The 25 Best Small Towns to Retire in Oregon
Ranked on The Town Files lifestyle rankings among 76 towns of 500–10,000 people in Oregon. #1 is Sisters, OR.
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25Phoenix, Oregon
Better for retirees than 60% of Oregon towns
Phoenix is a city of 4,475 people in Jackson County, Oregon. It also ranks better for cycling than 91% of Oregon towns and better transit than 85% of Oregon towns.
4,475 people · Jackson County · median home $415,300 · income $66,508 · Jan low 30°F · 1 in snow
Full Phoenix, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
24Sheridan, Oregon
Better for retirees than 61% of Oregon towns
Sheridan is a city of 4,639 people in Yamhill County, Oregon. It also ranks better for first-time buyers than 75% of Oregon towns.
4,639 people · Yamhill County · median home $328,800 · income $70,785 · Jan low 35°F · 2 in snow
Full Sheridan, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
23Juniper Canyon, Oregon
Better for retirees than 62% of Oregon towns
Juniper Canyon is a community of 2,564 people in Crook County, Oregon. It also ranks quieter than 93% of Oregon towns and easier by car than 93% of Oregon towns.
2,564 people · Crook County · median home $408,500 · income $84,861 · Jan low 25°F · 9 in snow
Full Juniper Canyon, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
22Deschutes River Woods, Oregon
Better for retirees than 62% of Oregon towns
Deschutes River Woods is a community of 5,532 people in Deschutes County, Oregon. It also ranks better for first-time buyers than 99% of Oregon towns and better for cycling than 95% of Oregon towns.
5,532 people · Deschutes County · median home $559,500 · income $91,960 · Jan low 25°F · 22 in snow
Full Deschutes River Woods, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
21Brookings, Oregon
Better for retirees than 64% of Oregon towns
Brookings is a city of 6,744 people in Curry County, Oregon. It also ranks more seaside character than 94% of Oregon towns.
6,744 people · Curry County · median home $446,700 · income $74,933 · Jan low 44°F · 0 in snow
Full Brookings, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
20Lincoln City, Oregon
Better for retirees than 65% of Oregon towns
Lincoln City is a city of 9,815 people in Lincoln County, Oregon. It also ranks more seaside character than 100% of Oregon towns and hipper than 92% of Oregon towns.
9,815 people · Lincoln County · median home $412,700 · income $56,635 · Jan low 38°F · 0 in snow
Full Lincoln City, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
19Oakridge, Oregon
Better for retirees than 67% of Oregon towns
Oakridge is a city of 3,206 people in Lane County, Oregon. It also ranks better for cycling than 99% of Oregon towns and better for first-time buyers than 90% of Oregon towns.
3,206 people · Lane County · median home $240,200 · income $40,297 · Jan low 31°F · 5 in snow
Full Oakridge, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
18Garden Home-Whitford, Oregon
Better for retirees than 67% of Oregon towns
Garden Home-Whitford is a community of 7,081 people in Washington County, Oregon. It also ranks hipper than 97% of Oregon towns and better for young professionals than 96% of Oregon towns.
7,081 people · Washington County · median home $624,900 · income $97,500 · Jan low 40°F · 4 in snow
Full Garden Home-Whitford, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
17Burns, Oregon
Better for retirees than 69% of Oregon towns
Burns is a city of 2,730 people in Harney County, Oregon. It also ranks better for cycling than 95% of Oregon towns and quieter than 72% of Oregon towns.
2,730 people · Harney County · median home $187,200 · income $41,858 · Jan low 16°F
Full Burns, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
16Creswell, Oregon
Better for retirees than 70% of Oregon towns
Creswell is a city of 5,641 people in Lane County, Oregon. It also ranks better for families than 93% of Oregon towns and more of a college town than 84% of Oregon towns.
5,641 people · Lane County · median home $435,500 · income $100,385 · Jan low 33°F · 3 in snow
Full Creswell, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
15La Pine, Oregon
Better for retirees than 71% of Oregon towns
La Pine is a city of 2,512 people in Deschutes County, Oregon. It also ranks better for first-time buyers than 100% of Oregon towns and easier by car than 85% of Oregon towns.
2,512 people · Deschutes County · median home $363,800 · income $58,365 · Jan low 21°F · 74 in snow
Full La Pine, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
14Reedsport, Oregon
Better for retirees than 71% of Oregon towns
Reedsport is a city of 4,310 people in Douglas County, Oregon. It also ranks more seaside character than 92% of Oregon towns and quieter than 79% of Oregon towns.
4,310 people · Douglas County · median home $240,000 · income $53,571 · Jan low 39°F · 0 in snow
Full Reedsport, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
13Mount Hood Villages, Oregon
Better for retirees than 76% of Oregon towns
Mount Hood Villages is a community of 4,586 people in Clackamas County, Oregon. It also ranks better for first-time buyers than 94% of Oregon towns and better for a vacation home than 87% of Oregon towns.
4,586 people · Clackamas County · median home $455,500 · income $91,817 · Jan low 35°F · 60 in snow
Full Mount Hood Villages, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
12Crooked River Ranch, Oregon
Better for retirees than 76% of Oregon towns
Crooked River Ranch is a community of 4,912 people in Jefferson County, Oregon. It also ranks more of a college town than 92% of Oregon towns and better for families than 81% of Oregon towns.
4,912 people · Jefferson County · median home $462,300 · income $85,561 · Jan low 25°F · 15 in snow
Full Crooked River Ranch, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
11Shady Cove, Oregon
Better for retirees than 77% of Oregon towns
Shady Cove is a city of 3,081 people in Jackson County, Oregon. It also ranks quieter than 95% of Oregon towns and better for a vacation home than 81% of Oregon towns.
3,081 people · Jackson County · median home $367,900 · income $57,000 · Jan low 31°F · 1 in snow
Full Shady Cove, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
10Philomath, Oregon
Better for retirees than 79% of Oregon towns
Philomath is a city of 5,350 people in Benton County, Oregon. It also ranks more of a college town than 97% of Oregon towns and better for cycling than 96% of Oregon towns.
5,350 people · Benton County · median home $421,300 · income $83,672 · Jan low 28°F · 4 in snow
Full Philomath, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
9Mount Angel, Oregon
Better for retirees than 81% of Oregon towns

Photo: Hrystiv (public domain, Wikimedia Commons) Mount Angel is a city of 3,392 people in Marion County, Oregon. It also ranks easier by car than 99% of Oregon towns and hipper than 90% of Oregon towns.
3,392 people · Marion County · median home $430,600 · income $62,232 · Jan low 35°F · 1 in snow
Full Mount Angel, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
8Raleigh Hills, Oregon
Better for retirees than 81% of Oregon towns
Raleigh Hills is a community of 6,196 people in Washington County, Oregon. It also ranks more upscale than 96% of Oregon towns and better for young professionals than 95% of Oregon towns.
6,196 people · Washington County · median home $913,700 · income $120,000 · Jan low 37°F · 4 in snow
Full Raleigh Hills, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
7Talent, Oregon
Better for retirees than 82% of Oregon towns
Talent is a city of 6,282 people in Jackson County, Oregon. It also ranks hipper than 100% of Oregon towns and better for young professionals than 98% of Oregon towns.
6,282 people · Jackson County · median home $405,300 · income $62,543 · Jan low 30°F · 1 in snow
Full Talent, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
6North Plains, Oregon
Better for retirees than 85% of Oregon towns

Photo: M.O. Stevens (public domain, Wikimedia Commons) North Plains is a city of 3,441 people in Washington County, Oregon. It also ranks more upscale than 94% of Oregon towns and better for families than 90% of Oregon towns.
3,441 people · Washington County · median home $587,500 · income $117,639 · Jan low 34°F · 3 in snow
Full North Plains, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
5Three Rivers, Oregon
Better for retirees than 89% of Oregon towns
Three Rivers is a community of 3,925 people in Deschutes County, Oregon. It also ranks better for a vacation home than 98% of Oregon towns and better for first-time buyers than 95% of Oregon towns.
3,925 people · Deschutes County · median home $557,700 · income $87,313 · Jan low 20°F · 43 in snow
Full Three Rivers, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
4Jacksonville, Oregon
Better for retirees than 92% of Oregon towns
Jacksonville is a city of 3,020 people in Jackson County, Oregon. It also ranks more upscale than 92% of Oregon towns and better for young professionals than 83% of Oregon towns.
3,020 people · Jackson County · median home $649,200 · income $90,341 · Jan low 33°F · 3 in snow
Full Jacksonville, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
3Bandon, Oregon
Better for retirees than 94% of Oregon towns
Bandon is a city of 3,321 people in Coos County, Oregon. It also ranks hipper than 98% of Oregon towns and more seaside character than 98% of Oregon towns.
3,321 people · Coos County · median home $503,200 · income $48,187 · Jan low 40°F · 0 in snow
Full Bandon, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
2Eagle Crest, Oregon
Better for retirees than 98% of Oregon towns
Eagle Crest is a community of 2,761 people in Deschutes County, Oregon. It also ranks quieter than 100% of Oregon towns and better for a vacation home than 96% of Oregon towns.
2,761 people · Deschutes County · median home $750,300 · income $102,500 · Jan low 25°F · 14 in snow
Full Eagle Crest, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns. -
1Sisters, Oregon
Better for retirees than 100% of Oregon towns
Sisters is a city of 3,064 people in Deschutes County, Oregon. It also ranks better for a vacation home than 100% of Oregon towns and better for first-time buyers than 99% of Oregon towns.
3,064 people · Deschutes County · median home $631,100 · income $94,524 · Jan low 21°F · 26 in snow
Full Sisters, Oregon profile: weather, storms, schools, jobs →
The Town Files lifestyle rankings, percentile vs Oregon towns.
Price vs ranking
More Oregon rankings
- The 19 Quietest Small Towns in Oregon
- The 25 Most Affordable Small Towns in Oregon
- The 25 Best Small Towns for Families in Oregon
- 24 Small Towns in Oregon With the Cheapest Homes
- 25 Small Towns in Oregon With the Mildest Winters
- The 25 Most Walkable Small Towns in Oregon
- The 25 Best Small Towns for First-Time Home Buyers in Oregon
Same ranking, other places
- The 50 Best Small Towns to Retire in America
- The 25 Best Small Towns to Retire in Pennsylvania
- The 25 Best Small Towns to Retire in New York
- The 25 Best Small Towns to Retire in Michigan
- The 25 Best Small Towns to Retire in Texas
- The 25 Best Small Towns to Retire in California
- The 25 Best Small Towns to Retire in New Jersey
- The 25 Best Small Towns to Retire in Florida
- The 25 Best Small Towns to Retire in Wisconsin
- The 25 Best Small Towns to Retire in Ohio
- U.S. Census Bureau, American Community Survey 5-year estimates (2020–2024)
- U.S. Census Bureau, 2020 Census and 2025 Gazetteer (2020 / 2025)
- NOAA NCEI U.S. Climate Normals (1991–2020)
- NOAA NCEI Storm Events Database (1950–2026)
- FEMA OpenFEMA Disaster Declarations (this product uses the FEMA OpenFEMA API but is not endorsed by FEMA) (1953–2026)
- NCES Common Core of Data (2023–24)
- BLS Quarterly Census of Employment and Wages; USDA ERS county unemployment (BLS LAUS) (2000–2024)
- The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025)