Highlands Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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

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Top Holiday Package Deals in Highlands

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Louisville Mall of St. Matthews

Hilton Garden Inn Louisville Mall of St. Matthews

3 out of 5
St. Matthews
Price was CA $1,368, price is now CA $1,168 per person
CA $1,168
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
9.4/10 Exceptional! (835 reviews)
Room was spotless, amenities was up to date, and the location was perfect....... Will be booking here again!

Reviewed on Feb 1, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was CA $1,842, price is now CA $1,439 per person
CA $1,439
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
9/10 Wonderful! (1,003 reviews)
Room was spotless. Staff was top notch. Amenities as expected but I did expect a microwave in the room. There wasn't one. 9/10 experience. Will definitely book again!

Reviewed on Jan 16, 2026

Best Western Premier Airport/Expo Center Hotel

Best Western Premier Airport/Expo Center Hotel

3.5 out of 5
Shively
Price was CA $1,782, price is now CA $1,458 per person
CA $1,458
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
8.6/10 Excellent! (959 reviews)
The room was clean and staff were very friendly and helpful, but i do wish the restaurant and bar were open in the evenings.

Reviewed on Jan 5, 2026

Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was CA $1,613, price is now CA $1,352 per person
CA $1,352
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
9.2/10 Wonderful! (685 reviews)
First time trying a moxy, will be staying with moxy hotels from now on

Reviewed on Jan 18, 2026

Homewood Suites by Hilton Louisville Downtown, KY

Homewood Suites by Hilton Louisville Downtown, KY

3 out of 5
Downtown Louisville
Price was CA $1,559, price is now CA $1,321 per person
CA $1,321
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Louisville (SDF)
9.2/10 Wonderful! (1,004 reviews)
Great staffs. Clean rooms, and nice breakfast.

Reviewed on Feb 4, 2026

Where to stay in Highlands

Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands
Landscape of Louisville

Downtown Louisville

3 out of top 10 points of interest in this area
4/5(37 area reviews)

Explore "Museum Row" in the West Main District, catch a game at Louisville Slugger Field, or stroll across the pedestrian-only Big Four Bridge. Enjoy diverse attractions, restaurants, and the Louie Link skywalk.

Find hotels in Downtown Louisville

Highlands Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Mar 1 to Mar 2
CA $207
CA $244 total
Mar 1 - Mar 2
includes taxes & fees
8.8/10 Excellent! (4,031 reviews)
plenty of room in suite, bath room, good lighting and seating. Nice to have multiple restaurants on site. Would stay again

Reviewed on Feb 1, 2026

Galt House Hotel Trademark Collection by Wyndham
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Feb 16 to Feb 17
CA $148
CA $174 total
Feb 16 - Feb 17
includes taxes & fees
8.8/10 Excellent! (1,139 reviews)
Customer service was amazing and the room was amazingly spotless. I felt at home in a quiet environment.

Reviewed on Feb 2, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $283 per night from Feb 19 to Feb 20
CA $283
CA $333 total
Feb 19 - Feb 20
includes taxes & fees
9.2/10 Wonderful! (1,777 reviews)
All good

Reviewed on Feb 5, 2026

Omni Louisville Hotel
See all 2,092 properties in Highlands
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
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Frequently asked questions

How much does a Highlands vacation package cost?
Cross off another part of the world with our Highlands vacation packages, which start from a low CA $1,168. Select the flights and hotels that suit your style. Then, add on one or two experiences or tours to cap off your unique getaway.
How do I get a cheap travel package to Highlands?
It's as simple as bundling. Hotels, flights and rental cars — combine whatever you need into a Highlands vacation package to save tons of cash. Score even more bargains when you include extras such as day tours to your booking. But that's not the only good part. You have the freedom to customize your vacation your way. We offer more than 550 partner airlines and 1,000,000 hotel options worldwide, so that everyone has a chance to travel and fulfill those vacation dreams.
How far in advance should I book my Highlands vacation?
It all depends on the air carrier, but it's usually possible to look up international airfares on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky travelers will occasionally nab a cheaper ticket just weeks before the date of departure.
What does an Expedia Highlands travel package include?
It depends on what kind of trip you have in the works. Highlands vacation deals can include hotels, car rentals and flights. You can mix and match to create the package that suits your budget and style. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Highlands travel package?
You can save a tidy sum by combining your hotels, flights and rental cars. Once you've created your package, you can add on things like sightseeing tours or experiences. Your next unforgettable vacation is only a few clicks away.
Can I choose my airline with a Highlands Expedia vacation package?
Yes, you sure can. We offer more than 550 partner airlines all over the world, so choose the carrier that matches your travel preferences.
If I'm not able to travel, can I cancel my Highlands vacation package?
It's good to know that you can cancel your Highlands booking if your travel plans have changed. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in Highlands

Ky Derby festival balloon glow.

Kentucky Exposition Center

Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's lively festivals and acclaimed art scene.

Kentucky Exposition Center
Churchill Downs showing land animals and horse riding as well as a small group of people

Churchill Downs

Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.

Churchill Downs
Panorama Ohio River waterway riverboats and bridges leading to heart of downtown Louisville KY

KFC Yum Center

Catch an event at KFC Yum Center during your trip to Louisville. Stroll along the riverfront or attend a sporting event in the area.

KFC Yum Center

Things to do

Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

CA $14
per adult
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
Smartphone-Guided Walking Tour of Downtown Louisville Sights & Stories

Smartphone-Guided Walking Tour of Downtown Louisville Sights & Stories

CA $21
per traveller
Smartphone-Guided Walking Tour of Downtown Louisville Sights & Stories
Derby City Ghosts: Louisville Hauntings Tour

Lace, Lunacy, and Loss: Louisville Ghost Tours

CA $44
per adult
Lace, Lunacy, and Loss: Louisville Ghost Tours
See all activities in Louisville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.