Highland Vacation Packages

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Top Highland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Speedway - Kansas City

Comfort Suites Speedway - Kansas City

2.5 out of 5
I-435 West
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Kansas City (MCI)
8.4/10 Very Good! (1,003 reviews)
Great driving distance to the concert we came for and the Legends. Staff was friendly. Our room was clean and I liked the layout

Reviewed on Jun. 29, 2025

Ameristar Casino Hotel Kansas City

Ameristar Casino Hotel Kansas City

4 out of 5
Birmingham Bottoms
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Kansas City (MCI)
8.6/10 Excellent! (1,001 reviews)
The checkout was quick. The property is clean and it is quiet, which I like when I'm staying somewhere.

Reviewed on Jun. 27, 2025

Margaritaville Hotel Kansas City

Margaritaville Hotel Kansas City

3.5 out of 5
I-435 West
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Kansas City (MCI)
No reviews
Southmoreland on the Plaza an Urban Inn

Southmoreland on the Plaza an Urban Inn

3.5 out of 5
Midtown - Westport
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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

Comfort Inn & Suites Kansas City - Northeast

Comfort Inn & Suites Kansas City - Northeast

2.5 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Kansas City (MCI)
7.6/10 Good! (1,011 reviews)
Clean room, great breakfast, customer service is excellent, rates are good

Reviewed on Jun. 26, 2025

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Highland Hotel Deals

Peaceful Kansas Cottage w/ Wraparound Deck!
Peaceful Kansas Cottage w/ Wraparound Deck!
Highland
10/10 Exceptional! (23 reviews)
"What a beautiful location!!!!! Stayed here for a family wedding and loved it. VERY clean and beautifully decorated. The host was so nice and was very easy to work with during the stay. Highly recommend this location."

Reviewed on Jun. 9, 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 91 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.

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Frequently asked questions

How much does a Highland vacation package cost?
You'll find cheap prices from CA $595 on Expedia for your Highland escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Highland costs.
What are the cheapest months to go to Highland?
Travel in the off-peak season and you're likely to score cheap Highland vacation packages. Bear in mind that school vacation periods and major local events can have an impact on prices, so do your research before you go.
How many days is enough for Highland?
Usually, a handful of days is enough to check out the major sights during your Highland vacation. But if you prefer to have some time to unwind or take day trips, consider extending your itinerary.
How to find the best Highland package deals?
Landing a cheap Highland package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Highland package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Highland vacation as a package?
You can enjoy significant savings on your Highland escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. 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 Highland?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Highland trip.
How to plan a trip to Highland?

  1. Choose your dates: What you want to do in Highland and your preferred season can help you decide when to travel.
  2. Set a budget: Consider expenses like transportation, flights and meals when working out how much to set aside for your trip to Highland. Then, choose a hotel that matches your budget, whether that's a wallet-friendly stay or a swankier retreat.
  3. Work out your trip length: Consider how much time you want to spend exploring Highland. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Highland vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.