Gentryville Vacations from $595

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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 Grayville

Super 8 by Wyndham Grayville

2 out of 5
Price was $732, price is now $595 per person
$595
per person
Jun 16 - Jun 19
found 4 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to Evansville (EVV)
8/10 Very Good! (521 reviews)
Bathroom dirty and poorly maintained

Reviewed on May 12, 2026

Quality Inn Evansville Eastland Area

Quality Inn Evansville Eastland Area

2.5 out of 5
Price was $756, price is now $636 per person
$636
per person
Jun 16 - Jun 19
found 4 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to Evansville (EVV)
7.6/10 Good! (373 reviews)
Not a lot of warm food options. Could be cleaned better. Not bad for the price.

Reviewed on May 9, 2026

Hyatt Place Evansville

Hyatt Place Evansville

3 out of 5
Downtown Evansville
Price was $944, price is now $802 per person
$802
per person
Jun 16 - Jun 19
found 4 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to Evansville (EVV)
9.4/10 Exceptional! (1,008 reviews)
Nice experience-everytime

Reviewed on May 3, 2026

Clarion Pointe Evansville North

Clarion Pointe Evansville North

2.5 out of 5
Price was $744, price is now $643 per person
$643
per person
Jun 16 - Jun 19
found 4 hours ago
Roundtrip non-stop flight included
Savannah (SAV) to Evansville (EVV)
6.2/10 (171 reviews)
The TV was a challenge to figure out how to get channels. The phone didn't work. The desk chair should be thrown away. The tub was not clean. The back door was broken. The bed was comfortable and clean. Minimal continental breakfast.

Reviewed on Nov 21, 2025

Holiday Inn Express Evansville West by IHG

Holiday Inn Express Evansville West by IHG

2.5 out of 5
Price was $805, price is now $722 per person
$722
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Evansville (EVV)
8.6/10 Excellent! (569 reviews)
A pleasant stay before my flight.

Reviewed on May 9, 2026

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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
Get rates
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
$419 nightly
The price is $470 total per night from Jun 14 to Jun 15
$470 total
Jun 14 - Jun 15
Total with taxes and fees
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

The Family Oasis just 6 miles from Holiday World
Comfort Inn Ferdinand

Comfort Inn Ferdinand

2.5 out of 5
123 Scenic Hills Court Ferdinand IN
Fully refundable
$93 nightly
The price is $104 total per night from May 21 to May 22
$104 total
May 21 - May 22
Total with taxes and fees
8.4/10 Very Good! (653 reviews)
The hotel was quaint, and clean! It’s in a great location off the interstate, and is close to Holiday World theme park

Reviewed on May 3, 2026

Comfort Inn Ferdinand
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 from $595 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.