Gentryville Vacations from $970

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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.
Envi Boutique Hotel

Envi Boutique Hotel

4 out of 5
Price was $1,037, price is now $970 per person
$970
per person
Oct 6 - Oct 10
found 14 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Evansville (EVV)
8/10 Very Good! (259 reviews)
Okay the hotel is great besides the screen yelling at me every time I walk into the lobby, like no u can’t help me because I want a remote, towel, soap etc just zip it over there but besides hearing voices when entering the lobby 5 stars

Reviewed on Aug 22, 2025

Residence Inn by Marriott Evansville East

Residence Inn by Marriott Evansville East

3 out of 5
Price was $1,091, price is now $1,001 per person
$1,001
per person
Oct 6 - Oct 10
found 14 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Evansville (EVV)
8.6/10 Excellent! (496 reviews)
the breakfast was absolutely amazing probably the best we've ever had as far as complimentary. the staff was also so nice and friendly and helpful!!

Reviewed on Aug 20, 2025

Garner Hotel Evansville East by IHG

Garner Hotel Evansville East by IHG

3 out of 5
Price was $1,053, price is now $976 per person
$976
per person
Oct 6 - Oct 10
found 14 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Evansville (EVV)
9.6/10 Exceptional! (4 reviews)
All around great stay

Reviewed on Aug 24, 2025

Hampton Inn Evansville

Hampton Inn Evansville

3 out of 5
Price was $1,224, price is now $1,137 per person
$1,137
per person
Oct 6 - Oct 10
found 14 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Evansville (EVV)
8.8/10 Excellent! (1,002 reviews)
I love the staff. Always super nice especially Dee.

Reviewed on Aug 25, 2025

New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

3 out of 5
Price was $1,077, price is now $1,009 per person
$1,009
per person
Oct 6 - Oct 10
found 14 hours ago
Roundtrip non-stop flight included
Boise (BOI) to Evansville (EVV)
9.2/10 Wonderful! (456 reviews)
There were walking trails to the Wabash River, a wonderful restaurant associated with the inn, I forget the name, and the tranquility of the place. It was wonderful!😊

Reviewed on Aug 24, 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! (37 reviews)
Great for our family
"Overall it was a wonderful stay! We stayed as our entire family for our trip to Holiday World and used all the rooms and beds. There were linens provided for all beds (except for pillow cases) and plenty of towels for everyone! Just a heads up, if you do plan to come be sure to bring all your own ..."

Reviewed on Jul 31, 2025

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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
8.8/10 Excellent! (17 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
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
440 South Main St, Ferdinand, IN
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Sep 21 to Sep 22
$90 total
Sep 21 - Sep 22
Total with taxes and fees
6.8/10 (621 reviews)
"Sausage links were cold at breakfast."

Reviewed on Aug 15, 2025

Quality Inn & Suites
See all 113 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.

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Frequently asked questions

How much does a Gentryville vacation package cost?
Offering excellent value package deals from $970 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.