Deals on vacations and trips to Gentryville

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Gentryville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
PT6 INN

PT6 INN

2.5 out of 5
Price was $526, price is now $506 per person
$506
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Evansville (EVV)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Staff at the 24-hour front desk can provide around-the-clock assistance.
Envi Boutique Hotel Henderson-Evansville South

Envi Boutique Hotel Henderson-Evansville South

3 out of 5
Price was $575, price is now $549 per person
$549
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Evansville (EVV)
This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A terrace, a picnic area, and dry cleaning are also on offer.
Oakland Courtyard

Oakland Courtyard

2 out of 5
Price was $627, price is now $603 per person
$603
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Evansville (EVV)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Holiday Inn Express & Suites Evansville North by IHG

Holiday Inn Express & Suites Evansville North by IHG

2.5 out of 5
Price was $659, price is now $638 per person
$638
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Evansville (EVV)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like self-serve breakfast and free self parking.
Hyatt Place Evansville

Hyatt Place Evansville

3 out of 5
Downtown Evansville
Price was $673, price is now $652 per person
$652
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Evansville (EVV)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free continental breakfast each morning.

Top Gentryville hotels deals

The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World

Gentryville IN
Get rates
This vacation home features a picnic area, laundry facilities, and barbecue grills.
Kitchen
Washer
Another Oasis just 6 miles from Holiday World

Another Oasis just 6 miles from Holiday World

Gentryville IN
Get rates
This vacation home features laundry facilities.
Kitchen
Washer
Hampton Inn & Suites Downtown Owensboro/Waterfront

Hampton Inn & Suites Downtown Owensboro/Waterfront

2.5 out of 5
401 West 2nd Street Owensboro KY
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $144 total per night
$144 total
Mar 4 - Mar 5
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a hair salon are also on offer.
Pool
Breakfast included
Ramada by Wyndham Tell City

Ramada by Wyndham Tell City

2.5 out of 5
235 Orchard Hill Dr Tell City IN
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $101 total per night
$101 total
Feb 21 - Feb 22
Total with taxes and fees
This hotel features an outdoor pool and a gym. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A business center, a snack bar/deli, and express check-out are also on offer.
Pool
Breakfast included
Hampton Inn Jasper

Hampton Inn Jasper

2.5 out of 5
355 3rd Ave Jasper IN
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $113 total per night
$113 total
Mar 7 - Mar 8
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and express check-in are also on offer.
Pool
Hot Tub
Holiday Inn Owensboro Riverfront by IHG

Holiday Inn Owensboro Riverfront by IHG

3 out of 5
701 West 1st Street Owensboro KY
Free Cancellation
$111 nightly
The price is $131 total per night
$131 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included
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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.

Popular places to visit

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

Frequently asked questions

How much are vacation packages to Gentryville?
$506 is all you'll need for an exciting break in Gentryville. Bundle your hotel and flights into a Travelocity package and see your savings start to pile up. With such good prices, traveling has never been so accessible.
Where can I get the best vacation package deals for Gentryville?
Travelocity can help you find a great Gentryville package deal. With more than 400 partner airlines and 1,000,000 properties across the world, we know you'll find the perfect combination.
Why should I book my Gentryville vacation bundle with Travelocity?
We have destinations to suit every kind of traveler, first-rate service and round-the-clock customer support. And to top it off, we'll match any cheaper price you come across with our Price Match Guarantee.
Can I save money on my Gentryville car rental if I bundle it with a hotel or flight?
You certainly can — combine your flight, car and hotel into a Gentryville vacation package and you'll save tons. With so much to see in the Gentryville area, having your own ride will make exploring a joy. Once you've slid into the driver's seat, crank up the tunes and cruise toward Churchill Downs, a top sight around 70 mi from Gentryville.
Which airport is best for Gentryville?
Evansville Regional Airport (EVV) is the major airport for visitors jetting to Gentryville. Once you land, you'll be 25 mi west of downtown.
What is there to do in Gentryville?
Enjoy some excellent photo opportunities at Colonel William Jones Home, one of the most well-known attractions in Gentryville. There's a lot more to discover in this great city, so give yourself enough time to experience some of its lesser-known gems.
Where should I stay when visiting Gentryville?
If you're looking for a place to lay your head, consider the The Family Oasis just 6 miles from Holiday World. It's the top pick for many travelers.

Photos of local treasures

Browse Gentryville vacation photos for more inspiration