Portland Holidays

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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 which includes street scenes and signage as well as a small group of people

Downtown Louisville

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

The cultural heart of the city beats with baseball, boxing and music, with sporting fields, live bands and a center for Muhammad Ali, the city’s most famous son.

Find hotels in Downtown Louisville

Our pick of the best Portland 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 AU$265 per night from 4 Oct to 5 Oct
AU$265
4 Oct - 5 Oct
includes taxes & fees
8.8/10 Excellent! (3,610 reviews)
"."

Reviewed on 15 Sept 2025

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$354 per night from 3 Oct to 4 Oct
AU$354
3 Oct - 4 Oct
includes taxes & fees
9.2/10 Wonderful! (1,605 reviews)
Convenience and Bourbon
"Very convenient to have good coffe and breakfast and a market all in the hotel. As you would expect the bar had many amazing Bourbon choices. Walking distance to tons of stuff."

Reviewed on 15 Sept 2025

Omni Louisville Hotel
Holiday Inn Express & Suites Louisville Downtown by IHG

Holiday Inn Express & Suites Louisville Downtown by IHG

2.5 out of 5
800 W Market St, Louisville, KY
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 28 Sept to 29 Sept
AU$162
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (1,552 reviews)
Great Hotel.
"Everything was great about this hotel. Breakfast was good and staff were very friendly. Easy walking distance to most things, easy jog to the river trail. Will stay here again."

Reviewed on 15 Sept 2025

Holiday Inn Express & Suites Louisville Downtown by IHG
See all 1,963 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.

Activities

Private Louisville Bourbon Tours

Private Louisville Bourbon Tours (Groups of 7-13) Old Fo & More

AU$258
per adult
Private Louisville Bourbon Tours (Groups of 7-13) Old Fo & More
Private Louisville Bourbon Tour

Private Louisville Bourbon Tour (Groups of 2-11) Old-Fo & More

AU$732
per adult
Private Louisville Bourbon Tour (Groups of 2-11) Old-Fo & More
Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

AU$49
per adult
Derby City Ghosts: Louisville Hauntings Tour
See all activities in Louisville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.