Highland Vacation Packages

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

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Top Highland Vacation Deals

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 CA $1,067, price is now CA $770 per person
CA $770
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Kansas City (MCI)
8.6/10 Excellent! (1,129 reviews)
Easy check in process. ate at couple of restaurants and the food was good. went to a world cup game at arrowhead stadium. was very easy to grt from hotel to venue with ease

Reviewed on Jul 12, 2026

The Inn at Meadowbrook

The Inn at Meadowbrook

4 out of 5
Price was CA $2,206, price is now CA $1,550 per person
CA $1,550
per person
Aug 18 - Aug 23
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Kansas City (MCI)
9.8/10 Exceptional! (448 reviews)
Everything was just amazing!!

Reviewed on Jun 5, 2026

The Fontaine

The Fontaine

4.5 out of 5
West Plaza
Price was CA $1,745, price is now CA $1,419 per person
CA $1,419
per person
Aug 19 - Aug 23
found 24 hours ago
Roundtrip flight included
Halifax (YHZ) to Kansas City (MCI)
9/10 Wonderful! (1,006 reviews)
Bad attitude, terrible food and service.

Reviewed on Jul 12, 2026

Chateau Avalon Hotel & Spa

Chateau Avalon Hotel & Spa

3.5 out of 5
I-435 West
Price was CA $1,598, price is now CA $1,303 per person
CA $1,303
per person
Aug 18 - Aug 23
found 11 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Kansas City (MCI)
8.2/10 Very good! (1,000 reviews)

Silver Heart Inn and Cottages

Silver Heart Inn and Cottages

3.5 out of 5
Price was CA $1,639, price is now CA $1,347 per person
CA $1,347
per person
Aug 18 - Aug 23
found 11 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Kansas City (MCI)
9.6/10 Exceptional! (121 reviews)
If you enjoy historic homes and the quirks that come with them, this is the place for you. We stayed upstairs in the main house, and it was absolutely charming. Our bathroom was a masterpiece. The bed and linens were super comfortable; the house was well-maintained and well-decorated with charming gardens. The breakfast was delicious including the home-made bread. If I had to do it over, I would have checked more closely and gotten a ground-level room since I don't do well with stairs.

Reviewed on Jun 28, 2026

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Highland Hotel Deals

Peaceful Kansas Cottage w/ Wraparound Deck!

Peaceful Kansas Cottage w/ Wraparound Deck!

Highland KS
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Peaceful Kansas Cottage w/ Wraparound Deck!
Homey Cottage With Sunroom & Smart TV!

Homey Cottage With Sunroom & Smart TV!

3 out of 5
Highland KS
10/10 Exceptional! (5 reviews)
Cute, comfortable, and clean
"Cute, comfortable, and clean. The kitchen has everything you need to prepare meals. Also has an assortment of games and books."

Reviewed on Jul 13, 2025

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Homey Cottage With Sunroom & Smart TV!
Peaceful Kansas Cottage w/ Wraparound Deck!

Peaceful Kansas Cottage w/ Wraparound Deck!

3 out of 5
Highland KS
10/10 Exceptional! (4 reviews)
"It was extremely peaceful t"

Reviewed on May 27, 2026

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Peaceful Kansas Cottage w/ Wraparound Deck!
See all 116 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 $770 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.

Explore a world of travel with Expedia

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