Henderson Vacations from $191

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Your Henderson Vacation

Our Henderson vacation packages provide countless opportunities to delve into new sights, sounds and flavors. And with all the finer details worked out, you can breathe easy and enjoy your city break without a care in the world. Any trip to Henderson needs a well-planned itinerary. Fill yours with major attractions such as John James Audubon State Park, Ellis Park Race Course and Henderson Community College. Your perfect Henderson vacation is clicks away. Explore hotels, airfares and more on Expedia for an adventure that's tailored to suit your style.

The Latest Henderson vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Owensboro, KY

Motel 6 Owensboro, KY

2 out of 5
Price was $209, price is now $191 per person
$191
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Evansville (EVV)
5.8/10 (463 reviews)
Been staying here since I was a baby to visit family.

Reviewed on Aug 17, 2025

Garner Hotel Evansville East by IHG

Garner Hotel Evansville East by IHG

3 out of 5
Price was $591, price is now $532 per person
$532
per person
Oct 15 - Oct 18
found 18 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Evansville (EVV)
9.6/10 Exceptional! (4 reviews)
All around great stay

Reviewed on Aug 24, 2025

Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
Price was $589, price is now $530 per person
$530
per person
Oct 15 - Oct 18
found 18 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Evansville (EVV)
8.6/10 Excellent! (496 reviews)
the breakfast was absolutely amazing probably the best we've ever had as far as complimentary. the staff was also so nice and friendly and helpful!!

Reviewed on Aug 20, 2025

New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
Price was $616, price is now $563 per person
$563
per person
Oct 15 - Oct 18
found 18 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Evansville (EVV)
9.2/10 Wonderful! (456 reviews)
There were walking trails to the Wabash River, a wonderful restaurant associated with the inn, I forget the name, and the tranquility of the place. It was wonderful!😊

Reviewed on Aug 24, 2025

Envi Boutique Hotel

Envi Boutique Hotel

4 out of 5
Price was $576, price is now $532 per person
$532
per person
Oct 15 - Oct 18
found 18 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Evansville (EVV)
8/10 Very Good! (259 reviews)
Okay the hotel is great besides the screen yelling at me every time I walk into the lobby, like no u can’t help me because I want a remote, towel, soap etc just zip it over there but besides hearing voices when entering the lobby 5 stars

Reviewed on Aug 22, 2025

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Discover the most popular places to visit in Henderson

Ellis Park Race Course

Why not roll the dice with a visit to Ellis Park Race Course during your time in Henderson? Stroll along the riverfront or experience the festivals in this family-friendly area.

Ellis Park Race Course

John James Audubon State Park

You can take time to visit John James Audubon State Park during your travels to Henderson. Experience the area's festivals and live music.

John James Audubon State Park

Preston Arts Center

Explore the campus of Preston Arts Center during your stay in Henderson. Stroll along the riverfront or experience the art scene in this family-friendly area.

Preston Arts Center

Henderson Hotel Deals

Envi Boutique Hotel

Envi Boutique Hotel

4 out of 5
2030 US Highway 41 N, Henderson, KY
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Aug 31 to Sep 1
$91 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (260 reviews)
"Okay the hotel is great besides the screen yelling at me every time I walk into the lobby, like no u can’t help me because I want a remote, towel, soap etc just zip it over there but besides hearing voices when entering the lobby 5 stars"

Reviewed on Aug 22, 2025

Envi Boutique Hotel
Sleep Inn Henderson-Evansville South

Sleep Inn Henderson-Evansville South

2.5 out of 5
2224 Us Highway 41 N, Henderson, KY
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $114 total per night from Sep 6 to Sep 7
$114 total
Sep 6 - Sep 7
Total with taxes and fees
7.8/10 Good! (405 reviews)
"Everything was great"

Reviewed on Aug 18, 2025

Sleep Inn Henderson-Evansville South
Holiday Inn Express Henderson N Evansville South by IHG

Holiday Inn Express Henderson N Evansville South by IHG

2.5 out of 5
2826 U S 41 N, Henderson, KY
Fully refundable
$120 nightly
The price is $132 total per night from Sep 7 to Sep 8
$132 total
Sep 7 - Sep 8
Total with taxes and fees
8.4/10 Very Good! (223 reviews)
"It was centrally located."

Reviewed on Aug 11, 2025

Holiday Inn Express Henderson N Evansville South by IHG
See all 328 properties in Henderson
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 Henderson vacation package cost?
You'll find cheap prices from $191 on Expedia for your Henderson break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Henderson costs.
What are the cheapest months to go to Henderson?
You're likely to find lower prices and better availability in January, February and November. Explore our cheap Henderson vacation packages and you could get some excellent off-season deals.
How many days is enough for Henderson?
With a well-organized travel plan, you can easily tick off the most popular Henderson sights in a few days. But if you prefer to discover hidden gems or go on day tours, think about booking your Henderson vacation for longer.
How to find the best Henderson package deals?
Use Expedia's filter tool to help you find some of the best Henderson package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Henderson package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Henderson vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels individually. Better still, you can personalize your Henderson escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Henderson?
If you have your Henderson travel dates finalized, book early to score some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Henderson vacation packages?
Your Henderson break should be a relaxing escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've joined up with online lender Affirm to offer 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 are no hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.