Westwood Vacation Packages

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Your Westwood Vacation

Say goodbye to planning hassles and hello to a Westwood vacation package. With everything organized before you take off, you can focus on discovering the best of this city, starting with East Market District, which is good for nightlife, distilleries and craft breweries and shopping. E.P. Tom Sawyer State Park, Mall St. Matthews and Springhurst Towne Center Shopping Center are just some of the sights worth exploring during your trip to Westwood. Don't delay visiting this city any longer. The ultimate Westwood vacation is just a few clicks away with Expedia.

Top Westwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Louisville Northeast

Courtyard by Marriott Louisville Northeast

3 out of 5
Price was CA $1,010, price is now CA $981 per person
CA $981
per person
Jan 27 - Jan 31
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Louisville (SDF)
8.8/10 Excellent! (1,003 reviews)

Holiday Inn Louisville Airport - Fair/Expo by IHG

Holiday Inn Louisville Airport - Fair/Expo by IHG

3 out of 5
Fairgrounds
Price was CA $1,106, price is now CA $1,048 per person
CA $1,048
per person
Jan 27 - Jan 31
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Louisville (SDF)
8/10 Very good! (1,000 reviews)

Candlewood Suites Louisville North by IHG

Candlewood Suites Louisville North by IHG

2.5 out of 5
Price was CA $1,083, price is now CA $1,029 per person
CA $1,029
per person
Jan 27 - Jan 31
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Louisville (SDF)
8.4/10 Very good! (539 reviews)

Staybridge Suites Louisville Expo Center by IHG

Staybridge Suites Louisville Expo Center by IHG

3 out of 5
Fairgrounds
Price was CA $1,293, price is now CA $1,252 per person
CA $1,252
per person
Jan 27 - Jan 31
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Louisville (SDF)
9.2/10 Wonderful! (596 reviews)

Drury Inn & Suites Louisville East

Drury Inn & Suites Louisville East

3 out of 5
Price was CA $1,083, price is now CA $1,052 per person
CA $1,052
per person
Jan 27 - Jan 31
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YMQ) to Louisville (SDF)
9.2/10 Wonderful! (1,104 reviews)
It was a wonderful place. Love staying at the Drury they always make you feel important and welcome

Reviewed on Nov 8, 2026

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Westwood Hotel Deals

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Nov 22 to Nov 23
CA $192
CA $226 total
Nov 22 - Nov 23
includes taxes & fees
Galt House Hotel Trademark Collection by Wyndham
The Brown Hotel

The Brown Hotel

4.5 out of 5
335 W Broadway Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Nov 25 to Nov 26
CA $147
CA $173 total
Nov 25 - Nov 26
includes taxes & fees
The Brown Hotel
Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)

4 out of 5
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Nov 17 to Nov 18
CA $141
CA $165 total
Nov 17 - Nov 18
includes taxes & fees
9.6/10 Exceptional! (2,621 reviews)
"Hermosa habitación, espaciosa, un buen baño y muy elegante"

Reviewed on Nov 9, 2026

Derby City Gaming & Hotel - A Churchill Downs Property (Adults Only)
See all 2,165 properties in Westwood
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Westwood

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

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

CA $182
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket

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

CA $28
per adult
94% of travellers recommend
Louisville: Muhammad Ali Center Skip-the-Line Entry Ticket
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour

CA $14
per adult
80% of travellers recommend
Old Louisvilles Famous Ghosts Smartphone Guided Walking Tour
See all activities in Westwood

Frequently asked questions

How much does a Westwood vacation package cost?
You can grab a vacation package to this destination from CA $981 on Expedia. However, how much your vacation to Westwood costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Westwood?
You can usually find lower rates and better availability in January, February and November. Browse our cheap Westwood vacation packages and you could get some excellent off-season deals.
How many days is enough for Westwood?
Westwood vacations can be as short or long as you like, but to really get a feel for this destination, we'd suggest 2 days is a good ballpark. This will mean you can fit in headline attractions like Oxmoor Centre and Paddock Shops along with lesser-known gems. Don't forget to visit neighbourhoods such as Hurstbourne and Lyndon either. If you're smart with your time, you can even allow for a day trip from Westwood too.
How to find the best Westwood package deals?
Start your search for a Westwood package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Westwood package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Westwood adventure off to a flying start.
Is it cheaper to book a Westwood vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Westwood vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Westwood?
Enjoy amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Westwood adventure.
How to plan a trip to Westwood?

  1. Pick your travel dates: What you want to do in Westwood and your favourite season will help you decide when to travel.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and dining out to flights and activities. Your accommodations will likely be the largest expense during your trip to Westwood.
  3. Decide how many days away: Start by making a list of all the sights and activities you'd like to experience in Westwood. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, book the perfect Westwood vacation package for you.

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