Stephensport Vacations from $389

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The Latest Stephensport vacation packages

Price found within the past 48 hours. Click for updated prices.
TownePlace Suites by Marriott Louisville Airport

TownePlace Suites by Marriott Louisville Airport

3 out of 5
Price was $548, price is now $389 per person
$389
per person
May 12 - May 16
found 5 hours ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
9/10 Wonderful! (200 reviews)
The front desk staff for really great and helpful. The breakfast staff were very friendly and polite. The room was spacious and clean. We enjoyed oir stay.

Reviewed on Oct 21, 2025

Holiday Inn Louisville Downtown by IHG

Holiday Inn Louisville Downtown by IHG

3 out of 5
Downtown Louisville
Price was $615, price is now $437 per person
$437
per person
May 12 - May 16
found 5 hours ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
8/10 Very Good! (802 reviews)
having the restaurants on 4th street nearby was a real plus. excellent value for $ for the room. Also, a lot to see and do in Louisville. a great trip and holiday inn was terrific.

Reviewed on Mar 6, 2026

5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

3 out of 5
Save 100% on your flight
Price was $1,233, price is now $928 per person
$928
per person
May 12 - May 16
found 5 hours ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
No reviews
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was $824, price is now $683 per person
$683
per person
May 15 - May 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9/10 Wonderful! (1,008 reviews)
Was clean and the staff was great !

Reviewed on Mar 25, 2026

The Duke Hotel

The Duke Hotel

2 out of 5
Downtown Louisville
Price was $539, price is now $448 per person
$448
per person
May 12 - May 16
found 5 hours ago
Roundtrip non-stop flight included
New York (LGA) to Louisville (SDF)
9.4/10 Exceptional! (6 reviews)
Clean, lovely stay.

Reviewed on Mar 5, 2026

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Stephensport Hotel Deals

Ramada by Wyndham Tell City

Ramada by Wyndham Tell City

2.5 out of 5
235 Orchard Hill Dr Tell City IN
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $101 total per night from Mar 28 to Mar 29
$101 total
Mar 28 - Mar 29
Total with taxes and fees
7.6/10 Good! (559 reviews)
Sadly have to write a poor review for hotel. Cleanliness was ok, bed was uncomfortable because it appeared that the mattress was old and lumpy. No hot water!! Had to call the front desk on my cell phone because the phone in the room didn’t work. Finally got warm water. The sink faucet looked like ...

Reviewed on Mar 7, 2026

Ramada by Wyndham Tell City
Derby Time Riverside Cabin

Derby Time Riverside Cabin

Derby IN
10/10 Exceptional! (146 reviews)
The location could not have been more perfect. The uninterrupted views of the Ohio River from the porch and yard and the sunrise were gorgeous. We enjoyed watching the migrating waterfowl moving down the river and even heard loons calling as they were migrating through the area. The cabin itself ...

Reviewed on Mar 23, 2026

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Derby Time Riverside Cabin
Lakeside Cabin Near Holiday World Perfect for Families & Friends

Lakeside Cabin Near Holiday World Perfect for Families & Friends

Troy IN
10/10 Exceptional! (51 reviews)
Cabin was very clean and was well stocked with anything you would need! It was very quiet and a perfect getaway!

Reviewed on Dec 25, 2025

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Lakeside Cabin Near Holiday World Perfect for Families & Friends
See all 49 properties in Stephensport
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 Stephensport Vacation Packages

Stephensport Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Stephensport vacation package cost?
Offering excellent value package deals from $389 on Expedia, you'll be thrilled with how little a vacation to Stephensport costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Stephensport?
November, December and January are great times to look for cheap Stephensport vacation packages. Traveling in less busy periods means you can generally find reduced prices on flights and hotels.
How many days is enough for Stephensport?
Generally, a handful of days is enough to visit the top attractions during your Stephensport vacation. But if you want to have some time to kick back or take day trips, consider extending your trip.
How to find the best Stephensport package deals?
Finding a cheap Stephensport package deal is easy with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Stephensport package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Stephensport vacation as a package?
You can enjoy significant savings on your Stephensport break by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Stephensport?
If you have your Stephensport vacation dates finalized, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Stephensport vacation packages?
Your Stephensport break should be a relaxing escape from your daily routine, not a reason for money worries. So to give you 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 cost over 3, 6 or 12 months. Plus, there aren't any hidden 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.