Highlands Vacation Packages
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Top Holiday Package Deals in Highlands
Price found within the past 48 hours. Click for updated prices.
Moxy Louisville Downtown
Downtown Louisville
CA $1,451
per person
Sep 18 - Sep 21
found 10 hours ago
Roundtrip flight included
Cranbrook (YXC) to Louisville (SDF)
9.2/10 Wonderful! (807 reviews)
Small room, but clean with everything you needed, bed, shower, sink, and toilet. Tacos and burritos right down in the lobby with a full bar. Free ice water and coffee and pop and gatorade available for purchase. Location is second to none, right in the middle of all the action. 8 blocks to NULU and 8 blocks the other way gets you to the slugger museum with live music, bars, distilleries, restaurants, and everything else in between.
Reviewed on Aug 10, 2026
Where to stay in Highlands
Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands
Downtown Louisville
4 out of top 10 points of interest in this area
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.
Fairgrounds
1 out of top 10 points of interest in this area
While visiting Fairgrounds, you might make a stop by sights like Freedom Hall and Kentucky Kingdom.
St. Matthews
Major shopping destination with the fifth-largest mall in Kentucky, Mall St. Matthews, and smaller centers along Shelbyville Road. Don't miss the historic St. Matthew's Episcopal Church and Holy Trinity.
Jeffersontown
Jeffersontown is known for its abundant dining options, and you can plan a trip to Jeffersontown Commons Shopping Center and Bluegrass Indoor Karting while you're in town.
Phoenix Hill
While Phoenix Hill isn't home to many top sights, Nulu Market Place and Louisville Slugger Field are some notable places to visit nearby.
Highlands Hotel Deals
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
CA $199
CA $235 total
Aug 22 - Aug 23
includes taxes & fees
9/10 Wonderful! (4,262 reviews)
"A"
Reviewed on Aug 11, 2026
Omni Louisville Hotel
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
CA $222
CA $261 total
Aug 16 - Aug 17
includes taxes & fees
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
CA $153
CA $180 total
Aug 12 - Aug 13
includes taxes & fees
9.4/10 Exceptional! (2,420 reviews)
"The rooms are very spacious and clean!"
Reviewed on Aug 10, 2026
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.
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 $1,451. 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.
Things to do
Louisville: 3-Hour Food and History Tour of NuLu District
CA $181
per adult
94% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
CA $28
per adult
92% of travellers recommend
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
CA $14
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.