Shepherdsville Vacations from $455

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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.
Holiday Inn Louisville Airport South by IHG

Holiday Inn Louisville Airport South by IHG

3 out of 5
Price was $603, price is now $455 per person
$455
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (765 reviews)
the room was very clean and the people was very polite and courteous, the maids were very nice and sweet. I would definitley recommend staying here. this was my second time staying. thanks

Reviewed on Jan 3, 2026

Tempo By Hilton Louisville Downtown Nulu

Tempo By Hilton Louisville Downtown Nulu

3.5 out of 5
Downtown Louisville
Price was $948, price is now $706 per person
$706
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (792 reviews)
Spotless and well appointed. Great location

Reviewed on Jan 8, 2026

Best Western Premier Airport/Expo Center Hotel

Best Western Premier Airport/Expo Center Hotel

3.5 out of 5
Shively
Price was $697, price is now $527 per person
$527
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.6/10 Excellent! (959 reviews)
The room was clean and staff were very friendly and helpful, but i do wish the restaurant and bar were open in the evenings.

Reviewed on Jan 5, 2026

Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
Downtown Louisville
Price was $996, price is now $768 per person
$768
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9.2/10 Wonderful! (1,672 reviews)
One of the nicest hotels I’ve ever stayed at. Amazing property!

Reviewed on Jan 8, 2026

Holiday Inn Express Louisville Airport Expo Center by IHG

Holiday Inn Express Louisville Airport Expo Center by IHG

2.5 out of 5
Hayfield Dundee
Price was $629, price is now $490 per person
$490
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
8.6/10 Excellent! (1,001 reviews)
I had such a wonderful experience that I am going right back.The place was very clean and the staff were very courteous,friendly and very helpful.

Reviewed on Dec 25, 2025

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Discover the most popular places to visit in Shepherdsville

Ky Derby festival balloon glow.

Kentucky Exposition Center

Learn about the events happening at Kentucky Exposition Center during your trip to 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

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

Churchill Downs
Louisville Slugger Museum showing interior views

Louisville Slugger Museum

Baseball is part of the American fabric. See where one important tool for this sport is produced in the factory that makes ball games possible.

Louisville Slugger Museum

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
$89 nightly
The price is $99 total per night from Jan 18 to Jan 19
$99 total
Jan 18 - Jan 19
Total with taxes and fees
7.8/10 Good! (1,002 reviews)
Excellent stop on journey south. It’s clean, functional and modern. We love the suite style. Very reasonably priced. Breakfast is as to be expected- very few edible things for healthy eaters- overcooked scrambled eggs, Raisin Bran with raisins so hard you would crack teeth.

Reviewed on Dec 12, 2025

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
$133 nightly
The price is $157 total per night from Jan 28 to Jan 29
$157 total
Jan 28 - Jan 29
Total with taxes and fees
8.8/10 Excellent! (3,958 reviews)
We love staying at the Galt house for the views, large rooms, and close proximity to events down town. However, I have felt for a while now that the staff could use some retraining. No one ever seems particularly friendly. We like to stay in the main tower, I always specify this when booking, and ...

Reviewed on Jan 5, 2026

Galt House Hotel Trademark Collection by Wyndham
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane Louisville KY
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $118 total per night from Jan 18 to Jan 19
$118 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (1,098 reviews)
It was very nice.

Reviewed on Jan 8, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
See all 2,408 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 $455 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.