Crestwood Vacation Packages

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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.
Caesars Southern Indiana - A Caesars Rewards Destination

Caesars Southern Indiana - A Caesars Rewards Destination

3.5 out of 5
Price was CA $1,129, price is now CA $850 per person
CA $850
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Louisville (SDF)
8.2/10 Very Good! (1,008 reviews)
Room was clean. Bathroom was ok. Casino and Gordon’s were grea

Reviewed on Apr 4, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was CA $1,472, price is now CA $1,068 per person
CA $1,068
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Louisville (SDF)
8.8/10 Excellent! (1,006 reviews)
The parking was too high $40 per night was on the side I feel.

Reviewed on Mar 27, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Fairgrounds
Price was CA $1,464, price is now CA $1,077 per person
CA $1,077
per person
May 14 - May 19
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
8.8/10 Excellent! (1,215 reviews)
Cleaning lady did not supply room as needed but staff kicked in and made up for it when asked about problem.

Reviewed on Apr 4, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was CA $1,888, price is now CA $1,406 per person
CA $1,406
per person
May 14 - May 19
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
9/10 Wonderful! (1,008 reviews)
Nice, clean and convenient

Reviewed on Mar 29, 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 $2,556, price is now CA $1,938 per person
CA $1,938
per person
Jun 21 - Jun 26
found 14 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Louisville (SDF)
No reviews

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Crestwood Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Apr 6 to Apr 7
CA $210
CA $247 total
Apr 6 - Apr 7
includes taxes & fees
9/10 Wonderful! (4,143 reviews)
My best experience at the Galt House by far was this trip... The staff were exceptional!

Reviewed on Apr 4, 2026

Galt House Hotel Trademark Collection by Wyndham
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 $130 per night from Apr 12 to Apr 13
CA $130
CA $153 total
Apr 12 - Apr 13
includes taxes & fees
8.8/10 Excellent! (1,275 reviews)
N/A

Reviewed on Apr 4, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
Omni Louisville Hotel

Omni Louisville Hotel

4 out of 5
400 S. 2nd Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $278 per night from Apr 13 to Apr 14
CA $278
CA $327 total
Apr 13 - Apr 14
includes taxes & fees
9.2/10 Wonderful! (1,816 reviews)
Amazing amazing experience . Massage amazing. Amenities top tier

Reviewed on Apr 3, 2026

Omni Louisville Hotel
See all 2,237 properties in Crestwood
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Crestwood

Kentucky Exposition Center

Kentucky Exposition Center

During your trip, find out what's happening at Kentucky Exposition Center, a top convention center in Louisville. Experience the area's acclaimed theater scene and lively festivals.

Kentucky Exposition Center
Churchill Downs

Churchill Downs

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

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 Crestwood

Louisville: NuLu District Food and History Tour

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

CA $177
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 $55
per adult
Lace, Lunacy, and Loss: Louisville Ghost Tours
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

CA $13
per adult
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
See all activities in Crestwood

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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.