Westport Vacations from $442
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The Latest Westport vacation packages
Price found within the past 48 hours. Click for updated prices.
Derby Hotel & Suites
$442
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Houston (HOU) to Louisville (SDF)
7/10 Good! (208 reviews)
It was fine for spending one night, but there was no breakfast or vending machine. It was not handicapped accessible. You had to walk up stairs to check in.
Reviewed on Sep 29, 2026
The Brown Hotel
Downtown Louisville
$484
per person
Nov 6 - Nov 8
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Louisville (SDF)
9.4/10 Exceptional! (1,309 reviews)
He loved it here! First off the staff is incredible. They go out of their way, which is so rare to see in a hotel. It is insanely beautiful and so affordable for such a gorgeous property. It was a gem and I hope to go back soon! My husband and I even had a little dinner in the bar restaurant after our festival and it was wonderful.
Reviewed on Sep 29, 2026
What to do in Westport
Kentucky Derby Museum - General Admission and Guided Track Visit
$24
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
$129
per adult
94% of travellers recommend
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby
$29
per adult
92% of travellers recommend
Westport Hotel Deals
Drury Inn & Suites Louisville North
9597 Brownsboro Road Louisville KY
Fully refundableReserve now, pay when you stay
$100 nightly
$118 total
Oct 5 - Oct 6
Total with taxes and fees
9.6/10 Exceptional! (1,054 reviews)
"It's a nice place to stay. We'll stay there again. The building is starting to show it's where. Very friendly staff."
Reviewed on Sep 29, 2026
Aloft by Marriott Louisville East
10700 Westport Road Louisville KY
Fully refundableReserve now, pay when you stay
$109 nightly
$128 total
Oct 12 - Oct 13
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
"Great place"
Reviewed on Sep 30, 2026
La Quinta Inn & Suites by Wyndham Louisville NE/Old Henry Rd
13825 Terra View Trail Louisville KY
Fully refundableReserve now, pay when you stay
$89 nightly
$105 total
Oct 11 - Oct 12
Total with taxes and fees
8.6/10 Excellent! (1,011 reviews)
"I liked where my room was bc we had a small dog and the exit door was close. The breakfast was “ok”. Nothing special but doable."
Reviewed on Sep 27, 2026
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 $442 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.