Simpsonville Vacation Packages

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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.

Top Simpsonville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was CA $1,608, price is now CA $1,346 per person
CA $1,346
per person
Jul 23 - Jul 27
found 6 hours ago
Roundtrip flight included
Kelowna (YLW) to Louisville (SDF)
8.6/10 Excellent! (1,011 reviews)
yes everything was great the lady that worked in afternoon was excellent

Reviewed on May 15, 2026

5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

5 Bd/3 Ba-Near Expo/UL/Fair/YUM/Zoo

3 out of 5
Price was CA $2,957, price is now CA $2,293 per person
CA $2,293
per person
Jul 23 - Jul 27
found 6 hours ago
Roundtrip flight included
Kelowna (YLW) to Louisville (SDF)
No reviews
Renovated River Home Hot Tub Sauna Game Room

Renovated River Home Hot Tub Sauna Game Room

2 out of 5
Utica
Price was CA $4,817, price is now CA $4,051 per person
CA $4,051
per person
Jul 23 - Jul 27
found 6 hours ago
Roundtrip flight included
Kelowna (YLW) to Louisville (SDF)
No reviews
The Trail Hotel

The Trail Hotel

4 out of 5
Price was CA $1,724, price is now CA $1,458 per person
CA $1,458
per person
Jul 23 - Jul 27
found 6 hours ago
Roundtrip flight included
Kelowna (YLW) to Louisville (SDF)
9/10 Wonderful! (188 reviews)
We loved the gathering areas outside the hotel rooms. Food was excellent.

Reviewed on May 12, 2026

TownePlace Suites by Marriott Louisville Airport

TownePlace Suites by Marriott Louisville Airport

3 out of 5
Price was CA $1,763, price is now CA $1,508 per person
CA $1,508
per person
Jul 23 - Jul 27
found 6 hours ago
Roundtrip flight included
Kelowna (YLW) to Louisville (SDF)
9/10 Wonderful! (208 reviews)
Beds were super comfy. Breakfast was good.

Reviewed on May 6, 2026

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Simpsonville Hotel Deals

Hampton Inn Simpsonville

Hampton Inn Simpsonville

2.5 out of 5
814 Aristocrat Ct Simpsonville KY
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from May 24 to May 25
CA $126
CA $140 total
May 24 - May 25
includes taxes & fees
9.4/10 Exceptional! (948 reviews)
The hotel was amazing. The room was very clean. The breakfast was amazing. The only downfalls were one elevator was out of service which just left one to operate for the entire hotel, the pool had visible brown stains which made it uninviting and a few of the exterior doors were broken so you couldnt ...

Reviewed on May 13, 2026

Hampton Inn Simpsonville
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 refundableReserve now, pay when you stay
The price is CA $121 per night from Jun 1 to Jun 2
CA $121
CA $142 total
Jun 1 - Jun 2
includes taxes & fees
8.8/10 Excellent! (1,418 reviews)
We did not have breakfast

Reviewed on May 15, 2026

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 CA $140 per night from May 19 to May 20
CA $140
CA $164 total
May 19 - May 20
includes taxes & fees
9.4/10 Exceptional! (2,089 reviews)
Clean room, great bed and pillows. Coffee maker and refrigerator. And a casino and bar.

Reviewed on May 15, 2026

Derby City Gaming & Hotel - A Churchill Downs Property
See all 1,748 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.
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Discover the most popular places to visit in Simpsonville

Kentucky Exposition Center

Kentucky Exposition Center

4.5/5(14 reviews)

Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's acclaimed theater scene and great live music.

Kentucky Exposition Center
Churchill Downs

Churchill Downs

4.5/5(22 reviews)

Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.

Churchill Downs
Panorama Ohio River waterway riverboats and bridges leading to heart of downtown Louisville KY

KFC Yum Center

4.5/5(4 reviews)

Catch an event at KFC Yum Center during your trip to Louisville. Stroll along the riverfront or attend a sporting event in the area.

KFC Yum Center

What to do in Simpsonville

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

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

CA $176
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Lace, Lunacy, and Loss: Louisville Ghost Tours

Lace, Lunacy, and Loss: Louisville Ghost Tours

CA $36
per adult
Lace, Lunacy, and Loss: Louisville Ghost Tours
ORIGINAL Old Louisville Walking Tour seen in The New York Times!

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

CA $34
per adult
86% of travellers recommend
ORIGINAL Old Louisville Walking Tour seen in The New York Times!
See all activities in Simpsonville

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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.