Maitland Vacations from $488

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The Latest Maitland vacation packages

Price found within the past 48 hours. Click for updated prices.
Ameristar Casino Hotel Kansas City

Ameristar Casino Hotel Kansas City

4 out of 5
Birmingham Bottoms
Price was $702, price is now $488 per person
$488
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Kansas City (MCI)
8.6/10 Excellent! (1,005 reviews)
Spotless room, helpful staff, excellent amenities, comfortable bed!

Reviewed on Feb 20, 2026

Crossroads Hotel

Crossroads Hotel

4 out of 5
Crossroads Arts District
Price was $1,019, price is now $766 per person
$766
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Kansas City (MCI)
9.6/10 Exceptional! (1,000 reviews)
Kelly was awesome at check-in!!! The room was great and the atmosphere was amazing! We would definitely stay again!!

Reviewed on Feb 23, 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 $803, price is now $613 per person
$613
per person
Apr 10 - Apr 13
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kansas City (MCI)
8.6/10 Excellent! (1,003 reviews)
Calm and clean place. The paranormal tour was great. Would come again.

Reviewed on Feb 22, 2026

Margaritaville Hotel Kansas City

Margaritaville Hotel Kansas City

3.5 out of 5
I-435 West
Price was $768, price is now $587 per person
$587
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Kansas City (MCI)
9.4/10 Exceptional! (230 reviews)
It was great! The staff were so kind. The only downside is there were lots of kids running around and constantly knocking on our door and running away since it was the first door in the hallway . Also, I was really surprised that this resort didn’t have a hot tub. That definitely would’ve amplified the experience. I would change some of the hours to an adult swim time after 10 so adults could have some relaxation time as well.

Reviewed on Feb 22, 2026

The Inn at Meadowbrook

The Inn at Meadowbrook

4 out of 5
Price was $727, price is now $561 per person
$561
per person
May 15 - May 17
found 8 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kansas City (MCI)
9.8/10 Exceptional! (398 reviews)
The robe was amazing. Great full size shampoo & conditioner. Nice tissues. Strongly suggest to get a room overlooking the water as the rooms by the front desk are very loud and you can hear everything.

Reviewed on Feb 15, 2026

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Maitland 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
$63 nightly
The price is $72 total per night from Feb 26 to Feb 27
$72 total
Feb 26 - Feb 27
Total with taxes and fees
8.2/10 Very Good! (808 reviews)
The staff was great. The room was MOSTLY clean. They were clearly battling an ant problem with ant traps all over the place but there were tons of dead ants on the bathroom floor. It looked as though they had someone in to spray and then forgot to clean it again before I got there. There was water ...

Reviewed on Feb 22, 2026

Americas Best Value Inn & Suites 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
$105 nightly
The price is $120 total per night from Feb 24 to Feb 25
$120 total
Feb 24 - Feb 25
Total with taxes and fees
9.4/10 Exceptional! (425 reviews)
Overall excellent comfort, food, service

Reviewed on Feb 23, 2026

Cobblestone Inn & Suites - Maryville
Holiday Inn Express & Suites Maryville by IHG

Holiday Inn Express & Suites Maryville by IHG

2.5 out of 5
2929 S Main St Maryville MO
$91 nightly
The price is $104 total per night from Mar 15 to Mar 16
$104 total
Mar 15 - Mar 16
Total with taxes and fees
Holiday Inn Express & Suites Maryville by IHG
See all 49 properties in Maitland
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.

Find the Best Maitland Vacation Packages

Maitland Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Maitland vacation package cost?
You can pick up a vacation package to this popular destination from $488 on Expedia. But how much your vacation to Maitland costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Maitland?
December, January and February are the best times to look for cheap Maitland vacation packages. Choosing to travel in less busy months means you can typically find reduced prices on flights and hotels.
How many days is enough for Maitland?
With a well-organized itinerary, you can easily tick off the most popular Maitland attractions in a handful of days. But if you'd like to discover hidden spots or take day trips, consider booking your Maitland vacation for longer.
How to find the best Maitland package deals?
Landing a cheap Maitland package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Maitland package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Maitland vacation as a package?
You can enjoy significant savings on your Maitland escape by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Maitland?
Land amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Maitland trip.
Does Expedia offer Book Now, Pay Later Maitland vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Maitland break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.