Simpsonville Vacations

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Find the Best Simpsonville Vacation Packages

Simpsonville Hotel Deals

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

4 out of 5
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
The price is ₩149,170 per night from Nov 15 to Nov 16
₩149,170
₩175,514 total
Nov 15 - Nov 16
includes taxes & fees
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
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 refundable
The price is ₩140,265 per night from Dec 8 to Dec 9
₩140,265
₩165,037 total
Dec 8 - Dec 9
includes taxes & fees
8.8/10 Excellent! (1,977 reviews)
"Love having a restaurant available."

Reviewed on Nov 13, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
Wingate by Wyndham Louisville Fair and Expo

Wingate by Wyndham Louisville Fair and Expo

3 out of 5
3200 Kemmons Drive Louisville KY
Fully refundableReserve now, pay when you stay
The price is ₩92,948 per night from Dec 6 to Dec 7
₩92,948
₩109,363 total
Dec 6 - Dec 7
includes taxes & fees
8.4/10 Very Good! (1,259 reviews)
"el lugar es Exelente lo recomiendo"

Reviewed on Nov 10, 2026

Wingate by Wyndham Louisville Fair and Expo
See all 1,711 properties in Simpsonville
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.

Stay near popular Simpsonville attractions

The Outlet Shoppes of the Bluegrass

9.0/10 (69 reviews)
Kentucky's premier outlet shopping destination offers 80+ top brand stores in an elegant open-air setting. Browse Michael Kors and Coach while enjoying decorative fountains and covered walkways.
See properties

Frequently asked questions

How much does a Simpsonville vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Simpsonville costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Simpsonville?
You can generally find lower prices and better availability in December, January and February. Check out our cheap Simpsonville vacation packages and you could land some excellent off-season deals.
How many days is enough for Simpsonville?
The ideal duration of your Simpsonville vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to tick off all the major attractions and discover some hidden treasures along the way.
Is it worth booking a vacation package to Simpsonville?
It's easy to see why a Simpsonville vacation is on the to-do list of many travelers. Popular attractions like The Outlet Shoppes of the Bluegrass are just the start of things to see and do here.
How to find the best Simpsonville package deals?
Landing a cheap Simpsonville package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Simpsonville package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Simpsonville vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can personalize your Simpsonville escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Simpsonville?
If you have your Simpsonville travel dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for traveling on a whim.
How to plan a trip to Simpsonville?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to travel to Simpsonville.
  2. Plan your budget wisely: In addition to the cost of your hotel, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Simpsonville.
  3. Decide your trip length: Think about how much time you want to spend discovering Simpsonville. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Simpsonville vacation package that brings all your bookings together.

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