
Simpsonville Vacations from $458
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Your Simpsonville Vacation
When an adventure in the city is calling, answer it with a vacation package to Simpsonville. With all your travel arrangements taken care of before you leave, all you have to do here is focus on having fun. The Outlet Shoppes of the Bluegrass, Talon Winery and Long Run Golf Course are just some of the attractions you'll want to explore during your trip to Simpsonville. Browse Expedia's wide range of travel options and start planning your dream vacation to Simpsonville today.
The Latest Simpsonville vacation packages
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View all tripsStay 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.
Shelby Trails Park
Roam through 460 acres of scenic trails at this equestrian haven, where woods and meadows beckon. Book a guided horseback ride or simply hike the 20 miles of diverse terrain, watching for wildlife along the way.
Whitney M. Young, Jr. Birthplace
7.4/10 (11 reviews)
Tour the childhood home of civil rights leader Whitney M. Young Jr., preserved as an intimate museum. Explore personal artifacts and his replica NYC office by appointment for a meaningful glimpse into American history.
What to do in Simpsonville

Kentucky Derby Museum - General Admission and Guided Track Visit
$24
per adult
94% of travellers recommend

Louisville: 3-Hour Food and History Tour of NuLu District
$129
per adult
94% of travellers recommend

Kentucky Derby Museum - Admission with Guided Track Visit
$25
per adult
88% of travellers recommend
Simpsonville Hotel Deals

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
$109 nightly
$129 total
Aug 30 - Aug 31
Total with taxes and fees

Cambria Hotel Louisville Downtown-Whiskey Row
120 SOUTH FLOYD ST Louisville KY
Fully refundable
$102 nightly
$120 total
Sep 7 - Sep 8
Total with taxes and fees

Crowne Plaza Louisville Airport Expo Ctr by IHG
830 Phillips Lane Louisville KY
Fully refundableReserve now, pay when you stay
$103 nightly
$121 total
Sep 28 - Sep 29
Total with taxes and fees
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 Simpsonville Vacation Packages
Simpsonville Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Louisville Intl. Airport (SDF) |
Population | 2,700 |
Top Sights | Kentucky Artisan Distillery, Talon Winery and Shelby County Community Theatre |
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Frequently asked questions
How much does a Simpsonville vacation package cost?
Offering excellent value package deals from $458 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?
May, August and December are the best times to look for cheap Simpsonville vacation packages. Traveling in quieter months means you can typically find lower prices on hotels and flights.
How many days is enough for Simpsonville?
Usually, a handful of days is enough to see the top sights during your Simpsonville vacation. However, if you prefer to have time to kick back or go on day trips, consider extending your itinerary.
Is it worth booking a vacation package to Simpsonville?
Simpsonville is a good vacation destination with attractions like The Outlet Shoppes of the Bluegrass among the many things to keep you busy. Whether you're traveling with the family or getting away with friends, a Simpsonville vacation promises fun for everyone.
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?
- Choose when to travel: Check your diary and get packing. Your favorite season and the activities available will also help you decide when to escape to Simpsonville.
- Plan your budget wisely: Besides the cost of your accommodations, you'll need to factor in other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Simpsonville.
- Discover Simpsonville using Expedia's trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Simpsonville. You can also save your favorite places, collaborate with family and friends and organize your plans in one place.
- Decide how long to go away for: Now that you're more familiar with Simpsonville, you can figure out the right length of your break. Create a draft plan and allocate enough time for all the things you want to do.
- Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the ideal Simpsonville vacation package for you.
- Add on excursions and experiences: Take a look at our travel guide to find some exciting things to do in Simpsonville. Book tickets or make reservations before you go to save time and avoid the stress of looking for activities once you arrive.
Does Expedia offer Book Now, Pay Later Simpsonville vacation packages?
Your Simpsonville getaway is meant to be an escape from your daily routine, not a reason for money-related stress. So to give you a little more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















