Highland Vacations from $459

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The Latest Highland vacation packages

Price found within the past 48 hours. Click for updated prices.
Southmoreland on the Plaza an Urban Inn

Southmoreland on the Plaza an Urban Inn

3.5 out of 5
Midtown - Westport
per person
Aug 29 - Aug 31
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Kansas City (MCI)
9.4/10 Exceptional! (371 reviews)
This boutique hotel is wonderful. This is no staff there and you have a keyless entry with just a code. Very quiet and great location to the Art Center and country Club Plaza.

Reviewed on Jun 11, 2025

Ameristar Casino Hotel Kansas City

Ameristar Casino Hotel Kansas City

4 out of 5
Birmingham Bottoms
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Kansas City (MCI)
8.6/10 Excellent! (1,006 reviews)
I loved my stay at ameristar kc. Only issues were they were not able to see my reservstion on gheir end. After 30 minutes trying to figure it out with expedia on the phone, the staff at ameristar decided to comp my room. Ill always be grateful to those employees and how great the room was. No doubt I will be back.when I am in kansas city

Reviewed on Jun 17, 2025

Margaritaville Hotel Kansas City

Margaritaville Hotel Kansas City

3 out of 5
I-435 West
per person
Aug 29 - Aug 31
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Kansas City (MCI)
No reviews
Seville Plaza Hotel, Trademark Collection by Wyndham

Seville Plaza Hotel, Trademark Collection by Wyndham

2.5 out of 5
Midtown - Westport
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Kansas City (MCI)
7/10 Good! (1,001 reviews)
It was quiet, well kept and had what i needed available for my brief stay.

Reviewed on Jun 6, 2025

The Inn at Meadowbrook

The Inn at Meadowbrook

4 out of 5
per person
Aug 29 - Aug 31
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Kansas City (MCI)
9.8/10 Exceptional! (342 reviews)
Beautiful layout, extremely professional and kind staff and the details to make the stay comfortable and meet your different needs was exceptional!

Reviewed on Jun 22, 2025

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Highland Hotel Deals

Peaceful Kansas Cottage w/ Wraparound Deck!
Peaceful Kansas Cottage w/ Wraparound Deck!
Highland
10/10 Exceptional! (21 reviews)
Cozy cottage
"The house and property was great! House was super clean and had everything there that we needed.There was a note along with fresh bread and chocolate chip cookies. We loved the fireplace and the swing on the front pourch."

Reviewed on Apr 13, 2025

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Peaceful Kansas Cottage w/ Wraparound Deck!
Peaceful Kansas Cottage w/ Wraparound Deck!
Peaceful Kansas Cottage w/ Wraparound Deck!
3 out of 5
Highland
AMAZING!!! Wondeful place and an amazing value.
"This was an amazing place. Very well kept and beautiful. Absolutely wonderful to stay there and the communications was 5/5 stars. Such a welcoming owner. Great porch. Very quiet. LOVELY!!!"

Reviewed on Oct 24, 2024

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Peaceful Kansas Cottage w/ Wraparound Deck!
Homey Cottage with Sunroom & Smart TV!
Homey Cottage with Sunroom & Smart TV!
Highland
Lovely stay
"This little house is full of wonderful surprises! This rental has EVERYTHING you need and more! The warm welcome left on the counter was so thoughtful. Everything inside has been immaculately decorated and incredible attention has been given to detail throughout. SUPER clean, and the heated floors ..."

Reviewed on Sep 20, 2023

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Homey Cottage with Sunroom & Smart TV!
See all 90 properties in Highland
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 Highland Vacation Packages

Highland Essential Information

Language
English
Currency
U.S dollars
Population
1,000
Max Temp Winter
35ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a Highland vacation package cost?
You can grab a vacation package to this popular destination from $459 on Expedia. But how much your vacation to Highland costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Highland?
If you're looking to snag a cheap Highland vacation package, consider planning a trip in November, December and January. You'll usually find lower rates on airfares and hotels during these months --- perfect for budget-conscious travelers.
How many days is enough for Highland?
The ideal length of your Highland vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to go to all the leading sights and discover some hidden spots along the way.
How to find the best Highland package deals?
Use Expedia's filters to help you find some fabulous Highland package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Highland package deals in the off-season. Switch up your travel dates and you may score 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 Highland vacation as a package?
An Expedia vacation package could land you great savings when compared to booking stays and flights individually. Better still, you can customize your Highland trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Highland?
If you're considering a spur-of-the-moment Highland adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Highland vacation packages?
Secure your perfect escape to Highland with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until payday --- we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.