Portland Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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(8 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 hotels in Downtown Louisville

Top hotels in Portland

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 S$191 per night from 1 Dec to 2 Dec
S$191
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (3,363 reviews)
"I had a wonderfully pleasant man checking me in; however, after assigning me a room in the west tower, he gave me a parking QR code that only worked in the lot at east tower. It was a huge inconvenience to carry our luggage that distance and then to go to the desk to later get a QR code for the lot ..."

Reviewed on 21 Nov,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 S$240 per night from 24 Nov to 25 Nov
S$240
includes taxes & fees
24 Nov - 25 Nov
9/10 Wonderful! (1,174 reviews)
"Amazing property and overall stay. We were celebrating a milestone birthday and Jaci at the front desk not only upgraded us, but sent up a bottle of whisky and chocolates. It was the best hotel stay I think I’ve ever experienced. Beautiful property and even better people working there. So grateful ..."

Reviewed on 18 Nov,2024

Omni Louisville Hotel
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 refundableReserve now, pay when you stay
The price is S$136 per night from 10 Dec to 11 Dec
S$136
includes taxes & fees
10 Dec - 11 Dec
8.6/10 Excellent! (197 reviews)
"Overall we enjoyed our stay. That being said, the parking is cramped & it was difficult to find a space. I think guests should have priority over bar patrons. Also the Keurig coffe provided in the room was awful & housekeeping dud not replenish our cups after the 1st day."

Reviewed on 18 Nov,2024

Crowne Plaza Louisville Airport Expo Ctr, an IHG Hotel
See all 1,972 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.

Things to do

Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

S$26
Per adult
Derby City Ghosts: Louisville Hauntings Tour
Bardstown: Lux Row Distillers Production Tour with Tasting

Bardstown: Lux Row Distillers Production Tour with Tasting

S$24
Per adult
90% of travellers recommend
Bardstown: Lux Row Distillers Production Tour with Tasting
Whispers on Whiskey Row: Murder, Crime, & Ghosts of Derby City

Whispers on Whiskey Row: Murder, Crime, & Ghosts of Derby City

S$59
Per adult
Whispers on Whiskey Row: Murder, Crime, & Ghosts of Derby City
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.