Portland Holidays

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Photo by Pat Long

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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
Landscape of Louisville

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
The price is AU$258 per night from 1 Apr to 2 Apr
AU$258
1 Apr - 2 Apr
includes taxes & fees
9/10 Wonderful! (4,130 reviews)
The Galt House has undergone a major transformation since the last time my husband and I stayed there...it is beautiful! Our only complaint is that we ordered room service, and our food was not inexpensive (78.00 for breakfast and 98.00 for late dinner). The food had great flavor but for the price, ...

Reviewed on 31 Mar 2026

Galt House Hotel Trademark Collection by Wyndham
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane Louisville KY
The price is AU$161 per night from 7 Apr to 8 Apr
AU$161
7 Apr - 8 Apr
includes taxes & fees
8.8/10 Excellent! (1,266 reviews)
The room was not ready when we arrived at 1:00 AM. The next day, we asked for shower gel because it hadn't been refilled, and it took them an hour to bring it to us. I did not use the bar or the restaurant, so I have no opinion on them; however, the staff members were very attentive.

Reviewed on 30 Mar 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

4 out of 5
4520 Poplar Level Rd Louisville KY
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 1 Apr to 2 Apr
AU$175
1 Apr - 2 Apr
includes taxes & fees
9.4/10 Exceptional! (1,924 reviews)
Great stay

Reviewed on 31 Mar 2026

Derby City Gaming & Hotel - A Churchill Downs Property
See all 2,139 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.