Henryville Vacations from $590
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Cottonwood Airport & Expo Hotel Louisville
Shively
$590
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
8.6/10 Excellent! (1,008 reviews)
Staff was wonderful. We just stayed overnight and went to the airport in the morning. I would stay here again
Reviewed on Oct 14, 2026
Pillow and Paddock B&B
$721
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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
The Grady
Downtown Louisville
$773
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
9.4/10 Exceptional! (1,011 reviews)
10/10. Rad decor. Great walkable spot. Friendly staff. Easy check in and check out. They open the front door for you as you come and go. Very great experience
Reviewed on Oct 15, 2026
Hotel Distil, Autograph Collection
Downtown Louisville
$925
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
9.6/10 Exceptional! (507 reviews)
This was a top shelf property, no question. You can tell by the details, the fit and finish of the furniture and attention to the layout. Breakfast was impressive, service all around was exactly what you’d hope for.
Reviewed on Oct 13, 2026
Stay near popular Henryville attractions
Champions Pointe Golf Club
Designed by Fuzzy Zoeller, this championship course features pristine zoysiagrass fairways amid Southern Indiana's rolling hills. Experience its strategic lakes and challenging bunkers.
White Oak Nature Preserve
Wander through this exemplary oak-hickory forest featuring diverse tree species and seasonal wildflowers. The 1.6-kilometer loop trail offers peaceful creek crossings and excellent bird watching opportunities.
Virginia Pine Chestnut Oak Nature Preserve
Wander through diverse oak species and native Virginia pines in this serene woodland preserve. Cross Wolf Run creek while keeping an eye out for Eastern box turtles and white-tailed deer along the well-marked trails.
Henryville Hotel Deals
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
$145 nightly
$171 total
Oct 25 - Oct 26
Total with taxes and fees
9/10 Wonderful! (4,375 reviews)
"Gorgeous property. Will stay here again!"
Reviewed on Oct 14, 2026
The Brown Hotel
335 W Broadway Louisville KY
Fully refundableReserve now, pay when you stay
$156 nightly
$183 total
Oct 28 - Oct 29
Total with taxes and fees
Radisson Hotel Louisville North
505 Marriott Drive Clarksville IN
Fully refundable
$76 nightly
$85 total
Oct 25 - Oct 26
Total with taxes and fees
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 |
More vacations you might like
Frequently asked questions
How much does a Henryville vacation package cost?
Offering excellent value package deals from $590 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.
Explore a world of travel with Expedia
- Cabin Rentals in Vienna
- Red Roof Inn Hotels in Charlestown
- Henryville Hotels
- Vacation Homes in Memphis
- Hotels with an Indoor Pool in Charlestown
- 3 Star Hotels in Henryville
- New Albany Hotels
- Cheap Hotels in Scottsburg
- Cabin Rentals in Scottsburg
- 4 Star Hotels in Charlestown
- Pet-Friendly Hotels in Charlestown
- Madison Hotels
- B&B in Henryville
- Cabin Rentals in Sellersburg
- Cheap Hotels in Charlestown
- Hilton Hotels in Charlestown
- Cabin Rentals in Memphis
- Hotels near Deam Lake State Recreation Area
- Resorts & Hotels with Spas in Charlestown
- Cabin Rentals in Underwood
- Independent Hotels in Oregon Township
- Rv Parks in Marysville
- Cabin Rentals in Henryville
- 3 Star Hotels in Memphis
- B&B in Charlestown
- Hotels near Covered Bridge Golf Club
- Castles in Oregon Township
- Hilton Hotels in Henryville
- Hotels with Hot Tubs in Scottsburg
- Hotels near Champions Pointe Golf Club
- Motels in Charlestown
- Cheap Hotels in Sellersburg
- Scottsburg Hotels
- 5 Star Hotels in Charlestown
- B&B in Vienna
- Extended Stay Hotels in Charlestown
- Cabin Rentals in Charlestown
- Hotels with Hot Tubs in Charlestown
- Extended Stay Hotels in Sellersburg
- Red Carpet Inn Hotels in Charlestown
- Motel 6 Hotels in Charlestown
- Jeffersonville Hotels
- Clarksville Hotels
- Best Western Hotels in Charlestown
- Memphis Hotels
- Hotels near Scott County Fairgrounds
- Hilton Hotels in Sellersburg
- Sellersburg Hotels
- Charlestown Hotels
- Jeffersonville Vacations
- Howard Steamboat Museum
- Scott County Fairgrounds
- Horseshoe Southern Indiana Casino
- Austin Vacations
- Turtle Run Winery
- Falls of the Ohio Interpretive State Park
- Falls of the Ohio State Park
- Marengo Cave National Landmark
- Visit Sellersburg
- Visit Henryville
- Stream Cliff Herb Farm and Winery
- Sunrise Falls Golf Course
- Park Theatre Civic Center
- Scottsburg Vacations
- Clifty Falls State Park
- Visit Scottsburg
- Derby Dinner Playhouse
- Charlestown Family Activities Park
- Madison Vacations
- Corydon Vacations
- Muscatatuck National Wildlife Refuge
- Madison Railroad Station Museum
- Corydon Capitol State Historic Site
- Visit Charlestown
- Southern Indiana Center for the Arts
- Carousel Winery
- Charlestown State Park
- Thomas Family Winery
- Atlantis Waterpark
- Battle of Corydon Memorial Park
- New Albany Vacations
- Deam Lake State Recreation Area
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
