The Best Hotels with a Pool in Milwaukie, OR from ￥15,086 in 2026

Q: What are some accommodations with pools in Milwaukie?

The Paramount Hotel : Provides daily, an indoor pool, and complimentary wireless internet access. Heathman Hotel : Hotel located near Moda Center. Offers a rooftop terrace, an indoor pool, and a snack bar/deli. Country Inn & Suites by Radisson, Portland International Airport, OR : Provides cooked-to-order, an indoor pool, and a 24-hour fitness center. Hyatt Regency Portland at the Oregon Convention Center : Offers daily, an indoor pool, and free self parking. Hyatt House Portland/Downtown : Hotel located near Moda Center. Features 2 restaurants, an indoor pool, and 2 bars.

A calm lake with reflections of houses and trees, surrounded by a forested area and a cloudy sky.

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Our top choices for Milwaukie hotels with a pool

A swimming pool with lounge chairs, a covered area, and a building with a grey facade.

1. Quality Inn & Suites Clackamas – Portland

Sunnyside

Slip into summer vibes at this serene Portland retreat with a sun-drenched seasonal pool.

￥17,180 total

includes taxes & fees

Nov 18 - Nov 19

An indoor swimming pool with lounge chairs and tables, large windows, and a view of the outside.

2. Residence Inn by Marriott Portland Clackamas

Southgate

Discover year-round aquatic relaxation at Portland Clackamas's serene indoor pool hotel.

￥28,702 total

includes taxes & fees

Oct 31 - Nov 1

A poolside area with red umbrellas, lounge chairs, and a closed pool sign.

3. Hilton Garden Inn Clackamas Portland

Southgate

Experience poolside relaxation at this clean, beautiful outdoor pool with comfortable seating and perfect water temperatures.

￥18,662 total

includes taxes & fees

Nov 8 - Nov 9

A poolside area with a table and chairs under a striped umbrella, overlooking a lake with boats and a dock.

4. Lakeshore Inn

Lakewood

Dive into lakeside luxury with sun-soaked poolside loungers and spectacular sunset views.

￥30,304 total

includes taxes & fees

Oct 29 - Oct 30

A modern living room with a fireplace, comfortable seating, and a flat-screen TV mounted above the fireplace.

5. Fairfield Inn & Suites by Marriott Lake Oswego

Lake Forest

Immerse in this Lake Oswego hotel's pristine pool sanctuary where relaxation meets convenience for an elevated stay.

￥18,840 total

includes taxes & fees

Nov 24 - Nov 25

A swimming pool area with clear water, a lifeguard chair, and a sign indicating no lifeguard on duty.

6. Hampton Inn & Suites Portland Tigard

Tigard

Splash into comfort at this Portland Tigard hotel with refreshing indoor pool and hot tub.

￥19,178 total

includes taxes & fees

Nov 22 - Nov 23

A large indoor swimming pool with clear blue water, surrounded by lounge chairs and potted plants.

7. Holiday Inn Express Portland South-Lake Oswego by IHG

Lake Oswego

Dive into blissful water escapades with a refreshing indoor pool and cozy fireplace lounge.

￥18,745 total

includes taxes & fees

Nov 1 - Nov 2

An indoor swimming pool with clear water, a diving board, and lounge chairs.

8. Hyatt House Portland/Downtown

Downtown Portland

Heated indoor pool offers year-round relaxation with riverside scenery and fitness options at this pet-friendly Portland retreat.

￥20,160 total

includes taxes & fees

Nov 23 - Nov 24

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Choose what matters most at hotels with a pool in Milwaukie

Breakfast included

Hot tub

Top Milwaukie Hotel Reviews

Heathman Lodge

10/10 Excellent

"Great place to stay. The staff is extremely friendly and go out of the way to make you feel at home. Will not stay any where else."

Hyatt House Portland/Downtown

8/10 Good

"The hotel was nice. It was clean and fairly updated. They offer a free breakfast which was nice. Parking is only through valet which was $55 per day or you can pay for street or garage parking. There was a parking garage about a block away so it wasn't bad. Overall, we would stay here again."

The Paramount Hotel

8/10 Good

"Although the property was beautiful and clean, housekeeping never stepped into our room to clear out our trash bins or refill anything. Even after putting in a request. The only time we saw them was one day before leaving. Staff members were very friendly but when a request isn’t enough that’s kind of upsetting. There is also no on site parking for the hotel so consider having to say extra for a parking garage."

Frequently asked questions

What are some accommodations with pools in Milwaukie?

The Paramount Hotel: Provides daily, an indoor pool, and complimentary wireless internet access. Heathman Hotel: Hotel located near Moda Center. Offers a rooftop terrace, an indoor pool, and a snack bar/deli. Country Inn & Suites by Radisson, Portland International Airport, OR: Provides cooked-to-order, an indoor pool, and a 24-hour fitness center. Hyatt Regency Portland at the Oregon Convention Center: Offers daily, an indoor pool, and free self parking. Hyatt House Portland/Downtown: Hotel located near Moda Center. Features 2 restaurants, an indoor pool, and 2 bars.

What is there to see and do in Milwaukie?

Explore places like Moda Center while you're in the area. Surround yourself with nature at Willamette River and Elk Rock Island. Broaden your horizons with the local shopping in Milwaukie.

When is the best time to book a hotel with a pool in Milwaukie?

You may want to consider a place to stay that offers an outdoor swimming pool if you're planning to visit Milwaukie in the driest months of August, July, or June when the average rainfall is 1 inches. Lodging with an indoor pool may be the way to go if you are visiting during the rainiest months of December, January, and November when the average rainfall is 7 inches.

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Our top choices for Milwaukie hotels with a pool

1. Quality Inn & Suites Clackamas – Portland