Highlands Vacations from $767

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

Your Highlands Vacation

Make travel planning hassle-free by creating a vacation package to Highlands. We'll handle the finer points, so you can focus on soaking up everything this neighborhood has to offer. Your trip to Highlands wouldn't be complete without a stop at big-name attractions nearby such as Muhammad Ali Center, KFC Yum Center and University of Louisville. Expedia will help put your plans into action. Book your perfect Highlands vacation now.

The Latest Highlands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Caesars Southern Indiana

Caesars Southern Indiana

3.5 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.2/10 Very Good! (1,002 reviews)
I was not informed before booking that the pool was closed, hot tub closed, plastic over room windows. We woke up every day to house keeping slamming doors on the security latch, and construction work, going on every where.

Reviewed on Jul 25, 2025

Baymont by Wyndham Louisville Airport South

Baymont by Wyndham Louisville Airport South

2.5 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 22
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
6.4/10 (1,000 reviews)
Location is good, 10 minutes driving to Kentucky Exposition Center. The facility is old, the breakfast is quite simple (no eggs), and no shampoo in the bathroom.

Reviewed on Jul 14, 2025

The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
Save 100% on your flight
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (1,018 reviews)
Nice historic hotel. Clean but it is an old hotel

Reviewed on Aug 2, 2025

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Save 100% on your flight
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (1,003 reviews)
Kind staff, easy parking, convenient to surrounding area, clean room. Would stay again!

Reviewed on Jul 28, 2025

Hancock House

Hancock House

3 out of 5
Downtown Louisville
Save 100% on your flight
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8/10 Very Good! (237 reviews)
Worked great for our family. Would stay again.

Reviewed on Jul 15, 2025

Where to stay in Highlands

Find the best Highlands areas and neighborhoods for the activities you enjoy most. Learn more about Highlands
Louisville showing signage and street scenes as well as a small group of people

Downtown Louisville

3 out of top 10 points of interest in this area
4/5(1,812 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
$129 nightly
The price is $152 total per night from Aug 10 to Aug 11
$152 total
Aug 10 - Aug 11
Total includes taxes and fees
8.8/10 Excellent! (3,499 reviews)
"Comfy bed and great view of corner room. Many places to eat nearby. All good."

Reviewed on Jul 30, 2025

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 refundable
$111 nightly
The price is $131 total per night from Aug 6 to Aug 7
$131 total
Aug 6 - Aug 7
Total includes taxes and fees
8.6/10 Excellent! (709 reviews)
"Check on and out was easy. They accommodated my family's small requests without issue. I left some shoes behind, and they easily helped me to gwt them returned. The staff handled everything with ease and professionalism. Our rooms were clean, and we felt safe and comfortable."

Reviewed on Jul 29, 2025

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
$159 nightly
The price is $187 total per night from Aug 29 to Aug 30
$187 total
Aug 29 - Aug 30
Total includes taxes and fees
9.2/10 Wonderful! (1,531 reviews)
"Wonderful stay and close to restaurants and shops."

Reviewed on Jul 30, 2025

Omni Louisville Hotel
See all 1,966 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
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Highlands

Ky Derby festival balloon glow.

Kentucky Exposition Center

4.5/5(628 reviews)

Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's lively festivals and great live music.

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

Churchill Downs

4.5/5(551 reviews)

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

Churchill Downs
Louisville Slugger Museum showing interior views

Louisville Slugger Museum

4.5/5(606 reviews)

Baseball is part of the American fabric. See where one important tool for this sport is produced in the factory that makes ball games possible.

Louisville Slugger Museum

Things to do

Old Louisville Guided Daytime Haunted History Walking Tour

Old Louisville Guided Daytime Haunted History Walking Tour

$25
per adult
Old Louisville Guided Daytime Haunted History Walking Tour
Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

$26
per adult
Derby City Ghosts: Louisville Hauntings Tour
Smartphone-Guided Walking Tour of Downtown Louisville Sights & Stories

Smartphone-Guided Walking Tour of Downtown Louisville Sights & Stories

$15
per traveler
Smartphone-Guided Walking Tour of Downtown Louisville Sights & Stories
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.