I officially moved to Massachuetts, Westborough, in March of 2022, after I lost my wife to cancer in 2021. Amazingly, I as a widower, have no idea of why Massachuetts people are so strange and angry all the time, but they are. At least in my opinion, that is how I see it.
I also noticed the dating scene in Westborough, Massachuetts and surrounding area sucks. Maybe it is because of my age, I am 68 these days, and I know finding people my age is rough here. The Town of Westborough is geared primarily to the younger crowd, and is not an area for the edlerly crowd, like mine. I live in condos here in Westborough, and I have been alone now for a long time. No female to have dinner with, or go to a movie or do anything with, seems, single people my age bracket are hard to find here. While Westborough, Massachuetts builds 55 plus condo to attract us, they do not provide events, or dances or anything where, we can meet others our own age bracket. The second problem I have as a widower is, I have no knowledge of flirting or how to do so. The third problem I run into living here is I do not drink, so all the bars and taverns, don’t really mean much to me. If I were a drinker and a social butterfly type, I might stand a chance of finding someone to spend time with, and possibly build some sort of relationship. But, even the taverns and bars are not geared for people my age bracket. As to what to do, here in Westborough I have no idea and I think those that read this or other items I have written, think I am being foolish, whinning or have no idea about it all. Let me say this to anyone reading this blog, I am not stupid, nor am I fool, nor am I whinning, I am just wondering, where does one go, to meet others my age ? And please don’t tell me to try to date anyone living in these condos here, it would be stupid to do.
Been to The Senior Center in town, found it a pretty dead place actually, Then I tried the Library once or twice, and found it pretty empty. I have tried looking at the Bars and Taverns in town also, Red Tavern, Central House, Jps. Cold Harbor even, yet, since I do not drink it is hard to stay in such places and the age range is not near me. I have seen plenty of good looking women in town of all ages, yet, even if I saw one I was attracted to, I probably would be scarred to approach. I tend to shy away from women in general, even though I love them. I am scarred of rejection and it’s just a fact for me. So I am in a condondrum of my own sort. I am stuck alone and see no way to meet any woman in my future. Dating apps actually suck I have tried them, and never get by the first meeting lol. So, I have determined I will probably be alone the rest of my life. Guess, moving to Massachuetts was not a good idea for me. I was hoping I may find a woman for company, companionship and fun times, but no luck so far.
I doubt if anyone in Massachuetts and my area of Westborough, in Worchester County here, has any answers for me, for no one seems to even care here. Sadly ! I guess, I shall go on alone, walking, eating out alone when I can, for I have nothing else I can do, except the movies lol.

sorry you are having such a tough time finding the woman to be with. You are not old. I am old and don’t care much for dating. I know you will find someone. You sound like a good person. Senior Center didn’t do much for me. All old women passing their phone number around. Not my cup of tea. I did go one time but that was a while ago. Do u have any pets? They are a good friend and relaxing to pet. I wish I could help u but don’t give up. Do u read? I can get lost reading a good book. Gardening?
I don’t know what else to try. Keep the faith . Janice
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Dear Bill, I am sorry to hear of your loss and lack of connection. My single friends and I are not drinkers either. However, we manage to get together and socialize. Last year, I met a wonderful widower (his wife had died from cancer, seven years earlier). We met at a singles’ dance in Braintree on a Friday night and went hiking the next day; and have been seeing each other ever since. He has three grown sons and a loving, inclusive family that have accepted me, wholeheartedly. The next dance sponsored by Steve Smith is at Norwood’s K of C on July 19th and there is a dance w/ a free lesson the following night at TODOS Studio in Natick (Rt. 9)on the 20th. You will meet people in their late 50’s to late 80’s. It is not a drinking crowd. Other friends of mine are very involved with an organization, called ‘Meet-up.’
Best,
Mary Ann
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In nearby northborough, the senior center seems to be pretty active with a number of classes/events to get involved in. Sometimes it’s alot easier to meet people in a shared activity that all/both enjoy.
https://www.town.northborough.ma.us/senior-center/pages/activities-art-music-crafts-games
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I have been thinking about this blog since I read it a few days ago. I agree that it is hard to move into a new place and get to know some people. You might want to think about your interests. Westborough Connects is kind of a resource for bringing people together. Volunteering is another way to connect. Check out the Food Pantry or the Land Trust.
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