Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Pat Long

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

5 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 NZ$308 per night from 22 Mar to 23 Mar
NZ$308
22 Mar - 23 Mar
includes taxes & fees
9/10 Wonderful! (4,096 reviews)
Courteous

Reviewed on 24 Feb 2026

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 NZ$392 per night from 19 Mar to 20 Mar
NZ$392
19 Mar - 20 Mar
includes taxes & fees
9.2/10 Wonderful! (1,783 reviews)
Everyone at the Omni Louisville was FANTASTIC! They decorated our room prior to arrival to help us celebrate our anniversary and make our stay even more memorable!

Reviewed on 23 Feb 2026

Omni Louisville Hotel
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
Fully refundable
The price is NZ$198 per night from 27 Feb to 28 Feb
NZ$198
27 Feb - 28 Feb
includes taxes & fees
8.8/10 Excellent! (1,181 reviews)
Nice and easy stay.

Reviewed on 24 Feb 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
See all 2,099 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.

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

Four Roses distillery - New Process - COVID19

Bourbon Tour (03) : Buffalo Trace, Woodford, Four Roses, Wild Turkey, Other

NZ$315
per adult
86% of travellers recommend
Bourbon Tour (03) : Buffalo Trace, Woodford, Four Roses, Wild Turkey, Other
Bourbon Bottle Hall selfie!

General Admission Ticket to Frazier History Museum

NZ$27
per adult
General Admission Ticket to Frazier History Museum
Louisville: NuLu District Food and History Tour

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

NZ$215
per adult
90% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
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.