Madison South Vacations
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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.
- Skamania Lodge
Jul 10 - Jul 12Skamania Lodge + Flight
Stevenson2 nights9.0/10 - Wonderful (1,006 reviews)"I had a phenomenal time relaxing at skamania lodge. Grounds and the building were beautiful, I loved the trails too. Special shout out to the housekeeping staff and Trevor at the front desk who found the things I left behind and mailed them to me. Will definitely stay again!"Reviewed May 19, 2026Roundtrip • Ontario (ONT) - Portland (PDX)ONT - PDX • 1 stop PDX - ONT • 1 stop$675$493found 14 hours agoper traveler - Rayland Hotel
Aug 8 - Aug 12Rayland Hotel + Flight
The Dalles4 nights9.0/10 - Wonderful (106 reviews)"The hotel is very clean and at a good location. The only thing I don't like is the noise that comes from the street in the night."Reviewed May 19, 2026Roundtrip • Los Angeles (LAX) - Portland (PDX)LAX - PDX • Nonstop PDX - LAX • Nonstop - The Independence
Jul 10 - Jul 15The Independence + Flight
Independence5 nights9.6/10 - Exceptional (1,007 reviews)"Stayed here for two nights with my family because it was conveniently located near Western Oregon, where our son was competing in the Oregon Rugby HS Championship. The rooms were beautiful and thought out with views of the Willamette River. Right off Main St. with lots to see and do. Staff was amazing. The free breakfast was a plus. Good variety of options to choose from. Loved that you could reserve the hot tub and relax without being bothered by others. Will definitely stay here again."Reviewed May 18, 2026Roundtrip • Los Angeles (LAX) - Portland (PDX)LAX - PDX • Nonstop PDX - LAX • Nonstop - Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace
Jul 12 - Jul 17Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace + Flight
Arch Cape5 nights10/10 - Exceptional (2 reviews)"Beach location was perfect for a relaxing week. Beach House was clean and well appointed with necessities. "Reviewed November 17, 2025Roundtrip • Phoenix (PHX) - Portland (PDX)PHX - PDX • Nonstop PDX - PHX • Nonstop - Bowline Hotel
Jun 25 - Jun 28Bowline Hotel + Flight
Astoria3 nights9.4/10 - Exceptional (1,002 reviews)"A modern waterfront hotel in a perfect location with a wonderful staff. It’s within walking distance of many restaurants, breweries, and downtown. The only downside is parking, as there is no dedicated lot. Street parking is available, and valet is an option if you arrive early before it fills up. Would stay here again."Reviewed May 15, 2026Roundtrip • Phoenix (PHX) - Eugene (EUG)PHX - EUG • 1 stop EUG - PHX • 1 stop
Where to stay in Madison South
Downtown Portland
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.
Madison South Hotel Deals
The Paramount Hotel
"Ok"
Reviewed on May 19, 2026
Hotel Eastlund, BW Premier Collection
"Beautiful property! Nicest hotel ive stayed in for the price point! Would definitely stay here again!"
Reviewed on May 19, 2026
Courtyard by Marriott Portland City Center
"Great location for walking around portland. Very clean and staff are amazing. Only real negative is the cost to park your vehicle. Very expensive!!"
Reviewed on May 18, 2026
Discover the most popular places to visit in Madison South
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.
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 acclaimed art scene and shops.
Rocky Butte
Explore the great outdoors at Rocky Butte and enjoy the beautiful waterfalls during your trip to Portland. Wander around the area's picturesque gardens or experience its acclaimed art scene.
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-Hour Lunch Cruise Through Downtown
