Maplewood Vacation Packages 2026 from $507

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Your Maplewood Vacation

Reserve a Maplewood vacation package and get set to experience the highlights of this city. Consider staying in the neighborhood of Overlook, which is great for cycling, bars and pubs and dining. Oregon Zoo, Portland State University and Portland Japanese Garden are just a few of the sights worth checking out during your trip to Maplewood. Browse Expedia's extensive range of travel options and start planning your dream vacation to Maplewood today.

The Latest Maplewood Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Capitol Hill Motel

Southwest Portland

$507

per person

Nov 21 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

Ontario Intl. Airport (ONT) to Portland (PDX)

9.2/10 Wonderful! (864 reviews)

We love staying at this very clean and well run motel near the Multnomah Village area. Wonderful family runs this small motel. Plenty of parking. Close to everything. Rooms are clean, and some have mini kitchens. When we visit family in PDX, we always stay here.

Reviewed on Sep 26, 2026

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

$758

per person

Dec 6 - Dec 10

just found

Roundtrip flight included

Dallas (DAL) to Portland (PDX)

9.2/10 Wonderful! (1,000 reviews)

Bowline Hotel

$593

per person

Nov 11 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PDX)

9.4/10 Exceptional! (1,001 reviews)

Little Creek Cove Beachfront Resort

$800

per person

Dec 10 - Dec 14

found 5 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PDX)

9.4/10 Exceptional! (1,661 reviews)

The two room bedroom condo I stayed in was wonderful. The living room had a wonderful ocean view. It was a very short walk to the beach -- although you do have to wade through a small stream to get to the beach.

Reviewed on Sep 27, 2026

Darlingwood

$616

per person

Dec 10 - Dec 14

found 5 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PDX)

9.6/10 Exceptional! (4 reviews)

The setting is tranquil, with beautiful views, and the home itself is lovely. Our host was welcoming and gracious. The B&B is about two miles down gravel roads with fairly deep washboards, so guests should be prepared for a rough drive. We love staying at true bed and breakfasts, and for us, part of the charm is the experience of a thoughtfully prepared, homemade breakfast. Unfortunately, the breakfast we received was a bit disappointing—a scone, two strawberries, and five blueberries left us wanting more. In fairness, the fault is partly ours for not having more realistic expectations about what was included. The property and setting are beautiful, and the host was very welcoming, but the breakfast experience did not live up to what we typically expect from a bed and breakfast.

Reviewed on Aug 10, 2026

Where to stay in Maplewood

Find the best Maplewood areas and neighborhoods for the activities you enjoy most. Learn more about Maplewood

Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

1 out of top 10 points of interest in this area

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.

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

Northeast Portland

1 out of top 10 points of interest in this area

Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

1 out of top 10 points of interest in this area

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

Southeast Portland

Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

Southwest Portland

3 out of top 10 points of interest in this area

Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.

Maplewood Hotel Deals

The Paramount Hotel

808 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

$131 nightly

$152 total

Oct 14 - Oct 15

Total with taxes and fees

Heathman Hotel

1001 SW Broadway Portland OR

Fully refundableReserve now, pay when you stay

$141 nightly

$164 total

Oct 18 - Oct 19

Total with taxes and fees

Country Inn & Suites by Radisson, Portland International Airport, OR

7025 NE Alderwood Rd Portland OR

Fully refundable

$102 nightly

$119 total

Oct 27 - Oct 28

Total with taxes and fees

8.8/10 Excellent! (3,257 reviews)

"Excellent breakfast. Helpful staff."

Reviewed on Sep 27, 2026

See all 2,928 properties in Maplewood

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.

Stay near popular Maplewood attractions

April Hill City Park

April Hill City Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or visit the shops in the area.

See properties

Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

$88

per adult

98% of travellers recommend

Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

$129

per adult

96% of travellers recommend

Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

$105

per adult

92% of travellers recommend

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.

Maplewood Vacations from $507

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Maplewood Vacation

The Latest Maplewood Vacation Packages

Capitol Hill Motel

The Nines, a Luxury Collection Hotel, Portland

Bowline Hotel

Little Creek Cove Beachfront Resort

Darlingwood

Where to stay in Maplewood

Downtown Portland

Northeast Portland

Pearl District

Southeast Portland

Southwest Portland

Maplewood Hotel Deals

The Paramount Hotel

Heathman Hotel

Country Inn & Suites by Radisson, Portland International Airport, OR

Stay near popular Maplewood attractions

April Hill City Park

Things to do

Portland: 2-Hour Lunch Cruise Through Downtown

Portland: Dinner Cruise on the Willamette River

Portland: Brunch Cruise on Willamette River