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
Shively
Price was CA $1,648, price is now CA $1,188 per person
CA $1,188
per person
Jul 9 - Jul 13
found 18 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Louisville (SDF)
8.6/10 Excellent! (1,009 reviews)
After a bad experience at another hotel, we booked rooms here. Immediately the front desk folks were absolutely AMAZING. SO kind and helpful. They got us checked in very quickly. They didn't even blink an eye about the dog with us. Our room was fantastic. The bathroom was a little small-cant close the door without stepping beside the toilet. The toile was very slow to flush- hold the handle down for a good 5-10 seconds. The whole place was very clean. I did notice cleaning staff came in the room while we were gone which im not used to, so definitely put that do not disturb sign on the door. We only had 2 hiccups during our stay and staff was VERY quick to fix these for us! The pool is great as well. Very clean. Good free breakfast too. Would definitely stay here again if we come back to town!
Reviewed on May 24, 2026
Embassy Suites Louisville Downtown
Downtown Louisville
Price was CA $2,054, price is now CA $1,638 per person
CA $1,638
per person
Jul 8 - Jul 14
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9/10 Wonderful! (1,246 reviews)
Great stay, right in the heart of the 4th Street live party. Free hot breakfast, free happy hour cocktails. Spacious clean and comfortable rooms. Beautiful lobby, several elevators. CVS is attached and to the hotel for any last minute needs. Highly recommended.
Reviewed on May 26, 2026
Staybridge Suites - Louisville - East by IHG
Middletown
Price was CA $1,612, price is now CA $1,300 per person
CA $1,300
per person
Jul 8 - Jul 14
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
8.2/10 Very Good! (712 reviews)
The staff was friendly and helpful, the room was clean and breakfast was very good.
We had a great stay.
Reviewed on May 10, 2026
Fairfield Inn & Suites by Marriott Louisville Downtown
Downtown Louisville
Price was CA $1,518, price is now CA $1,245 per person
CA $1,245
per person
Jul 9 - Jul 13
found 18 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Louisville (SDF)
8.4/10 Very Good! (1,004 reviews)
nice hotel, very nice and helpful staff, good breakfast.
the only thing not ok was that the room did not have thick blinds to cover the full window span . would be helpful as the street lights are quite bright.
Reviewed on May 19, 2026
Simpsonville Hotel Deals
Hampton Inn Simpsonville
814 Aristocrat Ct Simpsonville KY
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jun 21 to Jun 22
CA $126
CA $141 total
Jun 21 - Jun 22
includes taxes & fees
9.4/10 Exceptional! (960 reviews)
"Friendly staff; rooms and bathrooms were clean"
Reviewed on May 25, 2026
Crowne Plaza Louisville Airport Expo Ctr by IHG
830 Phillips Lane Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jun 7 to Jun 8
CA $122
CA $143 total
Jun 7 - Jun 8
includes taxes & fees
8.8/10 Excellent! (1,465 reviews)
"Easier to access from. I-264 especially with I 65 shutdown."
Reviewed on May 27, 2026
Derby City Gaming & Hotel - A Churchill Downs Property
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Jun 1 to Jun 2
CA $141
CA $165 total
Jun 1 - Jun 2
includes taxes & fees
9.4/10 Exceptional! (2,129 reviews)
"Let’s start with the good, the room is very nice, with a big and comfy bed. Though we are not gamblers the casino vibes were very nice we were there through a Friday so they had live entertainment. That’s where the good stops the front desk as this hotel is horrific and I really expect more from ..."
Reviewed on May 26, 2026
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.
Discover the most popular places to visit in Simpsonville
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.
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.
Louisville Slugger Museum
4.5/5(18 reviews)
Baseball is part of the American fabric. See where one important tool for this sport is produced in the factory that makes ball games possible.
What to do in Simpsonville
Louisville: 3-Hour Food and History Tour of NuLu District
CA $176
per adult
94% of travellers recommend
Lace, Lunacy, and Loss: Louisville Ghost Tours
CA $36
per adult
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
CA $13
per adult
80% of travellers recommend
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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.
