New Middletown Vacations from $570

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Your New Middletown Vacation

The exciting city of New Middletown is calling your name. Delve into everything from its highlights to its hidden gems with a New Middletown vacation package that's customized to you. Make your trip to New Middletown even more enjoyable by going sightseeing. Corydon Capitol State Historic Site, Turtle Run Winery and Battle of Corydon Memorial Park are some of the leading attractions you'll want to explore. Your New Middletown vacation is only clicks away. Explore airfares, hotels and more on Expedia for an adventure that's tailored just for you.

The Latest New Middletown vacation packages

Price found within the past 48 hours. Click for updated prices.
The Duke Hotel

The Duke Hotel

2 out of 5
Downtown Louisville
Price was $818, price is now $570 per person
$570
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
No reviews
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,531, price is now $989 per person
$989
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9/10 Wonderful! (1,003 reviews)
Room was spotless. Staff was top notch. Amenities as expected but I did expect a microwave in the room. There wasn't one. 9/10 experience. Will definitely book again!

Reviewed on Jan 16, 2026

The Grady

The Grady

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,498, price is now $1,040 per person
$1,040
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (1,001 reviews)
Breakfast, lunch & dinner amazing I’m Vegan they accommodated meals for me at the Swan Restaurant/Bar down stairs

Reviewed on Jan 5, 2026

Hilton Garden Inn Louisville Mall of St. Matthews

Hilton Garden Inn Louisville Mall of St. Matthews

3 out of 5
St. Matthews
Price was $923, price is now $646 per person
$646
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (835 reviews)
The restaurant and bar area are closed. From what I have heard this has been the case for quite some time. They haven't hired anyone. This is false advertising. They don't have a functioning restaurant and bar.

Reviewed on Jan 16, 2026

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,584, price is now $1,109 per person
$1,109
per person
Feb 26 - Mar 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9.6/10 Exceptional! (422 reviews)
Clean, well appointed, convenient to restaurants and downtown Louisville.

Reviewed on Jan 3, 2026

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New Middletown Hotel Deals

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
$125 nightly
The price is $148 total per night from Jan 28 to Jan 29
$148 total
Jan 28 - Jan 29
Total with taxes and fees
8.8/10 Excellent! (3,976 reviews)
Yes

Reviewed on Jan 11, 2026

Galt House Hotel Trademark Collection by Wyndham
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
$100 nightly
The price is $118 total per night from Jan 20 to Jan 21
$118 total
Jan 20 - Jan 21
Total with taxes and fees
8.8/10 Excellent! (1,108 reviews)
Great service and excellent accommodations!!

Reviewed on Jan 12, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $197 total per night from Jan 19 to Jan 20
$197 total
Jan 19 - Jan 20
Total with taxes and fees
9.2/10 Wonderful! (1,765 reviews)
Everything was perfect. The ONLY one downside was that I asked for a late check out and on the website it was posted one amount, but the attendant told me something different. It still worked out, BUT THE HOTEL WAS AMAZING. Definitely will return

Reviewed on Jan 11, 2026

Omni Louisville Hotel
See all 1,241 properties in New 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.

Find the Best New Middletown Vacation Packages

New Middletown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Louisville Intl. Airport (SDF)
Top Sights
Squire Boone Caverns, OBannon Woods State Park and Turtle Run Winery

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Frequently asked questions

How much does a New Middletown vacation package cost?
You'll find cheap prices from $570 on Expedia for your New Middletown break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to New Middletown costs.
What are the cheapest months to go to New Middletown?
You can usually find reduced prices and better availability in November, December and January. Explore our cheap New Middletown vacation packages and you could land some great off-season discounts.
How many days is enough for New Middletown?
The ideal duration for your New Middletown vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to hit all the leading attractions and explore some hidden treasures along the way.
How to find the best New Middletown package deals?
Start your search for a New Middletown package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal New Middletown package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your New Middletown escape underway.
Is it cheaper to book a New Middletown vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights individually. Better still, you can tailor your New Middletown getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to New Middletown?
If you're considering a spontaneous New Middletown getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later New Middletown vacation packages?
Your New Middletown break is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.