Portland Holidays

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Photo by Linda Cronan

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

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

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Black Friday Sale

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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

4 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 NZ$196 per night from 29 Nov to 30 Nov
NZ$196
29 Nov - 30 Nov
includes taxes & fees
8.8/10 Excellent! (3,769 reviews)
The hotel is beautiful and decorated for the holidays, the room was very nice, clean and comfortable. Had one amall issue with the air/heat unit being very loud, possibility in need of repair, otherwise we loved the room.

Reviewed on 17 Nov 2025

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
Fully refundableReserve now, pay when you stay
The price is NZ$181 per night from 8 Dec to 9 Dec
NZ$181
8 Dec - 9 Dec
includes taxes & fees
8.8/10 Excellent! (985 reviews)
Stay was amazing. Had a wonderful time. Staff was awesome. The bed was incredible.

Reviewed on 23 Nov 2025

Crowne Plaza Louisville Airport Expo Ctr by IHG
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$418 per night from 7 Dec to 8 Dec
NZ$418
7 Dec - 8 Dec
includes taxes & fees
9.2/10 Wonderful! (1,696 reviews)
Everything was great

Reviewed on 23 Nov 2025

Omni Louisville Hotel
See all 2,063 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

24-hour gas light illuminates the lovely Conrad's Castle on St. James Court.

Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby

NZ$49
per adult
90% of travellers recommend
Old Louisville Ghost Tour as Recommended by The New York Times @ 4th and Ormsby
Four Roses distillery - New Process - COVID19

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

NZ$385
per adult
78% of travellers recommend
Bourbon Tour (03) : Buffalo Trace, Woodford, Four Roses, Wild Turkey, Other
Like other US cities with early French influence, Louisville is a city where the fleur-de-lis lives on! You'll find this symbol in abundance in Old Louisville.

ORIGINAL Old Louisville Walking Tour seen in The New York Times!

NZ$45
per adult
86% of travellers recommend
ORIGINAL Old Louisville Walking Tour seen in The New York Times!
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.