Booking last minute? With a stroke of luck, it's still possible to score a cheaper ticket just weeks before your flight.
What does an Expedia Roeland Park travel package include?
From hotels and flights to car rentals, Expedia can help you shape a Roeland Park package that fits you. Heading away for a week or longer? Consider a rental car, hotel and flight bundle. If you're taking a short break, an airfare and hotel deal may be more your style. Experiences can also be added after you've booked. Our packages make it a cinch to save and plan.
What should I know before booking a Roeland Park travel package?
Booking all the parts of your getaway together is a smart way to save. Bundle your car rentals, airfares and hotels into a handy little package. But your options don't end at hotels. Expedia features all types of properties, including vacation rentals like beachside villas and spacious residences. The list goes on!
Can I choose my airline with a Roeland Park Expedia vacation package?
You sure can. We have more than 550 airline partners worldwide, so select the carrier that suits your budget and travel needs.
If I'm not able to travel, can I cancel my Roeland Park vacation package?
Because we understand life is full of surprises, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your Roeland Park vacation package in the last 24 hours, you may be able to change or cancel it for no charge. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.