Gentryville Vacations

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Your Gentryville Vacation

Take away the hard part of organizing your next great adventure with a Gentryville vacation package. Whether you're here for its cuisine, history, art or other highlights, you'll find countless exciting experiences to delve into. You'll want to take in some sights during your trip to Gentryville. Carve out some time for top attractions such as Lincoln Boyhood National Memorial, Colonel William Jones Home and Antique Shak. Whatever your travel plans or budget, organizing your ultimate tailored Gentryville vacation is a breeze with Expedia.

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Discover the most popular places to visit in Gentryville

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.

Colonel William Jones Home

Gentryville Hotel Deals

Another Oasis just 6 miles from Holiday World

Another Oasis just 6 miles from Holiday World

Gentryville IN
8.8/10 Excellent! (19 reviews)
Absolutely amazing. House was alot bigger than i expected. We take a trip to holiday world every year and i will pick this location every year. Thank you for an amazing experience!

Reviewed on Jul 28, 2025

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Another Oasis just 6 miles from Holiday World
The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World

Gentryville IN
9.2/10 Wonderful! (45 reviews)
Family getaway to Holiday World
There was lots of room for our family to spread out, easy check in, and conveniently located near Holiday World. I was concerned that some of the bar stools and kitchen chairs would break while sitting on them due to wear. The outdoor grill did not work, so we couldn’t grill out. We enjoyed ourselves ...

Reviewed on Oct 14, 2025

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The Family Oasis just 6 miles from Holiday World
Hampton Inn & Suites Downtown Owensboro/Waterfront

Hampton Inn & Suites Downtown Owensboro/Waterfront

2.5 out of 5
401 West 2nd Street Owensboro KY
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $134 total per night from Dec 7 to Dec 8
$134 total
Dec 7 - Dec 8
Total with taxes and fees
9.4/10 Exceptional! (1,005 reviews)
Property and area around hotel are beautiful. Staff members were absolutely wonderful and friendly, treated us in the best way you could ask for.

Reviewed on Nov 16, 2025

Hampton Inn & Suites Downtown Owensboro/Waterfront
See all 117 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.

Find the Best Gentryville Vacation Packages

Gentryville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Owensboro-Daviess County Regional Airport (OWB)
Top Sights
Colonel William Jones Home, Lincoln Boyhood National Memorial and Antique Shak

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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?
If you'd like to book a cheap Gentryville vacation package, consider visiting in December, January and February. You'll generally find better prices on hotels and airfares during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Gentryville?
The ideal length of your Gentryville vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to visit all the major attractions and discover some hidden spots along the way.
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.
Does Expedia offer Book Now, Pay Later Gentryville vacation packages?
Your Gentryville break should be an escape from your daily routine, not a source of money worries. So to give you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.