Highland Park Vacation Packages
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Top Holiday Package Deals in Highland Park
Price found within the past 48 hours. Click for updated prices.
The Grady
Downtown Louisville
CA $1,588
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Louisville (SDF)
9.4/10 Exceptional! (1,011 reviews)
Beautiful hotel. Very clean with friendly staff and within walking distance to tons of bars and restaurants
Reviewed on Oct 4, 2026
Hotel Distil, Autograph Collection
Downtown Louisville
CA $1,808
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Louisville (SDF)
9.6/10 Exceptional! (507 reviews)
Everything was great during our visit. The only tarnish was breakfast service was slow. But great location and wonderful hotel.
Reviewed on Oct 4, 2026
Where to stay in Highland Park
Find the best Highland Park areas and neighborhoods for the activities you enjoy most. Learn more about Highland Park
Downtown Louisville
3 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.
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.
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.
Old Louisville
Boasting Victorian architecture and the highest concentration of stained glass windows in residential homes, Old Louisville offers a walkable neighborhood with pedestrian-only streets, diverse dining options, and attractions like Central Park and the Conrad-Caldwell House.
Highland Park Hotel Deals
Fairfield Inn & Suites by Marriott Louisville Airport
653 Phillips Lane Louisville KY
Fully refundableReserve now, pay when you stay
CA $132
CA $155 total
Oct 11 - Oct 12
includes taxes & fees
Studio 6 Suites Louisville, KY – Airport/Expo Center
571 Phillips Ln Louisville KY
Fully refundableReserve now, pay when you stay
CA $84
CA $99 total
Oct 25 - Oct 26
includes taxes & fees
7.6/10 Good! (744 reviews)
"The rooms are always clean they have plenty of staff there they are so friendly so kind pet friendly it's quiet never no issues I really really like it safe a lot of places to eat a lot of close places to go to do things price is great and just overall a really good place"
Reviewed on Oct 6, 2026
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
CA $206
CA $243 total
Oct 25 - Oct 26
includes taxes & fees
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 Highland Park vacation package cost?
From as low as CA $1,414, you can custom build your Highland Park package the way you want. Simply combine hotels, flights and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Highland Park?
Browse and book everything in one place with our Highland Park vacation packages. You'll discover bargains on flights, hotels and more that'll keep your travel budget happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the world to select from, there are endless opportunities to mix and match all you want.
Where should I stay in Highland Park?
Most people who travel to Highland Park include Churchill Downs and Muhammad Ali Center on their itineraries. Why not book a hotel right near these main attractions?
What are the top hotels in Highland Park?
When it comes to comfortable places to stay in Highland Park, you can't go past Studio 6 Suites Louisville, KY – Airport/Expo Center. Have a look at our offers and score a bargain.
How far in advance should I book my Highland Park vacation?
To score rock-bottom prices, book as early as you can. Air carriers generally release tickets, along with some of the lowest fares, up to 12 months ahead of time. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you're in need of a last-minute getaway to Highland Park, there are always lots of great bargains to be had on Expedia. Book something in today!
What does an Expedia Highland Park travel package include?
That depends on what type of escape you're contemplating. Highland Park travel deals can include car rentals, flights and hotels. You can mix and match to create the bundle that works for you! You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a Highland Park travel package?
An Expedia travel package can be tailored to your budget and is a simple way to stretch your dollars further. How much you include is totally up to you. Rental cars, hotels and flights — decide on a combination that suits your plans.
Can I choose my airline with a Highland Park Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the freedom to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Highland Park vacation package?
Yes, it's possible to cancel your Highland Park booking if your travel plans have changed. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.
Stay near popular Highland Park attractions
Kentucky Kingdom
8.4/10 (557 reviews)
Enjoy a fun-filled day at Kentucky Kingdom during your trip to Louisville. Experience the area's lively festivals and great live music.
Things to do
Louisville: 3-Hour Food and History Tour of NuLu District
CA $180
per adult
94% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
CA $28
per adult
94% 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.