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'

Regina's Country Livin'

3 out of 5
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

5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

3 out of 5
Save 100% on your flight
Price was $1,607, price is now $1,126 per person
$1,126
per person
Jul 22 - Jul 26
found 9 hours ago
Roundtrip flight included
New York (NYC) to Louisville (SDF)
No reviews
Fairfield Inn & Suites by Marriott Louisville Downtown

Fairfield Inn & Suites by Marriott Louisville Downtown

3 out of 5
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

The Reserve on Main

4 out of 5
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

Hotel Distil, Autograph Collection

4 out of 5
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

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Henryville Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
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

Galt House Hotel Trademark Collection by Wyndham
Radisson Hotel Louisville North

Radisson Hotel Louisville North

3 out of 5
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

Radisson Hotel Louisville North
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
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

Omni Louisville Hotel
See all 1,601 properties in Henryville
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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Frequently asked questions

How much does a Henryville vacation package cost?
Offering excellent value package deals from $488 on Expedia, you'll be thrilled with how little a vacation to Henryville costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Henryville?
If you're hoping to book a cheap Henryville vacation package, consider traveling in February, October and December. You're likely to find better prices on flights and hotels during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Henryville?
The ideal length for your Henryville vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to visit all the main sights and discover some hidden gems along the way.
How to find the best Henryville package deals?
Landing a cheap Henryville package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most economical Henryville package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Henryville vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Henryville vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Henryville?
If you're planning a spur-of-the-moment Henryville vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Henryville vacation packages?
Your Henryville break is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to give you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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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.