Simpsonville Vacations

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Find the Best Simpsonville Vacation Packages

Simpsonville Hotel Deals

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 AEDĀ 353 per night from Aug 2 to Aug 3
AEDĀ 353
AEDĀ 415 total
2 Aug - 3 Aug
includes taxes & fees
Crowne Plaza Louisville Airport Expo Ctr by IHG
Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
The price is AEDĀ 355 per night from Jul 27 to Jul 28
AEDĀ 355
AEDĀ 418 total
27 Jul - 28 Jul
includes taxes & fees
9.4/10 Exceptional! (2,364 reviews)
"The rooms were well maintained, stylish, and clean. The property felt very secure. We enjoyed our stay."

Reviewed on 21 July 2026

Derby City Gaming & Hotel - A Churchill Downs Property
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 AEDĀ 261 per night from Aug 13 to Aug 14
AEDĀ 261
AEDĀ 307 total
13 Aug - 14 Aug
includes taxes & fees
Wingate by Wyndham Louisville Fair and Expo
See all 1,679 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?
You can snap up a vacation package to this top destination on Expedia. But how much your vacation to Simpsonville costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Simpsonville?
If you're hoping to snag a cheap Simpsonville vacation package, consider visiting in December, January and February. You'll typically find lower prices on flights and accommodations during these quieter months ā€” ideal for travelers wishing to save money.
How to find the best Simpsonville package deals?
Finding a cheap Simpsonville package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Simpsonville package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Simpsonville vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations separately. Better still, you can tailor your Simpsonville escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Simpsonville?
If you're planning a spur-of-the-moment Simpsonville vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Simpsonville?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the available activities will also help you decide when to vacation in Simpsonville.
  2. Budget wisely: On top of the price of your stay, you should consider other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Simpsonville.
  3. Decide how long to go away for: Now that you're up to speed on Simpsonville, you can work out the right length of your break. Create a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, book the perfect Simpsonville vacation package for you.