Simpsonville, KY

Travel Guide

A brick clock tower with two clocks, surrounded by dense foliage.
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
$91 nightly
The price is $107 total per night from Nov 15 to Nov 16
$107 total
Nov 15 - Nov 16
Total with taxes and fees
Stay at this hotel in Louisville. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
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
$110 nightly
The price is $129 total per night from Nov 8 to Nov 9
$129 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,950 reviews)
"I’ve stayed here 5 times for work. Very convenient. The wait staff at the breakfast rush is extremely inconsistent with what is or isn’t included with the breakfast vouchers but that’s likely just due to turn over. Every morning we’ve had someone new."

Reviewed on Nov 5, 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
$70 nightly
The price is $82 total per night from Nov 26 to Nov 27
$82 total
Nov 26 - Nov 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Wingate by Wyndham Louisville Fair and Expo
See all 1,708 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.
Pool | Golf Simulator | Hot Tub | 10 Acres | Horse Barn

Pool | Golf Simulator | Hot Tub | 10 Acres | Horse Barn

Simpsonville KY
Book a stay at this family-friendly vacation home in Simpsonville. Enjoy private pools, a garden, and a pool table. Popular attractions Whitney M. Young, Jr. ...
9/10 Wonderful! (4 reviews)
"Our family of 9 spent 5 days on this property. It was all that the details promised and more. Added to the property is a brand new hot tub that worked great. The pool was perfect for our family and the two kids 6 and 8 YO. We were in it every day. There are plenty of chairs to sun in and many shade ..."

Reviewed on Jul 27, 2026

Pool | Golf Simulator | Hot Tub | 10 Acres | Horse Barn
WoodSpring Suites Louisville Jeffersontown

WoodSpring Suites Louisville Jeffersontown

2.5 out of 5
1201 Kentucky Mills Drive Louisville KY
Stay at this hotel in Louisville. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Skyview Park and Stonefield Square Shopping Center ...
7/10 Good! (606 reviews)
"Only stayed overnight. Guy at the front desk was nice. Only had a few issues but they were handled quickly."

Reviewed on Oct 25, 2026

WoodSpring Suites Louisville Jeffersontown
The Bellwether Hotel

The Bellwether Hotel

3.5 out of 5
1300 Bardstown Rd Louisville KY
Stay at this aparthotel in Louisville. Enjoy free WiFi, premium bedding, and bathrobes. Popular attractions Louisville Zoo and Louisville Mega Cavern are located ...
9/10 Wonderful! (67 reviews)
"All was great, clean and comfortable. Only issue is parking, but this was mentioned in description, so was expecting it."

Reviewed on Nov 5, 2026

The Bellwether Hotel
See all 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)
You can find the perfect gifts to bring home at The Outlet Shoppes of the Bluegrass during your visit to Simpsonville.
See properties

Things to do

Kentucky Derby Museum

Kentucky Derby Museum - General Admission and Guided Track Visit

$24
per adult
94% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
One of our guides will help you discover secluded Old Louisville walking courts that you wouldn't find on your own.

ORIGINAL Old Louisville Walking Tour seen in The New York Times!

$27
per adult
86% of travellers recommend
ORIGINAL Old Louisville Walking Tour seen in The New York Times!
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby

Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby

$29
per adult
92% of travellers recommend
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

$10
per adult
80% of travellers recommend
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
Louisville: Evan Williams Bourbon Experience Tour & Tasting

Louisville: Evan Williams Bourbon Experience Tour & Tasting

$23
per adult
88% of travellers recommend
Louisville: Evan Williams Bourbon Experience Tour & Tasting
Old Louisville Walking Tour Recommended by The New York Times! @ 4th and Ormsby

Old Louisville Walking Tour Recommended by The New York Times! @ 4th and Ormsby

$27
per adult
100% of travellers recommend
Old Louisville Walking Tour Recommended by The New York Times! @ 4th and Ormsby
See all activities in Simpsonville

Frequently asked questions

Is Simpsonville worth visiting?
Simpsonville is worth visiting for its diverse food scene, where travelers can enjoy Italian classics like pasta and Latin American flavors such as tacos. It also offers shopping at The Outlet Shoppes of the Bluegrass and outdoor exploration at Shelby Trails Park.
When is the best time to visit Simpsonville?
The best time to visit Simpsonville is from May through September, when the climate is most favorable. For travelers seeking fewer crowds and better value, the quieter months of November through February are a good option, offering a more relaxed experience.
What is Simpsonville known for?
Simpsonville is known for The Outlet Shoppes of the Bluegrass, a popular destination for travelers. It's also home to Shelby Trails Park, offering outdoor recreation, and the Whitney M. Young, Jr. Birthplace. Travelers can also find a vibrant Italian food culture here.
What is a good itinerary length for Simpsonville?
A good itinerary length for Simpsonville is one to two days to explore key highlights like The Outlet Shoppes of the Bluegrass, Shelby Trails Park, and the Whitney M. Young, Jr. Birthplace. An extended stay of three to four days allows travelers to enjoy these attractions at a more relaxed pace and sample the local Italian, Latin American, and North American dining.
What are the top things to do in and around Simpsonville?
Simpsonville offers shopping, outdoor recreation, and historical insights for travelers to enjoy:

  • Shop at The Outlet Shoppes of the Bluegrass for a variety of brands
  • Explore Shelby Trails Park, offering natural beauty and outdoor activities
  • Visit the Whitney M. Young, Jr. Birthplace to learn about this historic figure

How do I plan a trip to Simpsonville?
To plan your trip to Simpsonville, book flights and hotels in advance. You can explore attractions like The Outlet Shoppes of the Bluegrass, Shelby Trails Park, and Whitney M. Young, Jr. Birthplace. Consider a rental car for getting around. Remember to pair outdoor plans with indoor backups for weather flexibility, ensuring a smooth trip.
What cuisines can you find in Simpsonville?
In Simpsonville you can find German cuisine, with dishes like bratwurst, schnitzel, and sauerkraut. Travelers also have options for Italian, Latin American (including Mexican tacos), North American, and Asian dishes such as Chinese and Japanese. Mediterranean European options are also available, alongside local coffee shops and dessert spots.
Can I book a refundable hotel in Simpsonville?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Simpsonville by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Simpsonville with Expedia?
Expedia makes it easier to plan your Simpsonville trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Simpsonville?
The best choice depends on your travel style. Hotels in Simpsonville can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Simpsonville trip on Expedia?
Once you've booked your Simpsonville trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Simpsonville trip?
Expedia offers customer support before, during, and after your Simpsonville trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Simpsonville?
If it's your first trip to Simpsonville, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Simpsonville hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Simpsonville hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Simpsonville

A modern building with a cylindrical structure and a glass facade.

Louisville

An aerial view of a town with a prominent building with a clock tower, a river, and surrounding greenery.

Shelbyville

A rural road flanked by trees and a wooden fence.

Crestwood

Explore a world of travel with Expedia