Madison South Vacations from $285

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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.

The Latest Madison South Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Hotel Zags Portland
Mark Spencer Hotel
Black Walnut Inn & Vineyard
Shilo Inn Suites Hotel - Warrenton
Homewood Suites by Hilton Hillsboro/Beaverton

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

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

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
$95 nightly
The price is $110 total per night from Dec 21 to Dec 22
$110 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (3,030 reviews)
friendly staff good food very nice rooms

Reviewed on Nov 25, 2025

The Paramount Hotel
Embassy Suites by Hilton Portland Airport

Embassy Suites by Hilton Portland Airport

3.5 out of 5
7900 Ne 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $129 total per night from Dec 7 to Dec 8
$129 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (2,103 reviews)
Friendly staff, fast check in, the room is very clean and roomy, we will return in the next travel trips.

Reviewed on Nov 26, 2025

Embassy Suites by Hilton Portland Airport
Embassy Suites by Hilton Portland Downtown

Embassy Suites by Hilton Portland Downtown

4 out of 5
319 SW Pine St Portland OR
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $131 total per night from Dec 21 to Dec 22
$131 total
Dec 21 - Dec 22
Total with taxes and fees
8.6/10 Excellent! (1,332 reviews)
Room was clean.. friendly staff will stay again

Reviewed on Nov 28, 2025

Embassy Suites by Hilton Portland Downtown
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.

Discover the most popular places to visit in Madison South

Things to do

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