
Hills and Dales Vacation Packages
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Your Hills and Dales Vacation
Book a customized Hills and Dales vacation package that includes everything you need and nothing you don't. Great for nightlife, distilleries and craft breweries and shopping, think about basing yourself in the neighborhood of East Market District. Make your trip to Hills and Dales even more fulfilling by going sightseeing. E.P. Tom Sawyer State Park, Mall St. Matthews and Springhurst Towne Center Shopping Center are among the top attractions you'll want to explore. Whoever you're taking time off with and whatever your budget, your ultimate Hills and Dales vacation is just a few clicks away with Expedia.
Top Holiday Package Deals in Hills and Dales

Cottonwood Airport & Expo Hotel Louisville
Reviewed on Oct 26, 2026



21c Museum Hotel Louisville
Reviewed on Oct 26, 2026
Where to stay in Hills and Dales

Downtown Louisville
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.

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.

Fairgrounds
While visiting Fairgrounds, you might make a stop by sights like Freedom Hall and Kentucky Kingdom.

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.
Hills and Dales Hotel Deals

Galt House Hotel Trademark Collection by Wyndham
"Great place to stay for an event at the Yum center"
Reviewed on Oct 26, 2026

The Brown Hotel
"Kind helpful staff, beautiful architecture"
Reviewed on Oct 26, 2026

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
"Third visit and have had great food, drinks and service. 5 stars in my book."
Reviewed on Oct 26, 2026
Frequently asked questions
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Things to do

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

Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket








