
Henryville Vacations from $488
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Your Henryville Vacation
Our Henryville vacation packages allow you to customize your own adventure. Tailor your getaway to your interests and style and make the most of your time in this exciting city. Every trip to Henryville has to include a little sightseeing. Champions Pointe Golf Club is a superb place to start. Your Henryville vacation is a few clicks away. Search hotels, flights and more on Expedia for a trip that's tailored to suit your travel style.
The Latest Henryville vacation packages
Price found within the past 48 hours. Click for updated prices.

Regina's Country Livin'
Price was $616, price is now $488 per person
$488
per person
Jul 22 - Jul 26
found 9 hours ago
Roundtrip flight included
New York (NYC) to Louisville (SDF)
10/10 Exceptional! (10 reviews)
For my first time visiting in Kentucky, I’m glad I picked to stay at Regina’s Country Living. Hostess : Top notch hospitality; Regina looked out for everyone who stayed for the Kentucky Derby event like a mother. Our breakfast was homemade each morning, and it definitely brought back memories with of my grandma for Sunday and Christmas breakfast specials.
Room/Home : Regina’s home had so much old southern world charm that had it not been so cool outside, that drinking a Mint Julep on the porch would have been a pleasant experience. I stayed in the “ King’s Room “, my bed was huge and the covers were soft and inviting. I slept good everyday I was there and I slept really good after the Derby. Each room had a story to tell and I’d especially liked the sky light in the family room. The park adjacent to the house is such a nice addition for anyone who just wants to take a walk or run. It’s perfect if you bring a dog with you on your stay as well.
Thank you, Regina for opening up your home and being an amazing woman. Thank you for sharing an amazing friendly dinner with me at the Mexican restaurant and making sure a solo traveler felt like family even if it was for a few days. Looking forward to next year’s Kentucky Derby at your Bed and Breakfast.
Reviewed on May 4, 2026


Fairfield Inn & Suites by Marriott Louisville Downtown
Downtown Louisville
Save 100% on your flight
Price was $1,577, price is now $1,213 per person
$1,213
per person
Jul 8 - Jul 15
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
8.4/10 Very Good! (1,004 reviews)
Breakfast was great! Hotel and rooms were very clean and comfortable
Reviewed on May 17, 2026

The Reserve on Main
Downtown Louisville
Save 100% on your flight
Price was $6,835, price is now $5,485 per person
$5,485
per person
Jul 9 - Jul 15
found 10 hours ago
Roundtrip flight included
New York (NYC) to Louisville (SDF)
9.4/10 Exceptional! (3 reviews)
Super easy! Loved the vibe!
Reviewed on Apr 18, 2026

Hotel Distil, Autograph Collection
Downtown Louisville
Price was $661, price is now $533 per person
$533
per person
Aug 6 - Aug 9
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9.6/10 Exceptional! (466 reviews)
Love staying here when we are in Louisville.
Reviewed on May 2, 2026
Henryville Hotel Deals

Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $175 total per night from Jun 7 to Jun 8
$175 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (4,204 reviews)
Spacious room, historic building downtown Louisville! Convenient to downtown restaurants..also had a very nice bar and restaurant on location. Outstanding breakfast buffet!
Reviewed on May 14, 2026

Radisson Hotel Louisville North
505 Marriott Drive Clarksville IN
Fully refundableReserve now, pay when you stay
$57 nightly
The price is $65 total per night from May 24 to May 25
$65 total
May 24 - May 25
Total with taxes and fees
7/10 Good! (3,058 reviews)
Loved every second
Reviewed on May 17, 2026

Omni Louisville Hotel
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $253 total per night from Jun 2 to Jun 3
$253 total
Jun 2 - Jun 3
Total with taxes and fees
9.4/10 Exceptional! (1,888 reviews)
Stunning hotel, valet service was chaotic
Reviewed on May 16, 2026
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 Henryville Vacation Packages
Henryville Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Louisville Intl. Airport (SDF) |
Population | 1,900 |
Top Sights | Huber’s Orchard, Winery & Vineyards, Deam Lake State Recreation Area and Covered Bridge Golf Club |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















