Middletown Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Middletown

Find the best Middletown areas and neighborhoods for the activities you enjoy most. Learn more about Middletown
Louisville showing street scenes and signage as well as a small group of people

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

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 S$208 per night from 1 Nov to 2 Nov
S$208
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (3,626 reviews)
"Everything about the Galt House is wonderful!!"

Reviewed on 30 Sept, 2025

Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street, Louisville, KY
The price is S$302 per night from 19 Oct to 20 Oct
S$302
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (1,625 reviews)
"We enjoyed our stay. The staff at the front desk were very friendly and helpful. Our room was comfy, loved the shower. There were several choices for dinner within walking distance."

Reviewed on 29 Sept, 2025

Omni Louisville Hotel
Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
4520 Poplar Level Rd, Louisville, KY
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,470 reviews)
"Great! Very clean as well and friendly"

Reviewed on 27 Sept, 2025

Get rates
Derby City Gaming & Hotel - A Churchill Downs Property
See all 2,142 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.

Frequently asked questions

How much does a Middletown holiday package cost?
From as low as . Yes, you read that right. Our Middletown packages are a simple way to make your dollars go much further. Bundle your preferred flights, hotels and rental car and get to know this destination your way.
How do I get a cheap travel package to Middletown?
Our Middletown holiday packages promise plenty of savings for the savvy traveller. For the best deals, simply bundle your hotel, flights and extras (including activities) into a convenient package. But cheap prices are only the start of your next amazing adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotels globally to choose from. Whatever your budget or style, there's a package that's perfect for you.
Where should I stay in Middletown?
You'll want to stay where the action is. Many people like to book hotels around top attractions, such as Southeast Christian Church, Eastgate Shopping Centre and Village Square Shopping Centre.
What are the top hotels in Middletown?
Comfortable Suite Free Breakfast Buffet + Shared Outdoor Pool. Close To Ford Motor Company and Great Value 2 Bedroom Suite | Free Breakfast + Shared Outdoor Pool. Near Ford Motor Company are among the most popular hotels in Middletown. Why not take a look at the facilities and amenities at each and then decide?
How far in advance should I book my Middletown holiday?
It's tricky picking the best time for airfares, but we usually say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're unable to do so, don't despair. Discounted prices appear from time to time within a few weeks of departure dates.
What does an Expedia Middletown travel package include?
Hotels, car rentals and flights — we bring you the very best bargains. All you have to do is pick your favourite combination. Once you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it simple to put together an amazing Middletown escape.
What should I know before booking a Middletown travel package?
We already have low prices. However, you'll pick up even more savings if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with a Middletown Expedia holiday package?
With a holiday package, you're in charge. Whether you're looking to fly to Middletown in economy or first class, simply select from the available airline options. Expedia has access to over 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Middletown holiday package?
Don't worry if you're rethinking your Middletown holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We know life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.

Things to do

3-Hour Private Food and Bourbon Walking Tour in Louisville

Louisville: Private Guided Food, Bourbon & History Walking Tour

S$450
per adult
Louisville: Private Guided Food, Bourbon & History Walking Tour
Pride Plates: Kentucky Queer History & Food Tour

Pride Plates: Kentucky Queer History & Food Tour

S$230
per adult
Pride Plates: Kentucky Queer History & Food Tour
Having a great time tasting straight from the barrels and cocktails at Whiskey Thief Distilling Company.

Bourbon Distillery Tour Transportation

S$2,312
per traveller
Bourbon Distillery Tour Transportation
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.