Middletown Vacations from $307
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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.
stayAPT Suites Louisville North-Clarksville
$527
per person
Dec 2 - Dec 6
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9.8/10 Exceptional! (54 reviews)
Great option for a long term stay, good area many businesses in walking distance!
Reviewed on Sep 22, 2026
Cottonwood Airport & Expo Hotel Louisville
Shively
$657
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.6/10 Excellent! (1,003 reviews)
Had a great stay. One elevator was down so it took a while to get to and from your room. I also had a problem with AC. It was blowing heat. Contact from desk and was moved to another room. Only inconvenience was pack up and moving to another room.
Reviewed on Sep 29, 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.
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.
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.
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.
Middletown Hotel Deals
Staybridge Suites - Louisville - East by IHG
11711 Gateworth Way Louisville KY
Fully refundable
$107 nightly
$126 total
Oct 18 - Oct 19
Total with taxes and fees
8.2/10 Very Good! (763 reviews)
"Good value for price paid. Generally looking tired with small areas not maintained (broken sink, broken faucet, problematic door entry locks)"
Reviewed on Sep 28, 2026
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
$136 nightly
$160 total
Oct 30 - Oct 31
Total with taxes and fees
9/10 Wonderful! (4,314 reviews)
"Great location. Spacious and clean rooms. Very helpful staff."
Reviewed on Sep 29, 2026
Crowne Plaza Louisville Airport Expo Ctr by IHG
830 Phillips Lane Louisville KY
Fully refundable
$101 nightly
$119 total
Oct 25 - Oct 26
Total with taxes and fees
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.
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.
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.
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
Live Professional Wrestling Admission Ticket Every Thursday
$12
per adult
100% of travellers recommend
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
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- Middletown Station Shopping Center
- Springhurst Towne Center Shopping Center
- Pewee Valley Vacations
- Avish Gardens Shopping Center
- Iceland Sports Complex
- Bluegrass Indoor Karting
- Hikes Point Plaza Shopping Center
- Louisville Mega Cavern
- Where to stay in Louisville
- Jeffersontown Commons Shopping Center
- Paddock Shops
- Oxmoor Center
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- Louisville Zoo
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- Eastgate Shopping Center
- Chamberlain Pointe Shopping Center
- Beckley Creek Park
- Southeast Christian Church
- 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.