Westport Vacations from $643

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The Latest Westport vacation packages

Price found within the past 48 hours. Click for updated prices.
Derby Hotel & Suites

Derby Hotel & Suites

2 out of 5
Save 100% on your flight
Price was $905, price is now $643 per person
$643
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
6.8/10 (122 reviews)
It was ok, the room was pretty clean and nice and cool. There was a lot of trash in the hallways that was picked up. An old property in need of fixing up. Check in process was very smooth and staff was friendly.

Reviewed on Jul 18, 2026

Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Save 100% on your flight
Price was $1,100, price is now $717 per person
$717
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.6/10 Excellent! (1,006 reviews)
Convenient to the Kentucky Sports Expo Center

Reviewed on Jul 18, 2026

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,243, price is now $810 per person
$810
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.8/10 Excellent! (1,009 reviews)

The Duke Hotel

The Duke Hotel

2 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,148, price is now $787 per person
$787
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8.6/10 Excellent! (19 reviews)
Found dead bugs; no other towels, bed sheets, or toiletries. No clean supplies available, and no one is coming to clean the place, especially since staying in the place for a long time.

Reviewed on Jun 16, 2026

Holiday Inn Louisville Downtown by IHG

Holiday Inn Louisville Downtown by IHG

3 out of 5
Downtown Louisville
Price was $888, price is now $649 per person
$649
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Louisville (SDF)
8/10 Very Good! (940 reviews)

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What to do in Westport

Kentucky Derby Museum - Admission with Guided Track Visit

Kentucky Derby Museum - Admission with Guided Track Visit

$25
per adult
88% of travellers recommend
Kentucky Derby Museum - Admission with Guided Track Visit
Kentucky Derby Museum

Kentucky Derby Museum - General Admission and Guided Track Visit

$25
per adult
92% of travellers recommend
Kentucky Derby Museum - General Admission and Guided Track Visit
Louisville: 3-Hour Food and History Tour of NuLu District

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

$129
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
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
$84 nightly
The price is $99 total per night from Aug 16 to Aug 17
$99 total
Aug 16 - Aug 17
Total with taxes and fees
8.6/10 Excellent! (1,088 reviews)
"Quick check in/out, very spacious rooms, clean, plenty of amenities, in a nice area, would recommend to anyone."

Reviewed on Jul 13, 2026

Hawthorn Suites by Wyndham Louisville East
Drury Inn & Suites Louisville North

Drury Inn & Suites Louisville North

3 out of 5
9597 Brownsboro Road Louisville KY
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $118 total per night from Aug 16 to Aug 17
$118 total
Aug 16 - Aug 17
Total with taxes and fees
Drury Inn & Suites Louisville North
Hyatt Place Louisville East

Hyatt Place Louisville East

3 out of 5
701 S Hurstbourne Pkwy Louisville KY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Aug 9 to Aug 10
$109 total
Aug 9 - Aug 10
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"Staff were very welcoming and accommodating. Very pleasant."

Reviewed on Jul 17, 2026

Hyatt Place Louisville East
See all 648 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 $643 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.