These Are The 10 Most Boring Places To Live In Connecticut


We used data and science to identify the biggest snoozefests in the Nutmeg State.

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When you think of Connecticut, you don’t always think of it as the most exciting state in the U.S. It’s got a lot of trees, hills, cows, and fields, right? While there are certainly exciting places in Connecticut, just as there are in all U.S. States, there are definitely some boring places within Connecticut’s borders.

You know the places, the ones where everyone has an AARP card and the most exciting thing they do all day is post a picture of their grandchild on FB.

Like West Simsbury, for instance.

In our latest analysis, we found that this city was the most boring place in all of Connecticut. But don’t feel bad if you’re a resident of West Simsbury. There are plenty of other boring, lackluster places in Connecticut as well.

Here they are. Try not to jump out of your seat with excitement.

  1. West Simsbury
  2. Orange
  3. Essex Village
  4. Georgetown
  5. Northwest Harwinton
  6. North Haven
  7. Somers
  8. Westport
  9. Old Saybrook
  10. Cheshire

Before you get all upset if your home town’s name is on the list, rest assured that we didn’t use personal opinion when it comes to what classifies a city or town as “boring”. We crunched actual numbers to figure out which towns are statistically more boring.

And at least they didn’t end up as the worst places to live in Connecticut.

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How We Determined The Most Boring Places To Live In Connecticut

In order to find the most mind-numbing and down-right exhausting places to live in Connecticut, we used the U.S. Census data to gather up all of the places in the state with populations of over 5,000, which gave us a total of 128 spots. Then, we used the Census to research each place in each of the following categories:

  • % of Population Over 35 (Higher is more boring)
  • % of Married Household (Higher is more boring)
  • Median Age (higher is more boring)
  • % of Households With Kids (higher is more boring)
  • % of Households with People Over 65 (higher is more boring)
  • Percentage of young residents ages 18 to 34 (lower is more boring)
  • Population density (lower is more boring)

Next, we ranked each place with a score from one to 128, according to the seven criteria above. The lower the number, the more boring the place.
We averaged these rankings into an overall score, where again, the lowest score was the most boring, least fun, or mind-numbing. And, the winner is: West Simsbury!

But, like all U.S. states, there are good and bad, fun and boring, places everywhere you go. So read on for a look at the most boring places in CT or hop down to the end of the page and check out the top ten least boring places in CT.

Here we go!

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1. West Simsbury

Most Boring Places To Live In Connecticut

Source: Public Domain

Population Over 35: 65.51%
Median Age: 49.5
% of Married Households: 59.30%
% of Households With Kids: 40.95%

When 65.51% of the population is over 35, chances are things aren’t going to get wild in your town on a Saturday night. In fact, the median age in West Simsbury is 49.5. As you can imagine, the nightlife isn’t exactly bumping when the percentage of households with children is 40.95%. Most people here are about to enter grandparenthood.

2. Orange

Most Boring Places To Live In Connecticut

Source: Public Domain

Percentage of Old People: 48.18%
Median age: 46
% of Married Households: 63.39%, 11th Highest In The State
% of Households With Kids: 36.14%

If you’re living in Orange, chances are you’re not looking to live the single life: 63.39% of households in Orange are married, meaning you’re not going to find Mr. or Mrs. Right for you here. Plus, the median age is 46 and almost half the population are classified “old people”.

3. Essex Village

Most Boring Places To Live In Connecticut

Source: Public Domain

Population Over 35: 84.1%, 2nd Highest in CT
Median age: 59, 2nd Highest in CT
% of Married Households: 70.35%, Highest in CT

Break out your AARP cards and dentures, cause Essex Village is boring enough to be a nursing home. 84.1% of the population is over 35, which is the second highest percentage in CT. Plus, the median age is 59 (also the second highest in CT). And if you thought Orange was bad when it comes to dating, Essex is even worse: 70.35% of people in Essex Village are already married (the highest percentage of married households in Connecticut).

That being said, there are surprisingly less children in Essex Village (only 14% of households have kids), meaning that the town is mostly filled with older couples who still enjoy adult activities (like drinking cocktails during a night out on the town). Just make sure grandma doesn’t have one too many

4. Georgetown

Most Boring Places To Live In Connecticut

Source: Public Domain

Population Over 35: 63.65%
Population density: 13th for lowest population density
% of Married Households: 54.55%
% of Households With Kids: 36.38%

What really makes Georgetown boring is how so few people live there. It has the 13th lowest population density in Connecticut, meaning there’s really not too many new friends and acquaintanceships to make. Most people you see you’ve known forever. That being said, at least the people here are slightly younger than in Essex. And there are twice as many children in Georgetown, as well.

5. Northwest Harwinton

Most Boring Places To Live In Connecticut

Source: Public Domain

Population Over 35: 64.96%
Population density: 7th lowest population density in CT
% of Married Households: 63.65%, 10th highest in CT
% of Households With Kids: 34.96%

If you thought Georgetown was bad when it came to a total lack of people, then Northwest Harwinton is going to upset you: They have the 7th lowest population density in CT. Again, this is not the place for meeting new people and shaking things up. Plus, the percentage of married households is the 10th highest in the state. That being said, the median age is 44.5, which is a whole two years lower than Georgetown, so at least you’ll be surrounded by a younger pool of people.

6. North Haven

Most Boring Places To Live In Connecticut

Source: Public Domain

Population Over 35: 63.80%
Median Age: 46.4
% of Married Households: 59.91%
% of Old People: 49.82% (15th Highest In The State)

While North Haven is definitely home to slightly more single ladies and gentlemen than Northwest Harwinton, the people are just as old. In fact, the percentage of old people living in North Haven is the 15th highest percentage in the state. So invest in an old tobacco pipe and some suspenders because North Haven is grandpa-land.

7. Somers

Most Boring Places To Live In Connecticut

Source: Public Domain

Population Over 35: 62.00%
Population density: 25th lowest in the state
% of Married Households: 58.84%, 22nd highest in the state
% of Households With Old People: 46.12%, 24th highest in state

If you’ve ever been to Somers, then you know it’s not necessarily the most hip town in Connecticut, unless you define hip as “surrounded by cornfields and farmland”. It has the 25th lowest population density in the state, so there aren’t necessarily a whole of people to keep you busy. Plus, just about 59% of the population is married and 46.12% of the population are old people. Yeah, it’s not gonna make for a great time.

8. Westport

Most Boring Places To Live In Connecticut

Source: Public Domain

Population Over 35: 63.02%
Median Age: 45.3
% of Married Households: 64.56%, 9th Highest in the state
% of Households With Kids: 41.68%, 12th Highest in the state

While Westport is near the ocean (making it automatically less boring than some other towns and cities on this list), it’s not necessarily the most happening place in Connecticut, especially considering it has the 9th highest percentage of married people in the state and the 12th highest percentage of households with kids. Basically, if you’re living in Westport you’re either married with a family or single and having a miserable time.

9. Old Saybrook

Most Boring Places To Live In Connecticut

Source: Public Domain

Population Over 35: 64.00%
Percentage of Old People: 51.82%, 10th Highest In the State
% of Married Households: 58.24%
% of Households With Kids: 30.81%

While Old Saybrook might be slightly more exciting than Westport, especially considering less households are “married with kids”, this town still has the 10th highest percentage of households with old people. Old Saybrook is, therefore, accurately named
But, that said, at least there’s ocean and coastline nearby!

10. Cheshire

Most Boring Places To Live In Connecticut

Source: Public Domain

Population Over 35: 72.08%, 5th Highest in the state
Median Age: 51.8, 5th Highest in the state
% of Married Households: 60.49%
% of Households With Kids: 26.21%

Cheshire has the 5th highest population over 35 in the state and the median age is almost 52, the 5th highest median age in the state. That being said, at least the population density is higher here than some of the other towns on this list, and less people are married with children. This means that there are more (single?) people here to meet and hopefully more adventures (preferably outside of Cheshire) to go on with them.

But Hold Your Horses! Connecticut Can Be Fun Too…

As we mentioned in the beginning, there are certainly areas of the state that are, without a doubt, more exciting than others. There are plenty of upbeat, fun, and entertaining places here too, like these ten least boring cities in Connecticut:

  1. New London
  2. New Haven
  3. Storrs
  4. Jewett City
  5. Rockville
  6. Hartford city
  7. Thompsonville
  8. Willimantic
  9. New Britain
  10. Bridgeport

Of course, if cornfields, farmland, and a place to settle down and have children is what you’re looking for, then maybe these “most boring places” in Connecticut are, in fact, your perfect match. To each his own, right?

You might also find our list of the 10 Most Miserable Cities in Connecticut to be an interesting read.

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14 thoughts on “These Are The 10 Most Boring Places To Live In Connecticut

  1. The only reason every one thinks Simsbury is so bad is because it’s full of bratty kids who don’t realize how much it has till they leave. Then they move back there to have their own kids once they realize it’s beautiful, full of farms, vineyards, great bars, great food, pools, sports fields, hiking trails, 2 amusement parks near by, concerts and festivals and carnivals held all through out the year, fishing, tubing/kayaking, car shows, art walks, is an easy drive from Hartford, NYC, and the beach, has ski mountains near by, one of the best school systems in the country, and no doubt the best bagels in the world. Simsbury should not be number one on that list and as an 18 year old who lives there, I’m going to miss it going to college, because it’s given me everything in life and I’m privlaged to live there.

    1. I Agree with Ali!! As someone who grew up in Simsbury and then spent 4 years going to college and traveling around the country I can honestly say I am sick of the stigma attached to this wonderful town by all the bored high school kids who don’t know enough to see how good they have it.

    2. So true! I grew up in Old Lyme and Pittsford, NY. I didn’t know how nice I had it until I got married and had my son! Wow! My public high school in Pittsford is the 10th best in the country. And living in Old Lyme (across the street from the governor), we just had to drive a mile to get to our sailboat and boom….off on another adventure! And when I was in my 20s, I remember driving to a different town every weekend for that town’s fair. Wonderful state! At least it was in the 70s and 80s!

    3. That may have been the longest sentence I have ever seen. Little period humor?

      Reading all these comments, it is obvious no one actually read the criteria these rankings are based off of. I don’t necessarily agree with it, but at least they explained the reason.

  2. First of all there isn’t a Northwest Harwinton. The picture you chose was of The Fish homeless shelter in Torrington. You should get your facts straight when talking about boring. On that note Harwinton is boring and I was born and lived there until 2 years ago.

  3. I don’t know how you chose your criteria but I they are so ridiculous it’s no wonder the results don’t make sense. So much is based on age, yet older people in general are way more interesting than young. Unmarried people can be so boring no one wants to marry them. And do you really think people over 50 spend their time posting pictures of their grandchildren. Frankly, I’m too busy doing interesting things to waste any more time on this nonsense!

  4. I happened to love Westport and Essex. Based on what you are using for criteria, I’m surprised Old Lyme isn’t on there. (But it’s been a long time since I’ve been there).

  5. Are they kidding? Saybrook and Essex offer beautiful beaches, great restaurants as and cultural activities. If the people compiling this list feel “old people” are individuals over 35, I feel sorry for them when they reach that milestone, because it creeps up on you faster than you think. By the way, if you want directions to the dullest towns in CT, google Prospect or Beacon Falls!

  6. Love the article now maybe even more silly tourists will go somewhere less boring and leave us alone. You can have your exciting, carbon copy, tiki-taki box towns full of ignorant hipsters discovering things they think are new. Boring is great. Every weekend our town fills up with thrill seeking zombies who seize up on the roads and pull their dim witted children through our streets gawking at the fake attractions and consuming manufactured fun. What does that really say about their empty and boring lives?

  7. Did Mr. Sparkes of “RoadSnacks” bother check the crime statistics in some of the top 10 “least boring” cities? That is not the kind of “upbeat and fun” excitement that would make me want to pay them a visit.

  8. It is strange that a boring town is mainly defined by how many residents over the age of 35 live there. Who was on this voting panel? A group of twenty-somethings who are only interested in going bar hopping, night clubbing and causing trouble in the bad parts of the state? If this is what they call boring, I will take Old Saybrook above any of these towns any day. I am 53 and the younger crowd is what I call boring! I work with a lot of younger so-called educated people and if they see or hear about something that has been around for years and years, they take credit for coming up with a new idea. They already reinvented the wheel over and over again. Living and not being bored to them means to lock yourself in your bedroom so that they can text message the millions of facebook friends!

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