Middletown Holidays from £1,114

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Your Middletown Holiday

Reserve a Middletown holiday package that includes everything you need and nothing you don't. Good for nightlife, distilleries and craft breweries and shopping, consider staying in the neighbourhood 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 Centre Shopping Centre. Check out Expedia's extensive range of travel options and book your ideal holiday to Middletown now.

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Cave City

Days Inn by Wyndham Cave City

2 out of 5
Price was £1,183, price is now £1,114 per person
£1,114
per person
21 Jul - 28 Jul
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Louisville (SDF)
7.2/10 Good! (1,003 reviews)
Room was clean, breakfast was just okay. Overall a comfortable stay.

Reviewed on 7 May 2026

Grand Victorian Inn

Grand Victorian Inn

3.5 out of 5
Price was £1,478, price is now £1,297 per person
£1,297
per person
21 Jul - 28 Jul
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Louisville (SDF)
9/10 Wonderful! (720 reviews)
This was a step back in time. So fun staying in such a beautiful unique inn. The breakfast was delicious, we enjoyed chatting with the owners.

Reviewed on 26 Apr 2026

Homestay on Main by Twin Lakes Creamery

Homestay on Main by Twin Lakes Creamery

3 out of 5
Price was £1,333, price is now £1,241 per person
£1,241
per person
21 Jul - 28 Jul
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Louisville (SDF)
9/10 Wonderful! (42 reviews)
My husband and I stayed at the property. Parking was easy and safe. The rooms were clean and comfortable. The bathroom was updated with a nice modern shower. The staff was available by text. The common areas (we didn't use because we were visiting family not far from the property) included a large kitchen, big screen theater room with 8 recliners and a living room area. Over all our stay was enjoyable for the amount of time we spent there for sleeping.

Reviewed on 13 Apr 2026

Holiday Inn Express Horse Cave by IHG

Holiday Inn Express Horse Cave by IHG

2.5 out of 5
Price was £1,354, price is now £1,266 per person
£1,266
per person
21 Jul - 28 Jul
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Louisville (SDF)
8.2/10 Very Good! (1,007 reviews)
Hot tub was closed. Breakfast was good. Staff were friendly. Rooms clean.

Reviewed on 11 May 2026

Twin Lakes Creamery, Grill & Inn

Twin Lakes Creamery, Grill & Inn

3 out of 5
Price was £1,273, price is now £1,203 per person
£1,203
per person
21 Jul - 28 Jul
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Louisville (SDF)
9/10 Wonderful! (133 reviews)
Good property and location. This was my third visit. Enjoyed my stay.

Reviewed on 3 May 2026

Where to stay in Middletown

Find the best Middletown areas and neighborhoods for the activities you enjoy most. Learn more about Middletown
Landscape of Louisville

Downtown Louisville

3 out of top 10 points of interest in this area
4.5/5(8 area reviews)

The cultural heart of the city beats with baseball, boxing and music, with sporting fields, live bands and a center for Muhammad Ali, the city’s most famous son.

Find hotels in Downtown Louisville

Top hotels in Middletown

Staybridge Suites - Louisville - East by IHG

Staybridge Suites - Louisville - East by IHG

3 out of 5
11711 Gateworth Way Louisville KY
Fully refundableReserve now, pay when you stay
The price is £79 per night from 21 May to 22 May
£79
21 May - 22 May
includes taxes & fees
8.2/10 Very Good! (709 reviews)
The staff was friendly and helpful, the room was clean and breakfast was very good. We had a great stay.

Reviewed on 10 May 2026

Staybridge Suites - Louisville - East by IHG
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane Louisville KY
Fully refundableReserve now, pay when you stay
The price is £76 per night from 1 Jun to 2 Jun
£76
1 Jun - 2 Jun
includes taxes & fees
8.8/10 Excellent! (1,409 reviews)
Very clean room. The staff was very polite checking in and out. Hotel was perfect for my one night stay.

Reviewed on 13 May 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is £136 per night from 8 Jun to 9 Jun
£136
8 Jun - 9 Jun
includes taxes & fees
9/10 Wonderful! (4,187 reviews)
Did not have breakfast.

Reviewed on 13 May 2026

Galt House Hotel Trademark Collection by Wyndham
See all 2,285 properties in Middletown
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.
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Frequently asked questions

How much does a Middletown travel package cost?
From just £1,114. Yes, you read that correctly. Our Middletown packages are an awesome way to stretch your budget further. Combine your favourite hotels, flights and rental car and get to know this lively destination.
If I'm not able to travel, can I cancel my Middletown travel package?
Yes you can, and we're here to help. You may be able to amend or cancel your Middletown travel package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life gets in the way of your holiday, have a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Middletown?
Bundle your flights and hotels with Expedia to save big on your next big adventure. With over 550 air carriers and 1,000,000 hotel options worldwide, your Middletown travel package can be tailored exactly to suit your travel style. With all that extra money, why not include some interesting tours and activities? It's an easy way to unlock even more savings. Your dream holiday in Middletown is closer than you thought!
Does Expedia offer Book Now, Pay Later Middletown holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna offers just that! Paying in convenient monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
  • Low deposit holidays: When you come across an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Middletown?
Make sightseeing a breeze by staying in a hotel right around the corner from Middletown's fantastic attractions. Churchill Downs and Muhammad Ali Centre are two which top many visitors' bucket lists.
What are the top hotels in Middletown?
The Brown Hotel and Hyatt Regency Louisville are a couple of the most sought-after hotels in Middletown. Why not take a look at the facilities and amenities at each and then make a decision?
How far in advance should I book my Middletown holiday?
While prices do change, we generally advise booking your holiday as early as possible. Many international fares become available on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still get lucky. Low prices to Middletown occasionally appear just weeks before departure.
What does an Expedia Middletown travel package include?
Flights, car rentals and hotels — we bring you all the best deals. All you have to do is pick your ideal combination. Once you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it simple to create an awesome Middletown escape.
What should I know before booking a Middletown travel package?
Discover deals that match your budget with an Expedia package. Hotels, airfares, rental cars — we're a one-stop shop for all of them. You'll save loads just by combining your bookings. Whether you're embarking on a skiing adventure or relaxing on a sunny beach, your dream getaway is just clicks away.
Can I choose my airline with a Middletown Expedia travel package?
Yes, you're in control. We offer more than 550 airlines worldwide, so you can design your Middletown escape according to your style and budget.

Things to do

Live Professional Wrestling Admission Ticket Every Thursday

Live Professional Wrestling Admission Ticket Every Thursday

£9
per adult
Live Professional Wrestling Admission Ticket Every Thursday
Historic Walking Tour of Victorian Louisville with Food & Bourbon

Historic Walking Tour of Victorian Louisville with Food & Bourbon

£102
per adult
80% of travellers recommend
Historic Walking Tour of Victorian Louisville with Food & Bourbon
Louisville: Private Guided Food, Bourbon & History Walking Tour

Louisville: Private Guided Food, Bourbon & History Walking Tour

£258
per adult
Louisville: Private Guided Food, Bourbon & History Walking Tour
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. Flight-inclusive packages are ATOL protected.