Gentryville Holidays

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    Save up to €900 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top hotels in Gentryville

The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World

Gentryville IN
9.4/10 Exceptional! (56 reviews)
"Booked this house for our short stay for holiday world. This house isn’t extravagant by any means but just what we needed for a short stay with our family. So close to holiday world and got the best pizza from Hoosier pizza and wings!"

Reviewed on 22 Aug 2026

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The Family Oasis just 6 miles from Holiday World
The Cowboys Slumber' 2 Mi to Lincoln State Park

The Cowboys Slumber' 2 Mi to Lincoln State Park

Gentryville IN
10/10 Exceptional! (3 reviews)
"Loved it"

Reviewed on 18 Oct 2026

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The Cowboys Slumber' 2 Mi to Lincoln State Park
Another Oasis just 6 miles from Holiday World

Another Oasis just 6 miles from Holiday World

Gentryville IN
9/10 Wonderful! (33 reviews)
"Very spacious, great location and easy access to the house. One bathroom is pretty small. Kitchen has only cooking and eating utensils - bring everything else you need."

Reviewed on 2 Sept 2026

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Another Oasis just 6 miles from Holiday World
See all 119 properties in Gentryville
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.

Stay near popular Gentryville attractions

Colonel William Jones Home

You can find out about the history of Gentryville with a trip to Colonel William Jones Home. Take in the jazz scene and countryside in this family-friendly area.
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Frequently asked questions

How much does a Gentryville holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Gentryville costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Gentryville?
The off-season is the best time to travel to Gentryville if you're trying to keep costs down. Another tip for finding cheap Gentryville holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Gentryville?
Typically, a handful of days is enough to see the major sights during your Gentryville holiday. But if you want to have more time to unwind or go on day trips, consider extending your trip.
How to find the best Gentryville package deals?
Use Expedia's handy filters to find some great Gentryville 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 break for midweek, or look for Gentryville 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 typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Gentryville holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still have the freedom to create a customised Gentryville holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Gentryville?
Enjoy incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Gentryville adventure.
How to plan a trip to Gentryville?

  1. Choose when to go: Check your schedule and pack your bags. Your favourite season and the type of activities available will also help you decide when to holiday in Gentryville.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and experiences. Your accommodation will probably be the largest expense during your trip to Gentryville.
  3. Work out your trip length: Think about how much time you want to spend discovering Gentryville. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodation: Once you've settled on your travel dates and duration, lock in the right Gentryville 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.