Henderson Vacation Packages

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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.

Top Henderson Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Best Budget Inn

Best Budget Inn

2.5 out of 5
Price was CA $1,005, price is now CA $961 per person
CA $961
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Evansville (EVV)
5.2/10 (240 reviews)
When I first pulled in, the hotel itself gave off bad vibes, doors opening directly outdoors, each room having an outside chair and a small bucket for cigarettes (I don't smoke for the record) and it just looked like one of those cheap motels people might stay in for an extended period when they don't have a lot of options. When I first got into my room, I was nervous about what I was going to see. But it was clean, the WiFi was strong, TV had plenty of channels, it had a large refrigerator, the bed was comfortable, this was a great room! The only downside was the breakfast options. Because the tables were right up against the windows, I decided to take what I wanted back to my room, rather than sit where I'd exposed to the sun's heat. Not too bad of a place

Reviewed on Aug. 11, 2025

Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
Price was CA $1,091, price is now CA $1,022 per person
CA $1,022
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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

Envi Boutique Hotel

Envi Boutique Hotel

4 out of 5
Price was CA $1,104, price is now CA $1,050 per person
CA $1,050
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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

Howard Johnson by Wyndham Evansville East

Howard Johnson by Wyndham Evansville East

2.5 out of 5
Price was CA $1,056, price is now CA $1,012 per person
CA $1,012
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Evansville (EVV)
8.2/10 Very Good! (1,000 reviews)
Std quality, comfortable clean

Reviewed on Aug. 19, 2025

Ramada by Wyndham Tell City

Ramada by Wyndham Tell City

2.5 out of 5
Price was CA $1,040, price is now CA $1,000 per person
CA $1,000
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Evansville (EVV)
7.4/10 Good! (533 reviews)
Convenient and clean, pet friendly

Reviewed on Aug. 10, 2025

Ready to book your vacation to Henderson?

 

Choose your dates

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
The price is CA $140 per night from Sep 28 to Sep 29
CA $140
CA $155 total
Sep 28 - Sep 29
includes taxes & fees
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
The price is CA $144 per night from Sep 6 to Sep 7
CA $144
CA $159 total
Sep 6 - Sep 7
includes taxes & 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
The price is CA $165 per night from Sep 7 to Sep 8
CA $165
CA $181 total
Sep 7 - Sep 8
includes taxes & 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Henderson vacation package cost?
You can grab a vacation package to this top destination from CA $961 on Expedia. However, how much your vacation to Henderson costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Henderson?
If you're looking to book a cheap Henderson vacation package, consider planning a trip in January, February and March. You're likely to find better rates on hotels and flights during these months — ideal for travellers wishing to save money.
How many days is enough for Henderson?
With a well-organized itinerary, you can easily hit the top Henderson sights in a handful of days. But if you'd like to discover hidden gems or take day trips, think about booking your Henderson vacation for longer.
How to find the best Henderson package deals?
Use Expedia's handy filters to find some great Henderson package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Henderson package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Henderson vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still have the freedom to create a personalized Henderson vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Henderson?
If you have your Henderson vacation dates locked in, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Henderson?

  1. Choose your travel dates: What you want to do in Henderson and your preferred season can help you decide when to go.
  2. Plan your budget wisely: In addition to the cost of your hotel, you should consider other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Henderson.
  3. Decide how long to go away for: Now that you're up to speed on Henderson, you can figure out the right length of your break. Put together a draft plan and give yourself enough time for all the things you want to do.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the perfect Henderson vacation package for you.

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