Henderson Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Henderson

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 S$167 per night from 28 Aug to 29 Aug
S$167
28 Aug - 29 Aug
includes taxes & 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 22 Aug, 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
The price is S$147 per night from 6 Sept to 7 Sept
S$147
6 Sept - 7 Sept
includes taxes & fees
7.8/10 Good! (405 reviews)
"Everything was great"

Reviewed on 18 Aug, 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 S$169 per night from 7 Sept to 8 Sept
S$169
7 Sept - 8 Sept
includes taxes & fees
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.

Frequently asked questions

How much does a Henderson holiday package cost?
You'll find cheap prices 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 holiday to Henderson costs.
What are the cheapest months to go to Henderson?
If you're hoping to score a cheap Henderson holiday package, consider planning a trip in January, February and March. You'll generally find lower rates on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Henderson?
The ideal length for your Henderson holiday depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to go to all the major attractions and explore some hidden spots along the way.
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 holiday package as soon as possible.
Is it cheaper to book a Henderson holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking flights and hotels individually. Better still, you can personalise 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 holiday 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.
How to plan a trip to Henderson?

  1. Choose your dates: The things you plan to do in Henderson and your favourite season will help you decide when to go.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and airfares. Your hotel will likely be the biggest expense during your trip to Henderson.
  3. Set the duration of your trip: Start by making a list of all the attractions you'd like to experience in Henderson. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your airfare and accommodation: Once you've settled on your trip dates and duration, book the right Henderson holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.