Westport Vacation Packages

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Top Westport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Louisville Airport

Hilton Garden Inn Louisville Airport

3 out of 5
Fairgrounds
Price was CA $1,204, price is now CA $895 per person
CA $895
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
9/10 Wonderful! (1,001 reviews)
Nice spacious rooms with comfy beds. Not a lot of food options for breakfast

Reviewed on Aug. 10, 2025

Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

4 out of 5
Downtown Louisville
Price was CA $1,409, price is now CA $1,101 per person
CA $1,101
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
9/10 Wonderful! (1,007 reviews)
Great experience staying at the Embassy Suites Downtown Louisville. Walkable to many area restaurants and attractions. Breakfast each morning was fantastic!

Reviewed on Aug. 27, 2025

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was CA $1,287, price is now CA $1,020 per person
CA $1,020
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
8.8/10 Excellent! (3,541 reviews)
Gorgeous property, polite staff, our room was super spacious and cozy! The view from the balcony is outstanding! The third floor bar was a plus plus!! We’d. Definitely stay here again!

Reviewed on Aug. 27, 2025

Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was CA $1,461, price is now CA $1,184 per person
CA $1,184
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
8.8/10 Excellent! (1,004 reviews)
Honestly it was awesome, my issue was with expedia they had no record of pre paying or my reservation , they took charge and had it resolved i absolutely am going back and the only place im staying at is there.awesome service

Reviewed on Aug. 22, 2025

Embassy Suites Louisville East

Embassy Suites Louisville East

3.5 out of 5
Price was CA $1,221, price is now CA $990 per person
CA $990
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
9/10 Wonderful! (1,001 reviews)
It was extremely clean. It was in a very quiet area. I have always enjoyed my stays at embassy suites hotels

Reviewed on Jul. 27, 2025

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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
The price is CA $121 per night from Sep 4 to Sep 5
CA $121
CA $143 total
Sep 4 - Sep 5
includes taxes & fees
Hyatt Place 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
The price is CA $99 per night from Aug 31 to Sep 1
CA $99
CA $116 total
Aug 31 - Sep 1
includes taxes & fees
8.4/10 Very Good! (832 reviews)
"Nice property within a very close walking distance to medical facility where we had an appointment, very nice staff and building"

Reviewed on Aug. 24, 2025

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

Drury Inn & Suites Louisville East

3 out of 5
9501 Blairwood Rd, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Sep 2 to Sep 3
CA $124
CA $146 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
After a swift room change…
"The man that checked us in apologized over and over and quickly moved us up another room when I went back to let him know the room smelled like weed. This was a nice hotel and we appreciated the popcorn and drinks in the lobby after we checked in."

Reviewed on Aug. 23, 2025

Drury Inn & Suites Louisville East
See all 605 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.
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Discover the most popular places to visit in Westport

Kentucky Exposition Center

Kentucky Exposition Center

4.5/5(14 reviews)

Learn about the events happening at Kentucky Exposition Center during your trip to Louisville. Experience the area's great live music and acclaimed art scene.

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

Churchill Downs

4.5/5(22 reviews)

Find more than mint juleps to enjoy at this iconic racetrack, best known as the annual host of the Kentucky Derby.

Churchill Downs
Louisville Slugger Museum featuring interior views

Louisville Slugger Museum

4.5/5(18 reviews)

Baseball is part of the American fabric. See where one important tool for this sport is produced in the factory that makes ball games possible.

Louisville Slugger Museum

What to do in Westport

Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

CA $36
per adult
Derby City Ghosts: Louisville Hauntings Tour
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

CA $28
per adult
90% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
Louisville: NuLu District Food and History Tour

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

CA $178
per adult
80% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
See all activities in Westport

Frequently asked questions

How much does a Westport vacation package cost?
You'll find cheap prices from CA $895 on Expedia for your Westport getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Westport costs.
What are the cheapest months to go to Westport?
January, February and November are great times to look for cheap Westport vacation packages. Choosing to travel in quieter months means you can generally find better prices on flights and accommodations.
How many days is enough for Westport?
The ideal length for your Westport vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to go to all the leading sights and explore some hidden treasures along the way.
How to find the best Westport package deals?
Begin your search for a Westport package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Westport package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Westport getaway off to a flying start.
Is it cheaper to book a Westport vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Westport vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Westport?
If you've got your Westport travel dates finalized, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Westport?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Westport.
  2. Set your budget: Consider costs like food, flights and transportation when working out how much to set aside for your trip to Westport. Then, select a hotel that works with your budget, whether that's an economical stay or a more upscale getaway.
  3. Decide how many days away: Start by listing all the attractions and activities you want to experience in Westport. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Westport vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.