Rolling Fields Vacations from $549

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Your Rolling Fields Vacation

Say bye-bye to the worries of planning and hello to a Rolling Fields vacation package. With everything organized before you take off, you can focus on discovering the best of this city, starting with East Market District, which is good for nightlife, distilleries and craft breweries and shopping. If your trip to Rolling Fields includes a little sightseeing, drop by renowned attractions like E.P. Tom Sawyer State Park, Mall St. Matthews and Paddock Shops. Check out Expedia's extensive range of travel options and start organizing your perfect vacation to Rolling Fields now.

The Latest Rolling Fields Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

Shively
$549
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.6/10 Excellent! (1,003 reviews)
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

Fairgrounds
$661
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (1,859 reviews)
The Grady

The Grady

Downtown Louisville
$634
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9.4/10 Exceptional! (1,011 reviews)
Great place to stay in downtown Louisville. Staff is always friendly and helpful.

Reviewed on Oct 2, 2026

The Brown Hotel

The Brown Hotel

Downtown Louisville
$567
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9.4/10 Exceptional! (1,333 reviews)
We loved the hotel decor, rooms were big and comfortable and the parking was convenient.

Reviewed on Oct 3, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

Downtown Louisville
$572
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (1,004 reviews)
Gorgeous atrium style hotel just steps away from convention center. Lots to do and see near hotel.

Reviewed on Oct 1, 2026

Where to stay in Rolling Fields

Find the best Rolling Fields areas and neighborhoods for the activities you enjoy most. Learn more about Rolling Fields
A city skyline with various buildings, including a prominent KFC and a green-roofed structure.

Downtown Louisville

4 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.

A nighttime cityscape with a brightly lit bridge and a skyline featuring a prominent dome-shaped building.

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.

A city skyline at dusk with illuminated buildings reflecting on the water.

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.

A brown horse with a red halter, a person in a black shirt, and a crowd of people in the background.

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.

A large, illuminated two-story house with a prominent front porch and a garage.

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.

Rolling Fields Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
$145 nightly
$171 total
Oct 25 - Oct 26
Total with taxes and fees
9/10 Wonderful! (4,334 reviews)
"Very dated"

Reviewed on Oct 4, 2026

Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
$254 nightly
$299 total
Oct 30 - Oct 31
Total with taxes and fees
9.4/10 Exceptional! (2,165 reviews)
"An incredible place."

Reviewed on Oct 3, 2026

Omni Louisville Hotel
Radisson Hotel Louisville North

Radisson Hotel Louisville North

505 Marriott Drive Clarksville IN
Fully refundable
$67 nightly
$75 total
Nov 3 - Nov 4
Total with taxes and fees
7.2/10 Good! (3,422 reviews)
"We have stayed here on a few occasions. Everyone is very helpful. The rooms are clean. The facility could use some tlc."

Reviewed on Oct 3, 2026

Radisson Hotel Louisville North
See all 2,152 properties in Rolling Fields
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.

Things to do

Kentucky Derby Museum

Kentucky Derby Museum - General Admission and Guided Track Visit

$24
per adult
94% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
Louisville: 3-Hour Food and History Tour of NuLu District

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

$129
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby

Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby

$29
per adult
92% of travellers recommend
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby
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.