Westport Vacations from $416

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The Latest Westport vacation packages

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Louisville Airport by IHG

Candlewood Suites Louisville Airport by IHG

2.5 out of 5
Watterson Park
Price was $511, price is now $416 per person
$416
per person
Sep 11 - Sep 14
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
8.2/10 Very Good! (393 reviews)

The Purple Martin

The Purple Martin

2 out of 5
Save 100% on your flight
Price was $1,705, price is now $1,238 per person
$1,238
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
10/10 Exceptional! (2 reviews)
Amazing property… I would come back in a heartbeat!

Reviewed on Jun 19, 2025

Moxy Louisville Downtown

Moxy Louisville Downtown

3.5 out of 5
Downtown Louisville
Price was $1,474, price is now $1,180 per person
$1,180
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
9.2/10 Wonderful! (805 reviews)
Friendly staff great location, clean

Reviewed on Jul 27, 2026

Studio 6 Suites Louisville, KY – Airport/Expo Center

Studio 6 Suites Louisville, KY – Airport/Expo Center

2 out of 5
Highland Park
Price was $1,995, price is now $1,612 per person
$1,612
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Louisville (SDF)
7.4/10 Good! (713 reviews)
Omg id love to just live here my freakinn gosh best place in the entire world

Reviewed on Jul 31, 2026

Travelodge by Wyndham Sellersburg / Louisville North

Travelodge by Wyndham Sellersburg / Louisville North

2 out of 5
Price was $1,012, price is now $826 per person
$826
per person
Sep 16 - Sep 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Louisville (SDF)
6.8/10 (742 reviews)

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What to do in Westport

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
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
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

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! (1,001 reviews)
"Some things are more important than others when it comes to my stay. Being cool is one of them. The air in our room didn’t work well. Called the from desk and she said someone would come right up, no one came. Room was very clean so kudos to housekeeping. Water pressure was terrible. Just not a good ..."

Reviewed on Jul 30, 2026

Hyatt Place Louisville East
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
$82 nightly
The price is $96 total per night from Sep 1 to Sep 2
$96 total
Sep 1 - Sep 2
Total with taxes and fees
8.6/10 Excellent! (1,093 reviews)
"E erything was top notch."

Reviewed on Jul 30, 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
$98 nightly
The price is $115 total per night from Aug 18 to Aug 19
$115 total
Aug 18 - Aug 19
Total with taxes and fees
9.6/10 Exceptional! (1,004 reviews)
"Very speedy check in. Best breakfast"

Reviewed on Jul 31, 2026

Drury Inn & Suites Louisville North
See all 660 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 $416 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.