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.
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 18 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 18 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 18 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 18 hours ago
Roundtrip flight included
Kelowna (YLW) to Louisville (SDF)
9/10 Wonderful! (175 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 18 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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Crestwood Hotel Deals

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! (1,420 reviews)
Clean room

Reviewed on May 16, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
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 $212 per night from May 21 to May 22
CA $212
CA $250 total
May 21 - May 22
includes taxes & fees
9/10 Wonderful! (4,199 reviews)
Spacious room, historic building downtown Louisville! Convenient to downtown restaurants..also had a very nice bar and restaurant on location. Outstanding breakfast buffet!

Reviewed on May 14, 2026

Galt House Hotel Trademark Collection by Wyndham
Radisson Hotel Louisville North

Radisson Hotel Louisville North

3 out of 5
505 Marriott Drive Clarksville IN
Fully refundableReserve now, pay when you stay
The price is CA $78 per night from Jun 1 to Jun 2
CA $78
CA $89 total
Jun 1 - Jun 2
includes taxes & fees
7/10 Good! (3,052 reviews)
The staff is great, food ok, rooms are old and need to be upgraded. Good value for the price

Reviewed on May 15, 2026

Radisson Hotel Louisville North
See all 2,240 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.
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All Inclusive Vacations
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Discover the most popular places to visit in Crestwood

Kentucky Exposition Center

Kentucky Exposition Center

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

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: 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
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

CA $13
per adult
80% of travellers recommend
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.