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.
Washington Plaza Apartments

Washington Plaza Apartments

3 out of 5
Downtown Portland
per person
Aug. 9 - Aug. 12
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PDX)
8.4/10 Very Good! (265 reviews)
This unit was in a convenient area, within walking distance of everything we needed to do. It wasn't a large room, but good for a few days, especially considering we spent most of our time out and about. I would book it again.

Reviewed on Jun. 16, 2024

Woodlark

Woodlark

4 out of 5
Downtown Portland
per person
Aug. 9 - Aug. 12
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PDX)
9/10 Wonderful! (1,005 reviews)
This hotel is beautiful in its vintage charge and many on site amenities w/ access to easy garage parking. Highly recommend!

Reviewed on Jun. 16, 2024

Larkspur Landing Hillsboro - An All-Suite Hotel

Larkspur Landing Hillsboro - An All-Suite Hotel

3 out of 5
per person
Aug. 9 - Aug. 12
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PDX)
8.2/10 Very Good! (1,500 reviews)
Great staff, amenities, decent breakfast and coffee. Laundry onsite which is a big plus specially if doing an extended stay. Overall great quote place to stay. Second time here and I will keep coming in the future.

Reviewed on Jun. 20, 2024

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
per person
Aug. 9 - Aug. 12
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PDX)
8.8/10 Excellent! (1,000 reviews)
We appreciated the helpful and kind staff beautiful decor , delicious food We especially enjoyed our breakfast in bed! We look forward to staying here again! It would be nice if you offered onsite parking.

Reviewed on Jun. 17, 2024

AC Hotel by Marriott Portland Downtown, OR

AC Hotel by Marriott Portland Downtown, OR

3.5 out of 5
Downtown Portland
per person
Aug. 9 - Aug. 12
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Needs better restaurant.

Reviewed on Jun. 20, 2024

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 - South Waterfront showing picnicing, boating and a bay or harbor

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(545 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 hotel + flight trips in Downtown Portland

Madison South Hotel Deals

Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is CA $114 per night from Jul. 7 to Jul. 8
CA $114
CA $133 total
includes taxes & fees
Jul 7 - Jul 8
8.6/10 Excellent! (1,095 reviews)
"."

Reviewed on Jun. 21, 2024

Courtyard by Marriott Portland City Center
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 $139 per night from Jul. 22 to Jul. 23
CA $139
CA $208 total
includes taxes & fees
Jul 22 - Jul 23
9.2/10 Wonderful! (1,950 reviews)
Comfortable and friendly
"The hotel is lovely and the front desk reception was very helpful in finding a room that would fit our needs. Be advised that parking and incidentals are an extra fee."

Reviewed on Jun. 20, 2024

The Paramount Hotel
Red Lion Hotel Portland Airport
Red Lion Hotel Portland Airport
3 out of 5
7101 NE 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Jul. 2 to Jul. 3
CA $117
CA $136 total
includes taxes & fees
Jul 2 - Jul 3
7/10 Good! (2,098 reviews)
"Needs some remodeling but overall good experience"

Reviewed on Jun. 20, 2024

Red Lion Hotel Portland Airport
See all 2,591 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Madison South vacation package cost?
Our Madison South packages, which begin at just CA $855, 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

Image for The Grotto

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 acclaimed art scene.

The Grotto
Image for Rose City Golf Course

Rose City Golf Course

Play a round of golf in Portland at Rose City Golf Course, and enjoy other activities such as biking. Discover the area's entertainment choices and shops.

Rose City Golf Course
Image for Hancock Park

Hancock Park

Explore the lovely green spaces of Hancock Park and also enjoy the biking trails in Portland. Wander the riverfront and picturesque gardens in the area.

Hancock Park

Things to do

Image for Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

CA $116
Per adult
94% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Image for Essential Portland Oregon Bike and E-Bike Tour!

Essential Portland Oregon Bike and E-Bike Tour!

CA $73
Per adult
Essential Portland Oregon Bike and E-Bike Tour!
Image for Northern Oregon Coast Day Trip to Three Capes Scenic Loop

Northern Oregon Coast Day Trip to Three Capes Scenic Loop

CA $215
Per adult
Northern Oregon Coast Day Trip to Three Capes Scenic Loop
See all activities in Portland

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.