Highlands Douglass Vacations from $534

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Your Highlands Douglass Vacation

Planning your next getaway just got simpler with a vacation package to Highlands Douglass. Enjoy all this neighborhood has to offer while creating wonderful memories along the way. Eager to do some sightseeing during your trip to Highlands Douglass? Don't miss nearby attractions such as Louisville Mega Cavern, Louisville Zoo and Historic Frankfort Avenue. Whatever your ideal Highlands Douglass vacation may look like, you can make it a reality with Expedia.

The Latest Highlands Douglass Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Fairgrounds
Price was $788, price is now $534 per person
$534
per person
May 13 - May 17
found 23 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Louisville (SDF)
8.8/10 Excellent! (1,193 reviews)
Staff was nice and helpful. Room was clean. There was a slight odor in the hallways, but overall enjoyed my stay. Would/Will stay here again

Reviewed on Mar 6, 2026

Santas Lodge and Resort

Santas Lodge and Resort

2.5 out of 5
Save 100% on your flight
Price was $994, price is now $607 per person
$607
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8/10 Very Good! (303 reviews)
Resort was wonderful just add nothing is open in the winter. I wanted to visit the Christmas store.

Reviewed on Feb 15, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,554, price is now $1,029 per person
$1,029
per person
May 13 - May 17
found 23 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Louisville (SDF)
8.8/10 Excellent! (1,003 reviews)
Took forever on elevators, one was jumping up and down as you rode it, escalators were broken both ways, restaurants didn’t open until dinner it seemed, very long line at Starbucks, very dirty stairwells when taking due to elevators not arriving.

Reviewed on Mar 9, 2026

The Villas at French Lick Springs

The Villas at French Lick Springs

3 out of 5
Downtown French Lick
Save 100% on your flight
Price was $962, price is now $657 per person
$657
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (290 reviews)
Although the place was a bit dated, the villa was spotless and the amenities were great!

Reviewed on Feb 23, 2026

Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was $772, price is now $571 per person
$571
per person
May 13 - May 17
found 23 hours ago
Roundtrip non-stop flight included
Columbia (CAE) to Louisville (SDF)
8.6/10 Excellent! (984 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

Where to stay in Highlands Douglass

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

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 Douglass 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
$146 nightly
The price is $172 total per night from Apr 2 to Apr 3
$172 total
Apr 2 - Apr 3
Total with taxes and fees
9/10 Wonderful! (4,103 reviews)
Helpful staff, easy navigation.

Reviewed on Mar 10, 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
$94 nightly
The price is $110 total per night from Mar 17 to Mar 18
$110 total
Mar 17 - Mar 18
Total with taxes and fees
8.8/10 Excellent! (1,213 reviews)
Staff was nice and helpful. Room was clean. There was a slight odor in the hallways, but overall enjoyed my stay. Would/Will stay here again

Reviewed on Mar 6, 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
$183 nightly
The price is $216 total per night from Mar 29 to Mar 30
$216 total
Mar 29 - Mar 30
Total with taxes and fees
9.2/10 Wonderful! (1,796 reviews)
I was very frusterated with the check-in process and the staff. We booked this hotel to have 2 queen beds and then at check-in which was just before 10pm at night they tried to tell me that they did not have any double queen rooms available and that I was getting switched into a kind room (which ...

Reviewed on Mar 10, 2026

Omni Louisville Hotel
See all 2,138 properties in Highlands Douglass
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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Discover the most popular places to visit in Highlands Douglass

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 acclaimed theater scene and lively festivals.

Kentucky Exposition Center
Churchill Downs showing horseriding and land animals 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

Kentucky Derby Museum

Kentucky Derby Museum - General Admission and Guided Track Visit

$22
per adult
90% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
Kentucky Derby Museum - Admission with Guided Track Visit

Kentucky Derby Museum - Admission with Guided Track Visit

$22
per adult
100% of travellers recommend
Kentucky Derby Museum - Admission with Guided Track Visit
Derby City Ghosts: Louisville Hauntings Tour

Lace, Lunacy, and Loss: Louisville Ghost Tours

$32
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.