Middletown Vacations from $284
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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.
Crowne Plaza Louisville Airport Expo Ctr by IHG
Fairgrounds
Price was $397, price is now $284 per person
$284
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Louisville (SDF)
8.8/10 Excellent! (1,294 reviews)
Room was clean, staff was helpful, breakfast and bar were available and good. Gym and pool were clean and good.
Reviewed on Apr 20, 2026
Louisville Marriott Downtown
Downtown Louisville
Price was $1,366, price is now $1,015 per person
$1,015
per person
Jul 15 - Jul 19
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9/10 Wonderful! (1,003 reviews)
Our room was clean, quiet, and comfortable. The staff was absolutely excellent, very helpful. We got a room with a city view, and it was beautiful. We were there on a VERY busy weekend, so some restaurant item menus were unavailable or sold out, limiting dinner options, but the food from the Porch was very good, and we would absolutely stay there again. One thing to note that wouldn’t hinder a repeat stay is that while there is a pool, there is no hot tub, which would have been something I would have enjoyed. Not often you enter a pool area without a spa, but it is a small pool area, maybe they had no room for it. It was a lovely stay; very comfortable beds/accommodations.
Reviewed on Apr 20, 2026
Holiday Inn Louisville Airport South by IHG
Price was $1,097, price is now $820 per person
$820
per person
Jul 15 - Jul 19
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (845 reviews)
Nice hotel great location to airport and fair grounds
Reviewed on Apr 11, 2026
Cottonwood Airport & Expo Hotel Louisville
Shively
Price was $975, price is now $743 per person
$743
per person
Jul 15 - Jul 19
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.6/10 Excellent! (1,007 reviews)
Staff was amazing and the breakfast was oneof the best we’ve had. Will definitely return!
Reviewed on Apr 21, 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
3 out of top 10 points of interest in this area
4/5(1,844 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.
Middletown Hotel Deals
Staybridge Suites - Louisville - East by IHG
11711 Gateworth Way Louisville KY
$88 nightly
The price is $103 total per night from May 17 to May 18
$103 total
May 17 - May 18
Total with taxes and fees
8.2/10 Very Good! (701 reviews)
Breakfast could have been better. Lighting in parking area was not good. Room overall was good.
Reviewed on Apr 12, 2026
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
$146 nightly
The price is $172 total per night from May 7 to May 8
$172 total
May 7 - May 8
Total with taxes and fees
9/10 Wonderful! (4,175 reviews)
Good location, slightly dated rooms.
Reviewed on Apr 21, 2026
Crowne Plaza Louisville Airport Expo Ctr by IHG
830 Phillips Lane Louisville KY
$90 nightly
The price is $106 total per night from Apr 26 to Apr 27
$106 total
Apr 26 - Apr 27
Total with taxes and fees
8.8/10 Excellent! (1,321 reviews)
Everything was perfect I couldn’t ask for a better stay
Reviewed on Apr 20, 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.
Discover the most popular places to visit in Middletown
Kentucky Exposition Center
4.5/5(636 reviews)
Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's great live music and lively festivals.
Churchill Downs
4.5/5(555 reviews)
Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.
KFC Yum Center
4.5/5(427 reviews)
Catch an event at KFC Yum Center during your trip to Louisville. Stroll along the riverfront or attend a sporting event in the area.
Things to do
Historic Walking Tour of Victorian Louisville with Food & Bourbon
$139
per adult
80% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
$25
per adult
92% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
$129
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.