Henderson Vacations from $422

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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.
Holiday Inn Express Princeton by IHG

Holiday Inn Express Princeton by IHG

2.5 out of 5
Price was $455, price is now $422 per person
$422
per person
Dec 30 - Jan 1
found 13 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Evansville (EVV)
16/10 Exceptional! (335 reviews)
Overall stay was okay. Water stains on ceiling in room should be addressed. Additional towels should be placed in room. Breakfast was okay. Hostess was extremely kind.

Reviewed on Oct 9, 2025

New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
Price was $495, price is now $444 per person
$444
per person
Dec 30 - Jan 1
found 13 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Evansville (EVV)
18/10 Exceptional! (491 reviews)
No free breakfast but the breakfast at the restaurant was delicious.

Reviewed on Nov 7, 2025

Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
Price was $498, price is now $455 per person
$455
per person
Dec 30 - Jan 1
found 13 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Evansville (EVV)
17.2/10 Exceptional! (508 reviews)
Staff was excellent.we like staying here when we come to town for family .

Reviewed on Nov 8, 2025

Hyatt Place Evansville

Hyatt Place Evansville

3 out of 5
Downtown Evansville
Price was $540, price is now $500 per person
$500
per person
Dec 30 - Jan 1
found 13 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Evansville (EVV)
18.8/10 Exceptional! (1,002 reviews)
Everything was great. Staff and room. Room was absolutely gorgeous and besides the room having a view of HVAC and being right by Ice machine, I heard nothing and at the price I paid, I’d expect to view worse than an HVAC. Gorgeous clean hotel with staff who seem to like their jobs, many spaces to just hang out when in between flight and checkout.

Reviewed on Nov 23, 2025

Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
Price was $470, price is now $443 per person
$443
per person
Dec 30 - Jan 1
found 13 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Evansville (EVV)
16/10 Exceptional! (280 reviews)
No one at front desk. A monitor with a zoom connection. I couldnt understand the person on the other end very well. Issues were difficult to resolve. Other guests seemed sketchy someone dumped trash in the back of my pickup during my stay. Room was clean. Everything worked.

Reviewed on Nov 10, 2025

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Discover the most popular places to visit in Henderson

Ellis Park Race Course

4/5(9 reviews)

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

4.5/5(15 reviews)

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 Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
2030 US Highway 41 N Henderson KY
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $96 total per night from Dec 4 to Dec 5
$96 total
Dec 4 - Dec 5
Total with taxes and fees
8/10 Very Good! (282 reviews)
Clean room

Reviewed on Nov 18, 2025

Envi Boutique Hotel Henderson-Evansville South
Sleep Inn Henderson-Evansville South

Sleep Inn Henderson-Evansville South

2.5 out of 5
2224 Us Highway 41 N Henderson KY
Fully refundable
$93 nightly
The price is $103 total per night from Dec 19 to Dec 20
$103 total
Dec 19 - Dec 20
Total with taxes and fees
7.8/10 Good! (418 reviews)
PERFECT! Very Clean andsafe! Breakfast was good!!!

Reviewed on Nov 2, 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
$129 nightly
The price is $142 total per night from Nov 30 to Dec 1
$142 total
Nov 30 - Dec 1
Total with taxes and fees
8.4/10 Very Good! (237 reviews)
Great check in. Awesome friendly staff. Very beautiful and clean facility. Room was perfect.

Reviewed on Nov 3, 2025

Holiday Inn Express Henderson N Evansville South by IHG
See all 347 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.

Find the Best Henderson Vacation Packages

Henderson Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Evansville Regional Airport (EVV)
Population
28,900
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
John James Audubon State Park, Ellis Park Race Course and Henderson Community College

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Frequently asked questions

How much does a Henderson vacation package cost?
You'll find cheap prices from $422 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.

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