Shepherdsville Vacations from $589
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Your Shepherdsville Vacation
Take the hassle out of planning your next grand adventure with a Shepherdsville vacation package. Whether you're in town for its landmarks, food or other highlights, you'll find countless exciting experiences to delve into. Every trip to Shepherdsville needs a well-thought-out itinerary. Fill yours with big-name attractions like Jim Beam American Outpost, Bernheim Arboretum and Research Forest and Awesome Flea Market. Stop dreaming and start adventuring. Explore the many options on Expedia today and put your Shepherdsville vacation plans into gear!
The Latest Shepherdsville vacation packages
Price found within the past 48 hours. Click for updated prices.
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
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)
Great for the price. Staff are very polite and helpful. There was a plenty of breakfast choice.
Also we got some snack and drinks (bottled sodas and energy drink) because of Expedia VIP access.
The only inconvenient thing was the ice machine on our floor was out of order and had to go to other floor to get it.
Reviewed on Oct 15, 2026
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See all available trips from Columbus to Shepherdsville
View all tripsStay near popular Shepherdsville attractions
Brooks Hill Winery
7.8/10 (10 reviews)
You can enjoy a tasting or tour at Brooks Hill Winery during your travels to Shepherdsville. Attend a sporting event in this family-friendly area.
Bernheim Arboretum and Research Forest
8.6/10 (65 reviews)
This 16,000-acre sanctuary features 8,000 plant species and the famous 'Forest Giants' sculptures by Thomas Dambo. Wander the trails or experience the elevated Canopy Tree Walk for a fresh perspective on nature.
Jim Beam American Outpost
8.8/10 (160 reviews)
This historic Kentucky distillery showcases over 200 years of Beam family bourbon craftsmanship. Book a morning tour to explore the grounds, savor tastings, and dine on local cuisine at The Kitchen Table.
Paroquet Springs Conference Center
7.0/10 (27 reviews)
This versatile venue offers 40,000 square feet of flexible space for conferences, weddings, and trade shows. Enjoy professional service, audio-visual capabilities, and on-site catering for up to 800 guests.
Heritage Hill Golf Course
5.6/10 (17 reviews)
This championship course designed by Doug Beach offers scenic play with bent grass greens and zoysia fairways. Enjoy strategic challenges amid elevation changes while appreciating the course's Golf Digest recognition.
James B. Beam Distilling Co.
This legendary distillery showcases eight generations of bourbon-making heritage through interactive tours. Sample premium whiskeys, bottle your own Knob Creek bourbon, and enjoy locally-sourced dishes.
Bullitt County History Museum
6.2/10 (18 reviews)
Housed in the historic courthouse, this museum chronicles Bullitt County's pioneer life and industrial past. Exhibits feature Native American artifacts, Civil War memorabilia, and local salt mining history.
Floyd's Fork
5.6/10 (16 reviews)
This scenic tributary flows through The Parklands of Floyds Fork, offering pristine waters for paddling and fishing. Explore surrounding trails or join seasonal trout fishing when the creek is stocked.
What to do in Shepherdsville
Kentucky Derby Museum - General Admission and Guided Track Visit
$24
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
$129
per adult
94% of travellers recommend
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby
$29
per adult
92% of travellers recommend
Shepherdsville Hotel Deals
Motel 6 Shepherdsville, KY – Louisville South
144 N. Joe B Hall Avenue Shepherdsville KY
Fully refundable
$59 nightly
$66 total
Oct 18 - Oct 19
Total with taxes and fees
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! (4,376 reviews)
"Na"
Reviewed on Oct 15, 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
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 Shepherdsville Vacation Packages
Shepherdsville Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Louisville Intl. Airport (SDF) |
Population | 12,000 |
Max Temp Winter | 45ºF |
Max Temp Summer | 85ºF |
Top Sights | Jim Beam American Outpost, Brooks Hill Winery and Milla Nova Winery |
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Frequently asked questions
How much does a Shepherdsville vacation package cost?
You can grab a vacation package to this popular destination from $589 on Expedia. However, how much your vacation to Shepherdsville costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Shepherdsville?
January, October and December are great times to search for cheap Shepherdsville vacation packages. Opting to travel in quieter months means you'll typically find better prices on accommodations and flights.
How many days is enough for Shepherdsville?
Allow around 2 days for your Shepherdsville vacation to really enjoy everything that makes this destination special. Explore key areas, including Hillview and Pioneer Village. Then head to the top attractions such as Forest Edge Winery and Wight - Meyer Vineyard & Winery. With a good itinerary, you can keep busy with room for some rest and relaxation too. Want to travel outside of Shepherdsville? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Shepherdsville?
Shepherdsville has everything you need for a wonderful trip. Begin your Shepherdsville vacation on a high note by checking out top attractions like Bullitt County History Museum.
How to find the best Shepherdsville package deals?
Landing a cheap Shepherdsville package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Shepherdsville package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Shepherdsville vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights separately. Better still, you can personalize your Shepherdsville trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Shepherdsville?
Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Shepherdsville break.
How to plan a trip to Shepherdsville?
- Choose the right time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to travel to Shepherdsville.
- Calculate your budget: Make sure you have enough money to cover everything from transportation and food to activities and airfares. Your hotel will probably be the largest expense during your trip to Shepherdsville.
- Explore Shepherdsville with our trip planning tool: Gain insights into the most popular attractions and best hotels for your trip to Shepherdsville. You can also save your favorite locations, collaborate with your group and manage your plans in one place.
- Determine how many days away: Start by compiling a list of the attractions you want to experience in Shepherdsville. Then, estimate how long you'll need for each, including any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized Shepherdsville vacation package.
- Book any activities or day trips: Here's the fun part — locking in everything you want to do and see. Check out some of the exciting things to do in Shepherdsville in Shepherdsville and book your tickets in advance to save time (and maybe some cash too!).
Does Expedia offer Book Now, Pay Later Shepherdsville vacation packages?
Your Shepherdsville getaway is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to give you a little more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
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- Iroquois Park
- Awesome Flea Market
- Kentucky Derby Museum
- Hawks View Glass Art Tour Cafe
- Waverly Hills Sanatorium
- Louisville Slugger Museum
- Louisville Mega Cavern
- Bernheim Arboretum and Research Forest
- Freedom Hall
- Conrad-Caldwell House Museum
- Paroquet Springs Conference Center
- Riverside Farnsley-Moremen Landing
- Colonel Sanders Museum
- Jefferson Mall
- Waverly Park
- Silver Heights Plaza Shopping Center
- Louisville Zoo
- Brooks Hill Winery
- Jim Beam American Outpost
- Maplehurst Golf Course
- Eastland Shopping Center
- Forest Edge Winery
- Jefferson Memorial Forest
- Churchill Downs
- Kentucky Derby
- Kentucky Kingdom
- Mcneely Lake Park
- United States Bullion Depository
- Outer Loop Plaza Shopping Center
- Bullitt County History Museum
- Where to stay in Louisville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
