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Top Gentryville hotels

The Cowboys Slumber' 2 Mi to Lincoln State Park

The Cowboys Slumber' 2 Mi to Lincoln State Park

Gentryville IN
$360 nightly
The price is $403 total per night from Oct 12 to Oct 13
$403 total
Oct 12 - Oct 13
Total with taxes and fees
This vacation home features barbecue grills.
"We had an excellent stay! Place was nice and homey, well decorated and perfectly clean! Host was on top of making sure we had everything we needed. Would definitely recommend for anyone wanting to stay close to Holiday World or Lincoln State Park!"

Reviewed on Aug 11, 2026

Opens in a new windowThe Cowboys Slumber' 2 Mi to Lincoln State Park
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
$118 nightly
The price is $139 total per night from Nov 8 to Nov 9
$139 total
Nov 8 - Nov 9
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 ...
"The two ladies up front were what made my stay! Very rarely are people friendly these days. Thank you, again."

Reviewed on Sep 27, 2026

Opens in a new windowHampton Inn & Suites Downtown Owensboro/Waterfront
The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World

Gentryville IN
This vacation home features a picnic area, laundry facilities, and barbecue grills.
"Booked this house for our short stay for holiday world. This house isn’t extravagant by any means but just what we needed for a short stay with our family. So close to holiday world and got the best pizza from Hoosier pizza and wings!"

Reviewed on Aug 22, 2026

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Opens in a new windowThe 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 IN
This vacation home features laundry facilities.
"Very spacious, great location and easy access to the house. One bathroom is pretty small. Kitchen has only cooking and eating utensils - bring everything else you need."

Reviewed on Sep 2, 2026

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Opens in a new windowAnother Oasis just 6 miles from Holiday World
Santas Lodge and Resort

Santas Lodge and Resort

2.5 out of 5
91 W CHRISTMAS BLVD Santa Claus IN
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $113 total per night from Oct 25 to Oct 26
$113 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features an indoor pool and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free ...
"Our girlfriend and I loved our stay. We aren’t going to be able to really have Christmas this year because of our baby being born so close so it was just what she needed. I also proposed on the property and she said yes!"

Reviewed on Oct 9, 2026

Opens in a new windowSantas Lodge and Resort
The Cowboys Slumber' 2 Mi to Lincoln State Park

The Cowboys Slumber' 2 Mi to Lincoln State Park

3 out of 5
Gentryville IN
$352 nightly
The price is $394 total per night from Oct 12 to Oct 13
$394 total
Oct 12 - Oct 13
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Opens in a new windowThe Cowboys Slumber' 2 Mi to Lincoln State Park
Comfort Inn Jasper South

Comfort Inn Jasper South

2.5 out of 5
1970 Hospitality Drive Jasper IN
Fully refundable
$102 nightly
The price is $114 total per night from Nov 1 to Nov 2
$114 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
Opens in a new windowComfort Inn Jasper South
Comfort Inn Ferdinand

Comfort Inn Ferdinand

2.5 out of 5
123 Scenic Hills Court Ferdinand IN
Fully refundable
$83 nightly
The price is $93 total per night from Nov 1 to Nov 2
$93 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like self-serve ...
Opens in a new windowComfort Inn Ferdinand
Jasper Inn

Jasper Inn

2.5 out of 5
951 Wernsing Road Jasper IN
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and ...
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Opens in a new windowJasper Inn
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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.

Frequently asked questions

What are the top kid-friendly hotels in Gentryville?
Family vacations are where wonderful memories are made, but it's no secret that traveling with youngsters can be stressful. These kid-friendly Gentryville hotels offer perks that aim to keep visitors of all ages relaxed and happy: The Family Oasis just 6 miles from Holiday World will help make your trip the most memorable one yet. It offers a variety of nice little touches, such as a water park and a playground. Alternatively, spend your Gentryville break at Baymont by Wyndham Dale. Make the most of a swimming pool, complimentary breakfast and more here.
Where can I find cheap hotels in Gentryville?
At Travelocity you'll find really nice hotels in Gentryville at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Gentryville rather than in Gentryville. We may find you even better rates, too.
How do I find the best Gentryville hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Gentryville then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Gentryville?
The cheapest hotel in Gentryville is $93. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Gentryville?
There are 118 hotels in Gentryville on Travelocity.
What are the best hotels in Gentryville?
Gentryville has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Gentryville for you!
When is the best time to visit Gentryville?
If you want the joy of a fun-filled trip in peak season, visit Gentryville during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Gentryville?
Based on historic data is usually the cheapest month to visit Gentryville. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Gentryville?
There are multiple hotels in Gentryville that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Gentryville. We have plenty of kid-friendly hotels in Gentryville to choose from on Travelocity!
Why book a hotel in Gentryville through Travelocity?
Because we have the top hotels in Gentryville! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Gentryville on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Gentryville hotel reviews by fellow wanderers

Clarion Pointe Jasper

Clarion Pointe Jasper

4 out of 5
Posted 1 day ago
Travelocity Verified Review
"Great King bed and friendly staff!"
A verified traveler stayed at Clarion Pointe Jasper
Clarion Pointe Jasper