Middletown Vacations from $904
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Your Middletown Vacation
Reserve a Middletown vacation package that includes everything you need and nothing you don't. Good for nightlife, distilleries and craft breweries and shopping, consider staying in the neighborhood of East Market District. You'll want to take in some sights during your trip to Middletown. Make time for top attractions such as E.P. Tom Sawyer State Park, Mall St. Matthews and Springhurst Towne Center Shopping Center. Check out Expedia's extensive range of travel options and book your ideal vacation to Middletown now.
The Latest Middletown Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Louisville Downtown, KY
Downtown Louisville
$904
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Louisville (SDF)
9.4/10 Exceptional! (1,009 reviews)
The breakfast selections were yummy, happy hour drinks on Wednesday were an unexpected bonus, and bottled water while being greeted by the front desk staff were some of the little things that made our stay wonderful. The rooms are spacious, clean, and comfortable. We will definitely stay here again!
Reviewed on Aug 15, 2026
Hotel Distil, Autograph Collection
Downtown Louisville
$1,225
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Louisville (SDF)
9.6/10 Exceptional! (489 reviews)
Love this hotel. The bed was incredibly comfortable for a hotel bed. Linens were high end. Staff were great - neighborhood was great. Restaurant had a great breakfast. Would definitely stay again.
Reviewed on Aug 5, 2026
Where to stay in Middletown
Find the best Middletown areas and neighborhoods for the activities you enjoy most. Learn more about Middletown
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.
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.
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.
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.
Phoenix Hill
While Phoenix Hill isn't home to many top sights, Nulu Market Place and Louisville Slugger Field are some notable places to visit nearby.
Middletown Hotel Deals
Staybridge Suites - Louisville - East by IHG
11711 Gateworth Way Louisville KY
Fully refundable
$98 nightly
$115 total
Sep 4 - Sep 5
Total with taxes and fees
8.2/10 Very Good! (756 reviews)
"Stayed at this location for 7 days and not once did we get any type of cleaning. Had to take our towels down to exchange them. I made the front desk lady aware of it half way through the stay and all I got was “ I’m sorry about that”. Also be aware that breakfast ends promptly at 9:30 and whatever ..."
Reviewed on Aug 11, 2026
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
$143 nightly
$168 total
Sep 8 - Sep 9
Total with taxes and fees
Omni Louisville Hotel
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
$159 nightly
$187 total
Aug 23 - Aug 24
Total with taxes and fees
9.4/10 Exceptional! (2,066 reviews)
"Very clean rooms and property. Offers valet parking overnight. Some may see this as a negative as it’s a little pricey. The staff was very helpful and courteous."
Reviewed on Aug 16, 2026
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.
Stay near popular Middletown attractions
Southeast Christian Church
After visiting Southeast Christian Church, make a plan to see the other sights and activities in Louisville. You can enjoy the restaurants while in the area.
Village Square Shopping Center
You can enjoy retail therapy at Village Square Shopping Center during your visit to Louisville. Discover the top-notch restaurants and acclaimed art scene in this romantic area.
Eastgate Shopping Center
During your visit to Louisville, you can find the perfect gifts to bring home at Eastgate Shopping Center. Discover the top-notch restaurants and lively festivals in this romantic area.
Renaissance Fun Park
Enjoy a fun-filled day at Renaissance Fun Park during your trip to Louisville. You can enjoy the restaurants while in the area.
Things to do
Louisville: Mystery Paint & Sip Night at a Trendy Brewery
$59
per adult
Historic Walking Tour of Victorian Louisville with Food & Bourbon
$139
per adult
80% of travellers recommend
Private Louisville Food Tour with Food Tastings, Drinks & History
$350
per adult
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- Middletown Station Shopping Center
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- Pewee Valley Vacations
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- Where to stay in Louisville
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- Mall St. Matthews
- The Summit Shopping Center
- E.p. Tom Sawyer State Park
- Louisville Slugger Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.