Madison South Vacation Packages

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Your Madison South Vacation

A great way to experience this interesting city is with a tailor-made Madison South vacation package. Base yourself in the neighborhood of Mississippi District, which is good for shopping, nightlife and bars and pubs or go someplace else — our package deals are all about you. A trip to Madison South is an ideal opportunity to take in the sights. Be sure to look around well-known attractions like Portland State University, Veterans Memorial Coliseum and Tom McCall Waterfront Park. Check out Expedia's wide range of travel options and start planning your ultimate vacation to Madison South today.

Top Holiday Package Deals in Madison South

Price found within the past 48 hours. Click for updated prices.
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was CA $1,386, price is now CA $944 per person
CA $944
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (1,010 reviews)
The property was pristine and the staff was very courteus.

Reviewed on Jun 20, 2026

Coastal Getaway in Manzanita w Fire Pit, Guest House & Views Seagrove by Avantstay

Coastal Getaway in Manzanita w Fire Pit, Guest House & Views Seagrove by Avantstay

3 out of 5
Price was CA $6,685, price is now CA $4,787 per person
CA $4,787
per person
Aug 26 - Aug 31
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
No reviews
Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

3 out of 5
Price was CA $3,483, price is now CA $2,558 per person
CA $2,558
per person
Aug 26 - Aug 31
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (2 reviews)
Great property for our family vacation! Convenient layout, amenities, and an exceptionally well-stocked kitchen with both equipment and pantry staples. Property management was super - great communication and fast replies to questions. The beach at Arch Cape is wide open and uncrowded, with fun sea stacks, tide pools, streams, and fun things to explore at both ends of the beach. Would totally stay here again.

Reviewed on Aug 23, 2025

Bella Sol by Avantstay Ocean Views + Game Room

Bella Sol by Avantstay Ocean Views + Game Room

3 out of 5
Price was CA $3,440, price is now CA $2,547 per person
CA $2,547
per person
Aug 26 - Aug 31
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
No reviews
Inn at Haystack Rock

Inn at Haystack Rock

2.5 out of 5
Downtown Cannon Beach
Price was CA $2,360, price is now CA $1,752 per person
CA $1,752
per person
Aug 26 - Aug 31
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.6/10 Excellent! (1,003 reviews)
Very clean and cozy cottage house. Everything was perfect

Reviewed on Jun 20, 2026

Where to stay in Madison South

Find the best Madison South areas and neighborhoods for the activities you enjoy most. Learn more about Madison South
Downtown Portland

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(557 area reviews)

Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.

Find hotels in Downtown Portland

Madison South Hotel Deals

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Jun 28 to Jun 29
CA $158
CA $185 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (3,472 reviews)
"Very nice place rest and relax!"

Reviewed on Jun 22, 2026

The Paramount Hotel
Moxy Portland Downtown

Moxy Portland Downtown

3 out of 5
585 SW 10TH AVENUE Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 5 to Jul 6
CA $135
CA $156 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (1,438 reviews)
"The room was very clean, and the staff were friendly and helpful. The location was great because the hotel is within walking distance from a bunch of cool restaurants and shops."

Reviewed on Jun 22, 2026

Moxy Portland Downtown
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

3 out of 5
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jul 6 to Jul 7
CA $180
CA $209 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (2,602 reviews)
"Location, clean, big rooms with stove, microwave , refrigerator and cooking utensils."

Reviewed on Jun 22, 2026

Hyatt House Portland/Downtown
See all 2,816 properties in Madison South
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
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Frequently asked questions

How much does a Madison South vacation package cost?
Our Madison South packages, which begin at just CA $944, are the best way to save precious money. Pick and choose your preferred hotels, flights and rental car to create a customized getaway.
How do I get a cheap travel package to Madison South?
Booking a Madison South vacation package with Expedia is a great way to save. We have access to more than 550 partner airlines and 1,000,000 properties across the globe. With such a broad range to choose from, you'll have no difficulty pulling together your next dream trip.
Where should I stay in Madison South?
Make sightseeing easy by staying just a stone's throw away from Madison South's terrific attractions. Oregon Zoo and Portland State University are two of the most popular.
What are the top hotels in Madison South?
Perfect Portland Location, Tiki Backyard Layout and Days Inn by Wyndham Portland Central are a couple of the most popular hotels in Madison South. Why not have a look at the amenities and facilities at each and then make up your mind?
How far in advance should I book my Madison South vacation?
Savvy travelers often book early. You can normally compare international airfares on Expedia up to a year before your intended flight. If you're booking last minute, there's no need to worry. Cheap prices occasionally become available just weeks before departure dates.
What does an Expedia Madison South travel package include?
Flights, hotels and a reliable car for your road trip adventures. Simply choose your favorite bundle and gain access to great discounts. Once you've made your booking, add on some sightseeing tours and watch your savings pile up. When it comes to organizing your Madison South escape, you're in control!
What should I know before booking a Madison South travel package?
A travel package can be tailored to your budget and is a terrific way to stretch your hard-earned dollars. How little or much you include is totally up to you. Hotels, rental cars and flights — decide on a combination that suits your plans.
Can I choose my airline with a Madison South Expedia vacation package?
You can. Expedia has access to more than 550 partner airlines worldwide, so select the carrier that's a good fit for your travel needs.
If I'm not able to travel, can I cancel my Madison South vacation package?
Don't stress if you're rethinking your Madison South vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We understand life can throw the occasional spanner in the works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.

Discover the most popular places to visit in Madison South

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

The Grotto

You can learn about the history of Portland with a trip to The Grotto. Stroll along the area's riverfront or experience its entertainment choices.

The Grotto

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $111
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

CA $122
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

CA $192
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.