
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 1 day 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


Pillow and Paddock B&B
Price was $1,100, price is now $877 per person
$877
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Louisville (SDF)
10/10 Exceptional! (52 reviews)
Courteous staff and the room was outstanding. It was our second stay at the inn. Everything is first class. We highly recommend it.
Reviewed on Dec 22, 2025


DuPont Mansion Bed & Breakfast
Old Louisville
Price was $1,337, price is now $1,086 per person
$1,086
per person
Jul 9 - Jul 14
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
9.6/10 Exceptional! (117 reviews)
No staff was present during the stay. Breakfast didn’t start until 8:30, which was too late for us to wait for. For a bed and breakfast establishment there wasn’t that “feel at home feeling”
Reviewed on May 13, 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! (4,208 reviews)
"The staff was super friendly and the stay was very comfortable!"
Reviewed on May 17, 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 25 to May 26
$65 total
May 25 - May 26
Total with taxes and fees
7/10 Good! (3,069 reviews)
"Very quick stay."
Reviewed on May 18, 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! (1,893 reviews)
"The Omni is a great downtown option that is close to good restaurants and venues. It has a great place for drinks after the show, gym and breakfast options in the morning. the staff are excellent and very accommodating. You will not be disappointed using the Omni. Parking is tough, we use the valet ..."
Reviewed on May 18, 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.



















