Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

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Your Portland Holiday

Book a Portland holiday package and immerse yourself in the atmosphere and rhythm of this captivating neighbourhood. With all your travel plans worked out, the only thing you need to focus on here is living it up. Eager to head out and see the sights during your trip to Portland? Don't miss nearby attractions such as Muhammad Ali Centre, KFC Yum Centre and Louisville Slugger Museum. No matter what your ideal Portland holiday looks like, you can turn it into reality with Expedia.

Our guide on where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
Louisville showing street scenes and signage as well as a small group of people

Downtown Louisville

4 out of top 10 points of interest in this area
4.5/5(4 area reviews)

Downtown Louisville is beloved for its fantastic nightlife. Take some time to explore sights in the area like Whiskey Row and KFC Yum Center.

Find hotel + flight trips in Downtown Louisville

Our pick of the best Portland Hotel Deals

Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
3.5 out of 5
830 Phillips Lane, Louisville, KY
Fully refundable
The price is AU$192 per night from 30 Sep to 1 Oct
AU$192
per night
30 Sep - 1 Oct
8.4/10 Very Good! (57 reviews)
"Friendly staff, great room, close to everything at the Expo!"

Reviewed on 21 Sep. 2024

Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
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 AU$282 per night from 30 Sep to 1 Oct
AU$282
per night
30 Sep - 1 Oct
8.6/10 Excellent! (3,349 reviews)
"The property was so nice and it is such a beautiful place. I did not like how low the clearance was on the parking garage."

Reviewed on 22 Sep. 2024

Galt House Hotel Trademark Collection by Wyndham
Omni Louisville Hotel
Omni Louisville Hotel
4 out of 5
400 S. 2nd Street, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is AU$400 per night from 2 Oct to 3 Oct
AU$400
per night
2 Oct - 3 Oct
9/10 Wonderful! (1,128 reviews)
"Comfortable bedding and great shower."

Reviewed on 22 Sep. 2024

Omni Louisville Hotel
See all 1,832 properties in Portland
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 Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Portland holiday package cost?
Get your credit card ready, because a trip to Portland starts from only . When you combine your flights, hotels and more into a holiday package, you’ll score the best bargains.
How do I get a cheap travel package to Portland?
Browse and book everything in the one place with our Portland holiday packages. You’ll find deals on hotels, flights, tours and more that’ll keep your wallet happy and your adventurous spirit busy. And, with more than 550 partner airlines and 1 000 000 hotel options all over the world to select from, you have countless opportunities to mix and match your own way.
Where should I stay in Portland?
Visitors come from all corners of the globe to see Churchill Downs and Muhammad Ali Centre in Portland. Stay near these must-see attractions to make sightseeing a breeze.
How far in advance should I book my Portland holiday?
While not all airlines advertise ticket prices early, you can normally look up international flights on Expedia up to a year in advance. This is when you’ll score some fantastic bargains. If you’re booking last minute, you could still be in luck. Discounted prices occasionally emerge just weeks prior to departure.
What does an Expedia Portland travel package include?
Hotels, flights and a reliable car for all your fun road trip adventures. Simply choose your favourite bundle and get access to great discounts. Once you’ve made your booking, add on some tours and activities and watch your savings stack up. When it comes to creating your Portland break, you’re the boss!
What should I know before booking a Portland travel package?
A travel package can be easier on the wallet than individually booking everything you need for your trip. For example, combine your hotels, flights and rental cars and save big. Whatever your holiday goals are, you’ll find a package to suit your budget.
Can I choose my airline with a Portland Expedia holiday package?
Yes — that’s the beauty of an Expedia holiday package. You can pick and choose your flights, hotels and more. We have access to more than 550 partner airlines throughout the world, so you have options galore when creating your Portland adventure.
If I'm not able to travel, can I cancel my Portland holiday package?
It’s hard to predict what tomorrow might bring, so it’s good to know that you can cancel or change your Portland holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Portland

Image for Kentucky Peerless Distilling Co.

Kentucky Peerless Distilling Co.

You can take time to visit Kentucky Peerless Distilling Co. during your travels to Louisville. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Kentucky Peerless Distilling Co.
Image for Boone Square Park

Boone Square Park

Explore the great outdoors at Boone Square Park, a lovely green space in Louisville. Stroll along the riverfront or attend a sporting event in the area.

Boone Square Park
Image for Lannan Park Trailhead

Lannan Park Trailhead

You can take time to visit Lannan Park Trailhead during your travels to Louisville.

Lannan Park Trailhead

Activities

Image for Private Louisville Bourbon Tour (Groups of 2-6) Old-Fo & More

Private Louisville Bourbon Tour (Groups of 2-6) Old-Fo & More

AU$690
Per adult
Private Louisville Bourbon Tour (Groups of 2-6) Old-Fo & More
Image for Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

AU$45
Per adult
Derby City Ghosts: Louisville Hauntings Tour
Image for Bardstown: Lux Row Distillers Production Tour with Tasting

Bardstown: Lux Row Distillers Production Tour with Tasting

AU$27
Per adult
Bardstown: Lux Row Distillers Production Tour with Tasting
See all activities in Louisville

More holiday ideas

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