The 10 Best Places To Retire In Massachusetts For 2021


We analyzed over 69 places in Massachusetts to identify the ones that offer the most to retirees.

Editor’s Note: Data has been updated for 2021. This is our seventh time ranking the best places to retire in Massachusetts.

Massachusetts might not have 365 days of sunshine a year or consistently warm temperatures, but it does have some pretty great places to retire.

And if you don't believe us, think about this: there are currently 1.2 million Massachusetts residents 65 and older enjoying all that the Bay State has to offer while you're still trying to figure out where you should spend your golden years. But, don't fret. HomeSnacks is here to let you in on the secret: we've created a list of the best places to retire in Massachusetts for 2021 and listed below.

The million dollar question, however: what is it about Massachusetts that makes people want to spend their golden years in this New England state? Is it the Boston Baked Beans? Worcester's world famous chowdah'? Or, that Massachusetts' is one of the best states in America?

Probably all of this and then some, folks; but since we can't give opinions a number, we had to consult the data to determine why Bay Staters are clamoring to get their hands on one of the state's best places to retire. So, we looked at the latest Census data for places in Massachachusetts with at least 10,000 residents and this left us with 66 cities that any retiree would be lucky to call home. We also looked at important factors that most people looking to retire would want to know: like, cost of living, low crime, and how close a place is to an international airport.

So, want to know where you, too, can be part of Massachusetts cool 'silver' crowd? Keep reading.

The 10 Best Places To Retire In Massachusetts For 2021

  1. Longmeadow
  2. Hull
  3. Saugus
  4. Milton
  5. Gloucester
  6. Newburyport
  7. Wakefield
  8. Maynard
  9. Reading
  10. Needham

Why did Longmeadow take the top spot? And where are Worcester and Springfield?

People are always asking HomeSnacks why we create these lists and our answer is simply this: we are here to help people find the best living situation possible so there are no regrets. And in Massachusetts' case, we wouldn't want anyone getting stuck spending their precious retirement years in one of Massachusetts' worst places to live. Incidentally, this is our seventh time ranking the best places to retire in The Baked Bean State, so don't wait because the word is out.

So, want to know where the best place is to retire in Massachusetts? Well, the latest data points to the very deserving Longmeadow.

And if you want to know where the rest of Massachusetts' best places to retire are located, take a look below. And if you don't find what you're looking for there, hit that down arrow.

For more Massachusetts state reading:

The 10 Best Places To Retire In Massachusetts For 2021

Longmeadow, MA

Overall SnackAbility

7.5
/10

Population: 15,791
Rank Last Year: 2 (Up 1)
Median Rent: $1,353
Distance to Closest Airport: 9 miles
More on Longmeadow: Real Estate | Data | Photos

Hull, MA

Overall SnackAbility

6
/10

Population: 10,455
Rank Last Year: -
Median Rent: $1,423
Distance to Closest Airport: 6 miles
More on Hull: Real Estate | Data | Photos

Overall SnackAbility

6
/10

Population: 28,215
Rank Last Year: 1 (Down 2)
Median Rent: $919
Distance to Closest Airport: 7 miles
More on Saugus: Real Estate | Data

Milton, MA

Overall SnackAbility

7
/10

Population: 27,572
Rank Last Year: 9 (Up 5)
Median Rent: $1,330
Distance to Closest Airport: 9 miles
More on Milton: Real Estate | Data | Photos

Gloucester, MA

Overall SnackAbility

8.5
/10

Population: 30,162
Rank Last Year: 5 (No Change)
Median Rent: $1,185
Distance to Closest Airport: 24 miles
More on Gloucester: Real Estate | Data | Photos

Newburyport, MA

Source: Public domain
Overall SnackAbility

10
/10

Population: 18,077
Rank Last Year: 4 (Down 2)
Median Rent: $1,338
Distance to Closest Airport: 31 miles
More on Newburyport: Real Estate | Data | Photos

Wakefield, MA

Overall SnackAbility

6
/10

Population: 26,993
Rank Last Year: 6 (Down 1)
Median Rent: $1,364
Distance to Closest Airport: 10 miles
More on Wakefield: Real Estate | Data | Photos

Maynard, MA

Overall SnackAbility

6
/10

Population: 10,754
Rank Last Year: 3 (Down 5)
Median Rent: $1,176
Distance to Closest Airport: 23 miles
More on Maynard: Real Estate | Data | Photos

Overall SnackAbility

6
/10

Population: 25,132
Rank Last Year: 7 (Down 2)
Median Rent: $1,354
Distance to Closest Airport: 12 miles
More on Reading: Real Estate | Data

Needham, MA

Overall SnackAbility

7
/10

Population: 30,970
Rank Last Year: 11 (Up 1)
Median Rent: $1,483
Distance to Closest Airport: 13 miles
More on Needham: Real Estate | Data | Photos

How We Determined The Best Places To Retire In the Bay State for 2021

To create our list of the best places in Massachusetts to retire, we first used Census data to find all places in the Bay State -- 245 cities and towns.

We then narrowed it down to places with at least 10,000 people that weren't townships. This left us with 66 places from across the state.

For these 66, 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 66, with the lowest number being the best.

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

Maybe You're Not Ready To Retire In Massachusetts Yet...

So there you have it, the best place to retire in Massachusetts goes to Longmeadow.

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

  1. Lawrence
  2. Brockton
  3. Marlborough

For more Massachusetts reading, check out:

Where Are The Best Places To Retire In Massachusetts?

Rank City Population Median Rent
1 Longmeadow 15,791 $1,353
2 Hull 10,455 $1,423
3 Saugus 28,215 $919
4 Milton 27,572 $1,330
5 Gloucester 30,162 $1,185
6 Newburyport 18,077 $1,338
7 Wakefield 26,993 $1,364
8 Maynard 10,754 $1,176
9 Reading 25,132 $1,354
10 Needham 30,970 $1,483

How Is The Area In ?

About Chris Kolmar

Chris Kolmar has been in the real estate business for almost ten years now. He originally worked for Movoto Real Estate as the director of marketing before founding HomeSnacks.

He believes the key to finding the right place to live comes down to looking at the data, reading about things to do, and, most importantly, checking it out yourself before you move.

If you've been looking for a place to live in the past several years, you've probably stumbled upon his writing already.

You can find out more about him on LinkedIn or his website.