Highlands Vacation Packages

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

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Top Holiday Package Deals in Highlands

Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was CA $913, price is now CA $750 per person
CA $750
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Louisville (SDF)
8.6/10 Excellent! (1,009 reviews)
The lady at the desk was very helpful and kind. I saw her at check in at 8pm and again at check out the following morning. She is very good at interacting with people in a very positive manner.

Reviewed on Apr 4, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was CA $1,773, price is now CA $1,385 per person
CA $1,385
per person
May 20 - May 24
found 1 day ago
Roundtrip flight included
London (YXU) to Louisville (SDF)
8.8/10 Excellent! (1,003 reviews)
The parking was too high $40 per night was on the side I feel.

Reviewed on Mar 27, 2026

Caesars Southern Indiana - A Caesars Rewards Destination

Caesars Southern Indiana - A Caesars Rewards Destination

3.5 out of 5
Price was CA $994, price is now CA $798 per person
CA $798
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Louisville (SDF)
8.2/10 Very Good! (1,008 reviews)
Room was clean. Bathroom was ok. Casino and Gordon’s were grea

Reviewed on Apr 4, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was CA $1,132, price is now CA $913 per person
CA $913
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Louisville (SDF)
9/10 Wonderful! (1,000 reviews)
Nice, clean and convenient

Reviewed on Mar 29, 2026

5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

3 out of 5
Price was CA $2,288, price is now CA $1,872 per person
CA $1,872
per person
May 20 - May 24
found 1 day ago
Roundtrip flight included
London (YXU) to Louisville (SDF)
No reviews

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

The Myriad Hotel Louisville, Tapestry Collection by Hilton

The Myriad Hotel Louisville, Tapestry Collection by Hilton

3.5 out of 5
900 Baxter Ave Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Apr 12 to Apr 13
CA $207
CA $243 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (249 reviews)
Remodeled hotel with lots of character.

Reviewed on Mar 31, 2026

The Myriad Hotel Louisville, Tapestry Collection by Hilton
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 $211 per night from Apr 19 to Apr 20
CA $211
CA $248 total
Apr 19 - Apr 20
includes taxes & fees
9/10 Wonderful! (4,140 reviews)
Large suite extremely large with couch and table. Very clean and quiet

Reviewed on Apr 8, 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 $130 per night from Apr 13 to Apr 14
CA $130
CA $152 total
Apr 13 - Apr 14
includes taxes & fees
8.8/10 Excellent! (1,287 reviews)
Pet friendly although grass was a bit of a challenge. Nice room and staff. Great gym

Reviewed on Apr 8, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
See all 2,176 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 $750. 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

Kentucky Exposition Center

Kentucky Exposition Center

4.5/5(14 reviews)

During your trip, find out what's happening at Kentucky Exposition Center, a top convention center in Louisville. Experience the area's great live music and lively festivals.

Kentucky Exposition Center
Churchill Downs

Churchill Downs

4.5/5(22 reviews)

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

4.5/5(4 reviews)

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

Louisville: NuLu District Food and History Tour

Louisville: 3-Hour Food and History Tour of NuLu District

CA $177
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Lace, Lunacy, and Loss: Louisville Ghost Tours

Lace, Lunacy, and Loss: Louisville Ghost Tours

CA $55
per adult
Lace, Lunacy, and Loss: Louisville Ghost Tours
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

CA $13
per adult
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
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.