Portland Holidays

Photo by Pat Long

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

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(8 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

Top hotels in Portland

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 S$124 per night from 21 Jun to 22 Jun
S$124
21 Jun - 22 Jun
includes taxes & fees
8.8/10 Excellent! (1,438 reviews)
"The large area around the indoor pool made it attractive. There is a lot of glass around the area which gives the effect of an outdoor pool. The desk employees were very helpful. We enjoyed our breakfast at Al's large restaurant. The server helped us start our day with her upbeat personality."

Reviewed on 21 May, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
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$206 per night from 7 Jun to 8 Jun
S$206
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (4,174 reviews)
"Nice clean rooms. Just wish there was a microwave."

Reviewed on 21 May, 2026

Galt House Hotel Trademark Collection by Wyndham
Radisson Hotel Louisville North

Radisson Hotel Louisville North

3 out of 5
505 Marriott Drive Clarksville IN
Fully refundableReserve now, pay when you stay
The price is S$82 per night from 28 May to 29 May
S$82
28 May - 29 May
includes taxes & fees
7/10 Good! (3,076 reviews)
"Cheap.. the lobby, pool, restaurant are decent but rooms are out definitely outdated, not cleaned well. Had sticky food residue on table. Rooms are dark and dingy. But rooms arent terrible for the low price.."

Reviewed on 21 May, 2026

Radisson Hotel Louisville North
See all 2,127 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

Woodford Reserve Distillery

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

S$241
per adult
86% of travellers recommend
Bourbon Tour (03) : Buffalo Trace, Woodford, Four Roses, Wild Turkey, Other
Louisville: 3-Hour Food and History Tour of NuLu District

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

S$164
per adult
94% of travellers recommend
Louisville: 3-Hour Food and History Tour of NuLu District
General Admission Ticket to Frazier History Museum

General Admission Ticket to Frazier History Museum

S$20
per adult
General Admission Ticket to Frazier History Museum
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.