These Are The 10 Best Places To Retire In Oregon For 2018


We analyzed over 57 places in Oregon to identify the ones that offer the most to retirees.

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When most people think of calling it quits on a career, they immediately think of a move to Florida.

But not everyone wants to spend their golden years in Florida; some of us want to stay close to friends and family and within the great state of Oregon.

But where exactly in Oregon? Well, there’s only one place to go for the answer — data.

To that end, we have tried to identify the places in Oregon that are safe, affordable, and have plenty of things to keep you busy well into retirement.

What did we find after pouring through all the data? Let’s just say we hope folks in Dallas don’t mind us spreading the word.

Here are our top ten places in the Beaver State to retire for 2018:

  1. Dallas (Photos | Homes For Sale)
  2. Milwaukie (Photos | Homes For Sale)
  3. The Dalles (Photos | Homes For Sale)
  4. Canby (Photos | Homes For Sale)
  5. Lake Oswego (Photos | Homes For Sale)
  6. Roseburg (Photos | Homes For Sale)
  7. Pendleton (Photos | Homes For Sale)
  8. Gladstone (Photos | Homes For Sale)
  9. Grants Pass (Photos | Homes For Sale)
  10. Klamath Falls (Photos | Homes For Sale)

Why did Dallas take the top spot? And where are Portland and Salem?

Read on to see see all the golden parachute level details. Or check out the purely worst and best places to live in Oregon.

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How We Determined The Best Places To Retire In the Beaver State

To create our list of the best places in Oregon to retire, we first used Census data to find all places in the Beaver State with a population of at least 5,000 that aren’t townships.

This left us with 38 places from across the state.

For these 38, we looked at the following criteria taken from the Census, the FBI’s Crime Report, National Weather Service, and OpenFlights:

  • Low cost of living as measured by rent
  • Low crime
  • Things to do (Museums, Colleges, and Libraries in town)
  • Nice weather
  • Distance to the closest international airport
  • Other retirees (High median age)

We then ranked each of these places for each criteria from one to 38, with the lowest number being the best.

Finally, we took the average rank across these criteria. The place, in this case Dallas, with the lowest average rank was crowned the best of the best, a place for you to start your second careers.

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1. Dallas

Dallas, Oregon

Population: 15,175
Median Rent: $715
Distance to Closest Airport: 57 miles
Crime Per 100k: 2,181
More on Dallas: Homes For Sale | Data
Dallas was settled in the 1840s on the north side of Rickreall Creek and was originally named ‘Cynthian’ or ‘Cynthiana’. A 1947 Itemizer-Observer article states: ‘[T]he town was called Cynthiana after Cynthiana, Ky., so named by Mrs. Thos. Lovelady.’ The History of Polk County Oregon, 1987, Page 12, states: ‘To Mrs. Thomas J. Lovelady was given the honor of naming the new settlement and she selected the name after her home town of Cynthiana, Kentucky.’

2. Milwaukie

Milwaukie, Oregon

Population: 20,643
Median Rent: $972
Distance to Closest Airport: 10 miles
Crime Per 100k: 2,296
More on Milwaukie: Homes For Sale | Data
Milwaukie was settled in 1847 and formally platted in 1849 as a rival to the upriver Oregon City by Lot Whitcomb, who named it for Milwaukee, Wisconsin. At the time, the Wisconsin city was also frequently spelled ‘Milwaukie’ before the current spelling was adopted. Some accounts also state that the Oregon city used an alternate spelling to prevent confusion at the post office.

3. The Dalles

The Dalles, Oregon

Population: 15,276
Median Rent: $757
Distance to Closest Airport: 69 miles
Crime Per 100k: 3,312
More on The Dalles: Homes For Sale | Data
The site of what is now the city of The Dalles was a major Indian trading center for at least 10,000 years. The general area is one of the continent’s most significant archaeological regions. Lewis and Clark camped near Mill Creek on October 25?27, 1805, and recorded the Indian name for the creek as Quenett.

4. Canby

Canby, Oregon

Source: Public domain’

Population: 17,218
Median Rent: $935
Distance to Closest Airport: 22 miles
Crime Per 100k: 1,161
More on Canby: Homes For Sale | Data
Canby is named for Edward Richard Sprigg Canby, a Civil War general who was later killed in the Modoc War by Captain Jack and his group of warriors.

5. Lake Oswego

Lake Oswego, Oregon

Population: 38,065
Median Rent: $1,371
Distance to Closest Airport: 13 miles
Crime Per 100k: 1,253
More on Lake Oswego: Homes For Sale | Data
The Clackamas Indians once occupied the land that later became Lake Oswego, but diseases transmitted by European explorers and traders killed most of the natives. Before the influx of non-native people via the Oregon Trail, the area between the Willamette River and Tualatin River had a scattering of early pioneer homesteads and farms.

6. Roseburg

Roseburg, Oregon

Population: 22,201
Median Rent: $813
Distance to Closest Airport: 63 miles
Crime Per 100k: 6,265
More on Roseburg: Homes For Sale | Data
The city was named for settler Aaron Rose, who established a homestead within the current city limits on September 23, 1851. Rose was born in 1813 in Ulster County, New York. In 1851, he came to Oregon from Coldwater, Michigan, where he had lived since 1837.

7. Pendleton

Pendleton, Oregon

Source: Public domain’

Population: 16,861
Median Rent: $650
Distance to Closest Airport: 108 miles
Crime Per 100k: 3,190
More on Pendleton: Homes For Sale | Data
A European-American commercial center began to develop here in 1851, when Dr. William C. McKay established a trading post at the mouth of McKay Creek. A United States Post Office named Marshall (for the owner, and sometime gambler, of another local store) was established April 21, 1865, and later renamed Pendleton. The city was incorporated by the Oregon Legislative Assembly on October 25, 1880.

8. Gladstone

Gladstone, Oregon

Population: 11,850
Median Rent: $1,053
Distance to Closest Airport: 14 miles
Crime Per 100k: 2,742
More on Gladstone: Homes For Sale | Data
Prior to European settlement, there were several Native American groups living in the area that was to become Gladstone.

9. Grants Pass

Grants Pass, Oregon

Population: 36,776
Median Rent: $859
Distance to Closest Airport: 23 miles
Crime Per 100k: 5,726
More on Grants Pass: Homes For Sale | Data
Early Hudson’s Bay Company hunters and trappers, following the Siskiyou Trail, passed through the site beginning in the 1820s. In the late 1840s, settlers (mostly American) following the Applegate Trail began traveling through the area on their way to the Willamette Valley. The city states that the name was selected to honor General Ulysses S. Grant’s success at Vicksburg. Grants Pass post office was established on March 22, 1865. The city of Grants Pass was incorporated in 1887.

10. Klamath Falls

Klamath Falls, Oregon

Population: 21,322
Median Rent: $719
Distance to Closest Airport: 57 miles
Crime Per 100k: 4,024
More on Klamath Falls: Homes For Sale | Data
The Klamath and Modoc Indians were the first known inhabitants of the area. The Modoc Tribe’s homeland is about 20 miles (32 km) south of Klamath Falls, but when they were pushed onto a reservation with their adversaries the Klamath, a rebellion ensued and they hid out in nearby lava beds. This led to the Modoc War of 18721873, which was a hugely expensive campaign for the US Cavalry, costing an estimated $500,000 the equivalent of over 8 million in year-2000 dollars. Seventeen Indians and 83 whites were killed.

Maybe You’re Not Ready To Retire Yet…

So there you have it, the best place to retire in Oregon goes to Dallas.

If you’re not ready to hang up your office apparel yet, then these places might be up your alley:

  • Eugene
  • Redmond
  • Springfield

For more Oregon reading , check out:

Detailed List Of Best Places To Retire In Oregon

City Rank Population Median Rent Distane To Airport Crimes per 100k
Dallas 1 15,175 $715 57 2,181
Milwaukie 2 20,643 $972 10 2,296
The Dalles 3 15,276 $757 69 3,312
Canby 4 17,218 $935 22 1,161
Lake Oswego 5 38,065 $1371 13 1,253
Roseburg 6 22,201 $813 63 6,265
Pendleton 7 16,861 $650 108 3,190
Gladstone 8 11,850 $1053 14 2,742
Grants Pass 9 36,776 $859 23 5,726
Klamath Falls 10 21,322 $719 57 4,024
Medford 11 78,856 $881 2 7,729
Tualatin 12 27,024 $1078 16 2,867
Lebanon 13 16,162 $849 74 3,799
St. Helens 14 13,169 $850 21 2,771
La Grande 15 13,079 $676 142 2,920
Sandy 16 10,369 $1136 20 1,909
Sherwood 17 18,965 $1333 19 1,228
Beaverton 18 94,865 $1094 12 1,619
Forest Grove 19 23,214 $842 25 2,451
Keizer 20 37,497 $866 45 2,232
Central Point 21 17,793 $898 1 3,085
Portland 22 620,589 $1025 4 5,841
Albany 23 51,919 $851 70 2,995
Ashland 24 21,002 $983 15 4,171
Woodburn 25 24,765 $806 32 2,984
Tigard 26 50,787 $1058 14 3,189
Cornelius 27 12,241 $867 22 2,279
Mcminnville 28 33,724 $864 38 2,618
Salem 29 161,975 $819 50 4,441
Bend 30 84,416 $1024 123 2,494
Gresham 31 110,042 $958 9 3,170
Hillsboro 32 100,462 $1176 16 2,297
Ontario 33 11,045 $648 243 6,889
Hermiston 34 17,150 $698 94 2,839
Corvallis 35 55,766 $902 77 2,926
Springfield 36 60,611 $825 107 5,182
Redmond 37 27,998 $893 114 3,760
Eugene 38 161,649 $921 108 4,280

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