Shepherdsville Vacations from $447

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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.
Hilton Garden Inn Louisville East

Hilton Garden Inn Louisville East

3 out of 5
Jeffersontown
Price was $555, price is now $447 per person
$447
per person
Apr 16 - Apr 19
found 22 hours ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
8.4/10 Very Good! (796 reviews)
This property allows pets and I think someone had had a cat in the room which I am allergic to. You can imagine…

Reviewed on Nov 10, 2025

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,311, price is now $955 per person
$955
per person
Apr 16 - Apr 19
found 22 hours ago
Roundtrip flight included
New York (LGA) to Louisville (SDF)
8.8/10 Excellent! (1,005 reviews)
Delicious Old Fashion. Great location.

Reviewed on Jan 21, 2026

Holiday Inn Louisville Airport South by IHG

Holiday Inn Louisville Airport South by IHG

3 out of 5
Price was $989, price is now $764 per person
$764
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (765 reviews)
Very nice hotel. Well maintained. Easy access to most of the city via I65!

Reviewed on Jan 22, 2026

Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was $1,195, price is now $932 per person
$932
per person
Mar 19 - Mar 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9.6/10 Exceptional! (422 reviews)
Beautiful room! Clean and the service at the front desk was great! So kind!

Reviewed on Jan 28, 2026

Hancock House

Hancock House

3 out of 5
Downtown Louisville
Price was $743, price is now $598 per person
$598
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.2/10 Very Good! (245 reviews)
The apartment was so elegant with an antique vibe. It had high ceilings and lots of tall windows with drapes and blackout blinds. Modern stainless steel kitchen appliances. I really liked that it had an icemaker and lamps in every room. Besides the stairs you couldn’t hear the neighbors.The host made things even more convenient by providing late or early check in, late check out or the option to add an extra night right from the confirmation email of your booking. If you like wholesome comfort and simple amenities you would love this charming apartment stay.

Reviewed on Oct 31, 2025

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Discover the most popular places to visit in Shepherdsville

Ky Derby festival balloon glow.

Kentucky Exposition Center

4.5/5(628 reviews)

During your trip, find out what's happening at Kentucky Exposition Center, a top convention center in Louisville. Experience the area's lively festivals and acclaimed art scene.

Kentucky Exposition Center
Churchill Downs showing horseriding and land animals as well as a small group of people

Churchill Downs

4.5/5(551 reviews)

Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.

Churchill Downs
Panorama Ohio River waterway riverboats and bridges leading to heart of downtown Louisville KY

KFC Yum Center

4.5/5(423 reviews)

Catch an event at KFC Yum Center during your trip to Louisville. Stroll along the riverfront or attend a sporting event in the area.

KFC Yum Center

What to do in Shepherdsville

Kentucky Derby Museum

Kentucky Derby Museum - General Admission and Guided Track Visit

$22
per adult
90% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
Derby City Ghosts: Louisville Hauntings Tour

Lace, Lunacy, and Loss: Louisville Ghost Tours

$32
per adult
Lace, Lunacy, and Loss: Louisville Ghost Tours
Kentucky Derby Museum - Admission with Guided Track Visit

Kentucky Derby Museum - Admission with Guided Track Visit

$22
per adult
100% of travellers recommend
Kentucky Derby Museum - Admission with Guided Track Visit
See all activities in Shepherdsville

Shepherdsville Hotel Deals

Country Inn & Suites by Radisson, Louisville South, KY

Country Inn & Suites by Radisson, Louisville South, KY

2 out of 5
400 Paroquet Springs Drive Shepherdsville KY
Fully refundable
$84 nightly
The price is $94 total per night from Feb 27 to Feb 28
$94 total
Feb 27 - Feb 28
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
The hotel staff were excellent will absolutely stay again. Safe, easy and clean.

Reviewed on Jan 15, 2026

Country Inn & Suites by Radisson, Louisville South, KY
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
$142 nightly
The price is $167 total per night from Jan 29 to Jan 30
$167 total
Jan 29 - Jan 30
Total with taxes and fees
8.8/10 Excellent! (4,004 reviews)
The breakfast was delicious, the staff was amazing to be with and supper attended.

Reviewed on Jan 20, 2026

Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $244 total per night from Feb 11 to Feb 12
$244 total
Feb 11 - Feb 12
Total with taxes and fees
9.2/10 Wonderful! (1,766 reviews)
Amazing stay!

Reviewed on Jan 27, 2026

Omni Louisville Hotel
See all 2,404 properties in Shepherdsville
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 $447 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.