Gentryville Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Gentryville Vacation Packages
Gentryville Hotel Deals
The Family Oasis just 6 miles from Holiday World
Gentryville IN
9.4/10 Exceptional! (55 reviews)
"Great hassle free stay. Chose this location due to it's close proximity to Holiday World with it being only a 10 minute drive."
Reviewed on Aug 11, 2026
Another Oasis just 6 miles from Holiday World
Gentryville IN
9/10 Wonderful! (30 reviews)
"We have 9 people with us and it was comfortable for everyone. Plenty of space and will be visiting again."
Reviewed on Aug 1, 2026
The Cowboys Slumber' 2 Mi to Lincoln State Park
Gentryville IN
￥15,798
￥60,768 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (2 reviews)
"We had an excellent stay! Place was nice and homey, well decorated and perfectly clean! Host was on top of making sure we had everything we needed. Would definitely recommend for anyone wanting to stay close to Holiday World or Lincoln State Park!"
Reviewed on Aug 11, 2026
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 when you stop by Colonel William Jones Home. Take in the jazz scene and countryside in this family-friendly area.
Frequently asked questions
How much does a Gentryville vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation 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 vacation 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 vacation. 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 vacation package as early as possible.
Is it cheaper to book a Gentryville vacation as a package?
Expedia vacation 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 customized Gentryville vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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?
- Choose when to go: Check your schedule and pack your bags. Your favorite season and the type of activities available will also help you decide when to vacation in Gentryville.
- Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and experiences. Your accommodations will probably be the largest expense during your trip to Gentryville.
- 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.
- Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the right Gentryville 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.
