Westport Vacations from $562

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The Latest Westport vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Louisville Airport South by IHG

Holiday Inn Louisville Airport South by IHG

3 out of 5
Price was $688, price is now $562 per person
$562
per person
Apr 4 - Apr 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
8.8/10 Excellent! (765 reviews)
Clean room, great location, just what we were looking for.

Reviewed on Feb 4, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,748, price is now $1,228 per person
$1,228
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
8.8/10 Excellent! (1,005 reviews)
Very clean room, the staff was friendly as well. Looking forward to our stay again next year.

Reviewed on Feb 7, 2026

Hancock House

Hancock House

3 out of 5
Downtown Louisville
Price was $1,427, price is now $1,122 per person
$1,122
per person
May 3 - May 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
8.2/10 Very Good! (245 reviews)
The apartment was so elegant with an antique vibe. It had high ceilings and lots of tall windows with drapes and blackout blinds. Modern stainless steel kitchen appliances. I really liked that it had an icemaker and lamps in every room. Besides the stairs you couldn’t hear the neighbors.The host made things even more convenient by providing late or early check in, late check out or the option to add an extra night right from the confirmation email of your booking. If you like wholesome comfort and simple amenities you would love this charming apartment stay.

Reviewed on Oct 31, 2025

Renovated River Home Hot Tub Sauna Game Room

Renovated River Home Hot Tub Sauna Game Room

2 out of 5
Utica
Save 100% on your flight
Price was $9,197, price is now $7,237 per person
$7,237
per person
Apr 30 - May 3
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Louisville (SDF)
No reviews
Hyatt House Louisville East

Hyatt House Louisville East

2 out of 5
Price was $742, price is now $602 per person
$602
per person
Apr 4 - Apr 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Louisville (SDF)
9.6/10 Exceptional! (1,001 reviews)
We always stay here,nice staff, clean and convenient for shopping and nice restaurants.

Reviewed on Jan 5, 2026

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Discover the most popular places to visit in Westport

Ky Derby festival balloon glow.

Kentucky Exposition Center

4.5/5(628 reviews)

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

Kentucky Exposition Center
Churchill Downs showing horseriding and land animals as well as a small group of people

Churchill Downs

4.5/5(551 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(423 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 Westport

Kentucky Derby Museum

Kentucky Derby Museum - General Admission and Guided Track Visit

$22
per adult
90% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
Louisville: NuLu District Food and History Tour

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

$129
per adult
90% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Derby City Ghosts: Louisville Hauntings Tour

Lace, Lunacy, and Loss: Louisville Ghost Tours

$32
per adult
Lace, Lunacy, and Loss: Louisville Ghost Tours
See all activities in Westport

Westport Hotel Deals

Hawthorn Suites by Wyndham Louisville East

Hawthorn Suites by Wyndham Louisville East

3 out of 5
751 Cypress Station Dr Louisville KY
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $102 total per night from Mar 3 to Mar 4
$102 total
Mar 3 - Mar 4
Total with taxes and fees
8.6/10 Excellent! (1,050 reviews)
Staff was very courteous, room was clean and bed comfortable.

Reviewed on Jan 24, 2026

Hawthorn Suites by Wyndham Louisville East
La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd

3 out of 5
13825 Terra View Trail Louisville KY
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $101 total per night from Feb 19 to Feb 20
$101 total
Feb 19 - Feb 20
Total with taxes and fees
8.4/10 Very Good! (951 reviews)
The room was clean, breakfast was good, and the staff was friendly. I would stay here again.

Reviewed on Feb 2, 2026

La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd
Hilton Garden Inn Louisville East

Hilton Garden Inn Louisville East

3 out of 5
1530 Alliant Ave Louisville KY
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $108 total per night from Feb 20 to Feb 21
$108 total
Feb 20 - Feb 21
Total with taxes and fees
8.4/10 Very Good! (805 reviews)
“I had a great stay. The place was clean, comfortable, and very welcoming. The staff were friendly and made me feel at home. I would definitely stay here again

Reviewed on Feb 2, 2026

Hilton Garden Inn Louisville East
See all 634 properties in Westport
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.

Find the Best Westport Vacation Packages

Westport Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Louisville Intl. Airport (SDF)
Top Sights
Kentucky Artisan Distillery, Yew Dell Botanical Gardens and Eagle Creek Golf Course

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Frequently asked questions

How much does a Westport vacation package cost?
Offering excellent value package deals from $562 on Expedia, you'll be surprised at how little a vacation to Westport costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Westport?
You can usually find lower prices and better availability in November, December and January. Explore our cheap Westport vacation packages and you could get some great off-season discounts.
How many days is enough for Westport?
With a well-planned itinerary, you can easily hit the most popular Westport sights in a handful of days. But if you'd like to explore off the beaten track or go on day trips, think about booking your Westport vacation for longer.
How to find the best Westport package deals?
Start your search for a Westport package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Westport package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Westport adventure underway.
Is it cheaper to book a Westport vacation as a package?
You can enjoy significant savings on your next Westport escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Westport?
If you've got your Westport vacation dates locked in, book as early as you can to bag some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Westport vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Westport vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.