Crestwood Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Crestwood Vacation
Our vacation packages to Crestwood allow you to customize your own adventure. Tailor your getaway to your interests and style and make every moment count in this exciting city. You'll want to do some exploring during your trip to Crestwood. Find time for big-name attractions such as E.P. Tom Sawyer State Park, Springhurst Towne Center Shopping Center and Paddock Shops. A few clicks is all it takes to build your perfect Crestwood vacation on Expedia.
Top Crestwood Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Louisville Mall of St. Matthews
St. Matthews
Price was CA $1,390, price is now CA $1,097 per person
CA $1,097
per person
Mar 18 - Mar 24
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
9.4/10 Exceptional! (835 reviews)
Room was spotless, amenities was up to date, and the location was perfect....... Will be booking here again!
Reviewed on Feb 1, 2026
Louisville Marriott Downtown
Downtown Louisville
Price was CA $2,073, price is now CA $1,479 per person
CA $1,479
per person
Mar 18 - Mar 24
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
9/10 Wonderful! (1,003 reviews)
Room was spotless. Staff was top notch. Amenities as expected but I did expect a microwave in the room. There wasn't one. 9/10 experience. Will definitely book again!
Reviewed on Jan 16, 2026
Galt House Hotel Trademark Collection by Wyndham
Downtown Louisville
Price was CA $1,734, price is now CA $1,308 per person
CA $1,308
per person
Mar 18 - Mar 24
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
9/10 Wonderful! (3,770 reviews)
Nice room, comfortable bed, large fridge for a hotel.room.
Reviewed on Feb 8, 2026
The Grady
Downtown Louisville
Price was CA $2,163, price is now CA $1,661 per person
CA $1,661
per person
Mar 18 - Mar 24
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Louisville (SDF)
9.4/10 Exceptional! (1,001 reviews)
Property was very well taken care of and unique. Staff was friendly and helpful. Room was very nice and the price was great!
Reviewed on Feb 3, 2026
Derby City Gaming & Hotel - A Churchill Downs Property
Price was CA $5,891, price is now CA $4,695 per person
CA $4,695
per person
Apr 30 - May 3
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Louisville (SDF)
9.4/10 Exceptional! (1,606 reviews)
Beautiful room, beautiful atmosphere. Staff was wonderful.
Reviewed on Feb 7, 2026
Crestwood Hotel Deals
Galt House Hotel Trademark Collection by Wyndham
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Feb 17 to Feb 18
CA $213
CA $251 total
Feb 17 - Feb 18
includes taxes & fees
8.8/10 Excellent! (4,047 reviews)
Overall good experience. The renovated rooms are so much nicer than the previous rooms. The Galt House is in a great location and parking is easy-in, easy-out. On the unfortunate side for us: the bedroom in our executive suite was very cold and the beds were uncomfortable with loud, rustling thin ...
Reviewed on Feb 7, 2026
Omni Louisville Hotel
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $283 per night from Feb 9 to Feb 10
CA $283
CA $333 total
Feb 9 - Feb 10
includes taxes & fees
9.2/10 Wonderful! (1,777 reviews)
All good
Reviewed on Feb 5, 2026
Radisson Hotel Louisville North
505 Marriott Drive Clarksville IN
Fully refundableReserve now, pay when you stay
The price is CA $81 per night from Mar 11 to Mar 12
CA $81
CA $91 total
Mar 11 - Mar 12
includes taxes & fees
6.8/10 (2,769 reviews)
Everything in the room worked everything was clean and spotless the staff was very sweet especially Miss Jenny thank you Ms Jenny the pool was clean although it was a little cold but that was just because the ceiling fan was on and it's kind of an open pool but we enjoyed every moment. We will be ...
Reviewed on Feb 1, 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 Crestwood
Kentucky Exposition Center
Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's lively festivals and acclaimed art scene.
Churchill Downs
Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.
KFC Yum Center
Catch an event at KFC Yum Center during your trip to Louisville. Stroll along the riverfront or attend a sporting event in the area.
What to do in Crestwood
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
CA $13
per adult
Louisville: 3-Hour Food and History Tour of NuLu District
CA $176
per adult
90% of travellers recommend
Smartphone-Guided Walking Tour of Downtown Louisville Sights & Stories
CA $20
per traveller
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
