Shelbyville Vacations from $550

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Your Shelbyville Vacation

Reserve a Shelbyville vacation package and focus on what matters — having fun. This means no more planning headaches, just a lot more time to experience the charms of this fascinating city, such as its friendly locals and rich history. If your trip to Shelbyville includes a little sightseeing, visit renowned attractions like Talon Winery, Gallrein Farms and Weissinger Hills Golf Course. Your dream Shelbyville vacation is a couple of clicks away. Browse flights, hotels and more on Expedia for an adventure that's tailored just for you.

The Latest Shelbyville 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 $676, price is now $550 per person
$550
per person
Oct 19 - Oct 23
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Louisville (SDF)
10/10 Exceptional! (6 reviews)
Driving up to the property was grand. Inside of the house is breathtaking. It was peaceful and comfortable. Our hostess was very welcoming and an absolute fabulous cook. I will revisit again and again, as it felt like going home to family.

Reviewed on Apr 29, 2025

Hilton Garden Inn Louisville/Northeast

Hilton Garden Inn Louisville/Northeast

3 out of 5
Price was $747, price is now $597 per person
$597
per person
Oct 19 - Oct 23
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Louisville (SDF)
9/10 Wonderful! (169 reviews)
Very nice property with easy access off expressway. If staying here ask for a room at the front of the building. Our room was in the back and traffic noise from highway was disturbing while trying to sleep. Staff was very friendly and property was clean.

Reviewed on Aug 26, 2025

Homewood Suites by Hilton Louisville-East

Homewood Suites by Hilton Louisville-East

3 out of 5
Price was $753, price is now $613 per person
$613
per person
Oct 19 - Oct 23
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Louisville (SDF)
9.6/10 Exceptional! (633 reviews)
This was a WONDERFUL hotel!!!! I recommend this hotel for everyone. We had the 2 bedroom suite. Clean as a whistle, nice furniture & bedroom set, plus 3 big screen TV’s!!!! Make it your next stop.

Reviewed on Aug 16, 2025

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 $849, price is now $705 per person
$705
per person
Oct 19 - Oct 23
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Louisville (SDF)
8.6/10 Excellent! (1,002 reviews)
Excellent customer service and nice people

Reviewed on Aug 13, 2025

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
Price was $1,482, price is now $1,233 per person
$1,233
per person
Oct 6 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (1,388 reviews)
Very clean property, and the room is amazing! Staff friendly and helpful!

Reviewed on Aug 28, 2025

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Discover the most popular places to visit in Shelbyville

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 great live music 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 Shelbyville

Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

$26
per adult
Derby City Ghosts: Louisville Hauntings Tour
Louisville: NuLu District Food and History Tour

Louisville: 3-Hour Food and History Tour of NuLu District

$129
per adult
80% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Whispers on Whiskey Row: Murder, Crime, & Ghost Tour

Whispers on Whiskey Row: Murder, Crime, & Ghost Tour w/Cocktail

$65
per adult
80% of travellers recommend
Whispers on Whiskey Row: Murder, Crime, & Ghost Tour w/Cocktail
See all activities in Shelbyville

Shelbyville Hotel Deals

Fairfield Inn & Suites by Marriott Shelbyville

Fairfield Inn & Suites by Marriott Shelbyville

2.5 out of 5
222 Gordon Lane, Shelbyville, KY
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $119 total per night from Sep 1 to Sep 2
$119 total
Sep 1 - Sep 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Shelbyville
Candlewood Suites Shelbyville by IHG

Candlewood Suites Shelbyville by IHG

2.5 out of 5
30 FAIRWAY CROSSING, Shelbyville, KY
Fully refundable
$83 nightly
The price is $92 total per night from Sep 1 to Sep 2
$92 total
Sep 1 - Sep 2
Total with taxes and fees
Candlewood Suites Shelbyville by IHG
Best Western Shelbyville Lodge

Best Western Shelbyville Lodge

2.5 out of 5
115 Isaac Shelby Dr, Shelbyville, KY
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Sep 1 to Sep 2
$85 total
Sep 1 - Sep 2
Total with taxes and fees
Best Western Shelbyville Lodge
See all 868 properties in Shelbyville
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.

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Frequently asked questions

How much does a Shelbyville vacation package cost?
You can snap up a vacation package to this destination from $550 on Expedia. But how much your vacation to Shelbyville costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Shelbyville?
If you're looking to book a cheap Shelbyville vacation package, consider traveling in November, December and January. You'll generally find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Shelbyville?
With a well-planned schedule, you can easily hit the top Shelbyville attractions in a few days. But if you want to discover hidden spots or go on day trips, consider booking your Shelbyville vacation for longer.
Is it worth booking a vacation package to Shelbyville?
It's easy to see why a Shelbyville vacation is on the to-do list of many travelers. Top attractions like Weissinger Hills Golf Course are just the start of things to keep you busy here.
How to find the best Shelbyville package deals?
Use Expedia's filter tool to find some great Shelbyville package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Shelbyville package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Shelbyville vacation as a package?
You can enjoy significant savings on your Shelbyville getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Shelbyville?
If you're considering a spontaneous Shelbyville adventure, 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 find amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Shelbyville vacation packages?
Your Shelbyville getaway should be an escape from your daily routine, not a reason for money worries. So to allow you a little more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

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.