Highlands Douglass Vacations from $306

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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 $471, price is now $306 per person
$306
per person
Nov 6 - Nov 9
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
8.8/10 Excellent! (771 reviews)
Second time staying here. Staff is helpful, parking is good, room was clean and comfortable. Easy access to get around town.

Reviewed on Sep 1, 2025

Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $551, price is now $358 per person
$358
per person
Nov 6 - Nov 9
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
9/10 Wonderful! (1,007 reviews)
Every person I came in contact with during my stay way excellent. The greatest staff ever. I’ll be back for sure.

Reviewed on Sep 3, 2025

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $549, price is now $359 per person
$359
per person
Nov 6 - Nov 9
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
8.8/10 Excellent! (3,553 reviews)
We like this property for its lication to walkability of Distillery Row/ Mainstreet. Had plenty of restaurants and bars in the hotel itself with plenty more in the general location overall a very nice property.

Reviewed on Sep 2, 2025

Hilton Garden Inn Louisville Airport

Hilton Garden Inn Louisville Airport

3 out of 5
Fairgrounds
Price was $505, price is now $332 per person
$332
per person
Nov 6 - Nov 9
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
9/10 Wonderful! (1,001 reviews)
Nice spacious rooms with comfy beds. Not a lot of food options for breakfast

Reviewed on Aug 10, 2025

Embassy Suites Louisville East

Embassy Suites Louisville East

3.5 out of 5
Price was $598, price is now $412 per person
$412
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
9/10 Wonderful! (1,001 reviews)
Great friendly environment, very family oriented.

Reviewed on Sep 1, 2025

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
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 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
$152 nightly
The price is $179 total per night from Sep 4 to Sep 5
$179 total
Sep 4 - Sep 5
Total with taxes and fees
Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street, Louisville, KY
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $234 total per night from Sep 21 to Sep 22
$234 total
Sep 21 - Sep 22
Total with taxes and fees
Omni Louisville Hotel
Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

2.5 out of 5
800 W Market St, Louisville, KY
$100 nightly
The price is $118 total per night from Sep 7 to Sep 8
$118 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Express & Suites Louisville Downtown by IHG
See all 1,988 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
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

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 great live music and acclaimed art scene.

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
Louisville Slugger Museum showing interior views

Louisville Slugger Museum

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

Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

$32
per adult
Derby City Ghosts: Louisville Hauntings Tour
Louisville: NuLu District Food and History Tour

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

$129
per adult
90% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Whispers on Whiskey Row: Murder, Crime, & Ghost Tour

Whispers on Whiskey Row: Murder, Crime, & Ghost Tour w/Cocktail

$65
per adult
80% of travellers recommend
Whispers on Whiskey Row: Murder, Crime, & Ghost Tour w/Cocktail
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.