Portland Vacation Packages

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Your Portland Vacation

Our Portland vacation packages allow you to customize your own adventure. Tailor your journey to your style and interests and make the most of your time in this fabulous city. If your trip to Portland includes a little sightseeing, take in well-known attractions like Churchill Downs, Muhammad Ali Center and KFC Yum Center. Don't put off visiting this city any longer. The ultimate Portland vacation is a few clicks away with Expedia.

Top Holiday Package Deals in Portland

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites - Louisville - East by IHG

Staybridge Suites - Louisville - East by IHG

3 out of 5
Middletown
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Louisville (SDF)
8/10 Very Good! (595 reviews)
Close proximity to shopping centres. Overall good layout of the suites. But property requires upgrade. The Air Conditioning was a bit annoying. But the staff was super friendly.

Reviewed on Jul. 23, 2025

Tempo By Hilton Louisville Downtown Nulu

Tempo By Hilton Louisville Downtown Nulu

3.5 out of 5
Downtown Louisville
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Louisville (SDF)
9.4/10 Exceptional! (635 reviews)
The hotel was very clean and comfortable. The front desk staff were friendly and professional. The food in the restaurant on the top floor was excellent but a little pricy. The only problem during my stay was that 6 cars were broken into in their parking garage. Nothing stolen, vandalism only. Luckily mine wasn’t broken into but the car beside mine was. Otherwise, the hotel was great and the area, NULU, is cool and fun.

Reviewed on Jul. 21, 2025

Wingate by Wyndham Louisville East

Wingate by Wyndham Louisville East

2.5 out of 5
Jeffersontown
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Louisville (SDF)
8.6/10 Excellent! (1,001 reviews)
The water was off from 11:00am-1:40 pm on a day that I was planning to be in my room during those hours. Also, they only wash the towels every 3 days but housekeeping came in and put my dirty towels on the bathroom floor , put new ones in the bathroom but left the old ones on the floor and the bathroom trash wasn’t completely emptied. Because I had spread the bed it wasn’t made but the hand soap and the pen and pad was replaced. It was a half cleaning job and I’ve never quite seen that before. Not to mention, the housekeeping supervisor didn’t realize I had checked in already and used her key to come in to check the cleanliness of the room. She apologized but it made me feel uncomfortable the rest of my stay.

Reviewed on Jul. 20, 2025

Marriott Louisville East

Marriott Louisville East

4 out of 5
Jeffersontown
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Louisville (SDF)
9/10 Wonderful! (1,001 reviews)
Loved the breakfast, pool and music in lounge area! Staff was awesome

Reviewed on Jul. 25, 2025

Holiday Inn Express Louisville Airport Expo Center by IHG

Holiday Inn Express Louisville Airport Expo Center by IHG

2.5 out of 5
Hayfield Dundee
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Louisville (SDF)
8.6/10 Excellent! (1,000 reviews)
The staff were very friendly and I appreciate that

Reviewed on Jul. 24, 2025

Where to stay in Portland

Find the best Portland areas and neighborhoods for the activities you enjoy most. Learn more about Portland
Louisville showing signage and street scenes as well as a small group of people

Downtown Louisville

4 out of top 10 points of interest in this area
4/5(37 area reviews)

Explore "Museum Row" in the West Main District, catch a game at Louisville Slugger Field, or stroll across the pedestrian-only Big Four Bridge. Enjoy diverse attractions, restaurants, and the Louie Link skywalk.

Find hotels in Downtown Louisville

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 CA $166 per night from Aug 10 to Aug 11
CA $166
CA $195 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (3,484 reviews)
"The elevators and escalators were fun. When times were less busy it was nice to quickly get from garage to the room. All needs were met and staff was helpful. The room and stairwells could use some deep cleaning. Maybe some fresh paint and fresh air and more lighting in the stairwells. Overall it ..."

Reviewed on Jul. 24, 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 refundable
The price is CA $151 per night from Aug 6 to Aug 7
CA $151
CA $178 total
Aug 6 - Aug 7
includes taxes & fees
8.6/10 Excellent! (685 reviews)
"Great experience. Very big and busy hotel but had a great experience. Hotel smelled great. The staff was very friendly and kind. The beds and pillows were so comfy. I would definitely recommend this hotel and I would love to stay here again."

Reviewed on Jul. 22, 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 CA $217 per night from Aug 10 to Aug 11
CA $217
CA $256 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,525 reviews)
"A wonderful hotel"

Reviewed on Jul. 24, 2025

Omni Louisville Hotel
See all 1,975 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Portland vacation package cost?
Get your credit card ready, because a trip to Portland starts from only CA $1,107. When you combine your flights, hotels and more into a vacation 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 vacation 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 Center in Portland. Stay near these must-see attractions to make sightseeing a breeze.
How far in advance should I book my Portland vacation?
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 favorite 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 vacation goals are, you'll find a package to suit your budget.
Can I choose my airline with a Portland Expedia vacation package?
Yes — that's the beauty of an Expedia vacation 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 vacation package?
It's hard to predict what tomorrow might bring, so it's good to know that you can cancel or change your Portland vacation 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

Private Louisville Bourbon Tours

Private Louisville Bourbon Tours (Groups of 7-13) Old Fo & More

CA $231
per adult
Private Louisville Bourbon Tours (Groups of 7-13) Old Fo & More
Private Louisville Bourbon Tour

Private Louisville Bourbon Tour (Groups of 2-11) Old-Fo & More

CA $656
per adult
Private Louisville Bourbon Tour (Groups of 2-11) Old-Fo & More
Derby City Ghosts: Louisville Hauntings Tour

Derby City Ghosts: Louisville Hauntings Tour

CA $36
per adult
Derby City Ghosts: Louisville Hauntings Tour
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.