Gentryville Vacations from $529

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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.

The Latest Gentryville vacation packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Evansville North

Super 8 by Wyndham Evansville North

2 out of 5
per person
Aug 14 - Aug 18
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Evansville (EVV)
7.6/10 Good! (487 reviews)
It was decent, but not professional.

Reviewed on Jul 7, 2025

Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
per person
Aug 14 - Aug 18
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Evansville (EVV)
8.6/10 Excellent! (471 reviews)
Wonderful staff! Very clean. Accommodated early check in with no problem

Reviewed on Jul 2, 2025

Baymont by Wyndham Evansville North/Haubstadt

Baymont by Wyndham Evansville North/Haubstadt

2.5 out of 5
per person
Aug 14 - Aug 18
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Evansville (EVV)
7.6/10 Good! (985 reviews)
It was definitely an older hotel but seemed clean enough. It was fine for one night as I waited for my delayed flight but I would not want to stay here for an extended time.

Reviewed on Jul 3, 2025

Holiday Inn Express Henderson N Evansville South by IHG

Holiday Inn Express Henderson N Evansville South by IHG

2.5 out of 5
per person
Aug 14 - Aug 18
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Evansville (EVV)
8.6/10 Excellent! (216 reviews)
Great bed - very comfortable!

Reviewed on Apr 26, 2025

New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
per person
Aug 14 - Aug 18
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Evansville (EVV)
9.2/10 Wonderful! (430 reviews)
Every aspect of New Harmony was unique and interesting. All people were kind and courteous. Food was excellent and food prices were very reasonable.

Reviewed on Jul 7, 2025

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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

The Family Oasis just 6 miles from Holiday World
The Family Oasis just 6 miles from Holiday World
Gentryville
9.2/10 Wonderful! (34 reviews)
Tonya
"Felt homey we loved it"

Reviewed on Jun 25, 2025

Get rates
The Family Oasis just 6 miles from Holiday World
Another Oasis just 6 miles from Holiday World
Another Oasis just 6 miles from Holiday World
Gentryville
9/10 Wonderful! (14 reviews)
Family
"Roomy, nice outdoor area."

Reviewed on Jun 29, 2025

Get rates
Another Oasis just 6 miles from Holiday World
Quality Inn & Suites
Quality Inn & Suites
2.5 out of 5
440 South Main St, Ferdinand, IN
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Aug 4 to Aug 5
$110 total
Aug 4 - Aug 5
Total includes taxes and fees
7/10 Good! (569 reviews)
"I liked how we got main floor and by an exit to our car and front office. The one thing i didnt like was lack of breakfast options. And if there was options they tasted incredibly bland. One morning i had 2 mini donuts and a mini muffin for breakfast because that's all there really was, unless i ..."

Reviewed on Jun 15, 2025

Quality Inn & Suites
See all 110 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 from $529 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.