LOL my boss would rather go to Arizona. The nice and mild weather you speak of is mostly found in south/central California. Oregon west of the cascades is cold, rainy, and windy most the year, but snows rarely and summer is hot (somewhat humid heat) except the coast... always windy/cold there. In the east, it's hot summers and cold/snowy winters. In short, I'd visit during end of August and January before deciding (those are the extremes, summer and winter). Bend has resorts to stay at and is probably your best bet and is popular for retirees so I'm sure they have the things you listed. Also, Oregon has an estate tax, so talk to someone about that if you plan to retire here.
Steven | Keizer, OR | Report Abuse

I relocated to Oregon five years ago for all of same reasoning as you. Ended up in Eugene. Winters are still tolerable but summers in 90s and even 100s too often in last 3 years; global warming? No such thing as low reasonable rent in Oregon any more; entire state is in a rental housing crisis because of extreme population explosion caused by unrealistic socialist attitudes of State and municipal governments. Health care is overabundant but also overwhelmed so short of "good." Everything else is here however. As for Bend, it is an over-priced tourist trap; smaller towns in same region as Bend may be worth looking at however.
Hugh | Eugene, OR | Report Abuse

I relocated to Oregon five years ago for all of same reasoning as you. Ended up in Eugene. Winters are still tolerable but summers in 90s and even 100s too often in last 3 years; global warming? No such thing as low reasonable rent in Oregon any more; entire state is in a rental housing crisis because of extreme population explosion caused by unrealistic socialist attitudes of State and municipal governments. Health care is overabundant but also overwhelmed so short of "good." Everything else is here however. As for Bend, it is an over-priced tourist trap; smaller towns in same region as Bend may be worth looking at however.
Hugh | Eugene, OR | Report Abuse

I relocated to Oregon five years ago for all of same reasoning as you. Ended up in Eugene. Winters are still tolerable but summers in 90s and even 100s too often in last 3 years; global warming? No such thing as low reasonable rent in Oregon any more; entire state is in a rental housing crisis because of extreme population explosion caused by unrealistic socialist attitudes of State and municipal governments. Health care is overabundant but also overwhelmed so short of "good." Everything else is here however. As for Bend, it is an over-priced tourist trap; smaller towns in same region as Bend may be worth looking at however.
Hugh | Eugene, OR | Report Abuse

I relocated to Oregon five years ago for all of same reasoning as you. Ended up in Eugene. Winters are still tolerable but summers in 90s and even 100s too often in last 3 years; global warming? No such thing as low reasonable rent in Oregon any more; entire state is in a rental housing crisis because of extreme population explosion caused by unrealistic socialist attitudes of State and municipal governments. Health care is overabundant but also overwhelmed so short of "good." Everything else is here however. As for Bend, it is an over-priced tourist trap; smaller towns in same region as Bend may be worth looking at however.
Hugh | Eugene, OR | Report Abuse