Trying Out Car‑Free Living in Massachusetts

Public transit bus on a quiet road surrounded by trees.

Trying Out Car‑Free Living in Massachusetts

For most of my adult life, having a car was just… normal. It sat in the driveway, ready for short errands, grocery runs, and the occasional appointment. But over the past year, the math stopped making sense. Between rising medical co‑pays, insurance rates that seem to go up just because they can, and Massachusetts’ infamous excise tax, I found myself paying more to own the car than I ever spent to drive it.

I was only putting a couple thousand miles a year on the odometer. A few trips to the store. A doctor’s appointment here and there. Nothing that justified the monthly insurance bill, the gas, the maintenance, the taxes, and the general “just in case” expense of keeping a vehicle I barely used.

And now that I’m retired, we can scratch the commuting part right off the list. Suddenly the car feels far less necessary. What used to be a “must‑have” has turned into an expensive convenience.

So I made a decision:
I turned in my car.

Not lost it.
Not had it taken away.
I chose to let it go.

And once I said it out loud, the reactions came pouring in.

Friends, neighbors, and even a few casual acquaintances had opinions — strong ones. Some thought it was smart. Others thought I was out of my mind. Joe told me about a woman he knows who ditched her car years ago and now uses Uber for everything. According to her, she saves a fortune and never has to worry about repairs, inspections, or surprise breakdowns. That story stuck with me.

So here I am, trying out car‑free living in Massachusetts to see how it goes.


Getting Around Without a Car

Massachusetts isn’t exactly known for smooth, seamless public transit, but it does have options — you just have to know where to look.
Don’t believe me? Just read my earlier post,
Boston Transit – First in the Nation, Last to Arrive
and you’ll see exactly what I mean.

Cabs, Uber, and Lyft

These are the obvious choices. They’re not cheap, but they’re reliable, and for short trips they’re still far less expensive than owning a car I barely used.

Dial‑A‑Ride

This one has already become a favorite. For $3.00 round‑trip, Dial‑A‑Ride will take me to the store and pick me up again. They send a text when the driver is on the way, and another when they’re one minute out. There’s a 15‑minute pickup window, but you can text “ETA” and get an instant update telling you exactly where you fall in that window. It’s surprisingly efficient and takes a lot of the guesswork out of waiting.

GATRA Bus System

The bus literally picks up on my corner and goes straight to Hannaford. Right now, the buses are free until June 30. After that, we’ll see if the politicians decide to renew the program. I’m hopeful, but I’m also realistic.

Delivery Services

Between Hannaford To Go, DoorDash, and Instacart, Uber eats, etc.  I can get groceries and essentials without needing to leave the house. It’s not something I want to rely on all the time, but it’s a great backup.


What About Travel?

Honestly, the only time I’d really need a car is if I start traveling again. And if that happens, I won’t be driving around Massachusetts — I’ll be renting a car somewhere far away, preferably somewhere warm, sunny, and blissfully free of excise taxes.

If I’m in a tropical paradise, I’m not bringing a Massachusetts car with me. I’ll rent one at the airport like everyone else.

And for the occasional local need, there’s the new kid on the block: Flexcar. It’s expensive, yes, but it doesn’t lock you into a long‑term lease or a car payment. Insurance is included, so there are no surprise bills. It’s a “use it when you need it” option, and that flexibility is worth something.


My First Dial‑A‑Ride Experience

I’ll admit, I was nervous the first time I scheduled a Dial‑A‑Ride trip. It felt strange to plan ahead for something I used to do on autopilot. But the process was easier than I expected. I called, booked the time, and waited.

The van pulled up right on schedule. The driver was friendly, the ride was smooth, and for the first time since turning in my car, I felt a little spark of confidence. Maybe this really can work.

 


So What’s Next?

Car‑free doesn’t mean light‑traveling. Some days I’m my own pack mule.

I’m not declaring myself permanently car‑free. This is an experiment — a practical, budget‑friendly, sanity‑preserving experiment. I’m learning as I go, adjusting where I need to, and discovering that life without a car isn’t the catastrophe some people imagine.

It’s different.
It takes planning.
But it’s doable.

And who knows?

Maybe this will be the start of a whole new chapter.

 

 

 


 

Is the Great American Road Trip Running Out of Road?

 


**🚗Road Trip, the call of a generation

Rt 66 in arizona has a load of attractions including more modern ones like Mater from Cars

A Cross‑Country Daydream from Route 66 to Route 20**

America’s Love Affair With the Open Road

With gas prices climbing and no relief in sight, it’s fair to wonder whether the classic American road trip is slowly becoming an endangered species. Then again, air travel isn’t exactly a walk in the park these days either.

Still, before we declare the road trip obsolete, it’s worth pausing to appreciate the romance, freedom, and pure Americana that grew out of our national love affair with the automobile.

The Mother Road: Route 66

One iconic road immediately comes to mind — and I’m pleased to say I’ve explored a small slice of it.

Route 66, the legendary “Mother Road,” was established in 1926 and stretched 2,448 miles from Chicago to Santa Monica. It wound through Missouri, Kansas, Oklahoma, Texas, New Mexico, and Arizona, carrying generations of dreamers westward.

Though officially decommissioned, roughly 85% of the route is still drivable. Vintage neon signs, retro diners, quirky roadside attractions, and weathered motels still line the way, offering a nostalgic glimpse into a bygone era.

America’s Longest Road: Route 20

If Route 66 is the most famous, Route 20 is the heavyweight champion. At 3,365 miles, it’s the longest road in the United States — and it starts right here in Boston.

A Route 20 adventure would take you through 12 states and across the entire country, ending in Newport, Oregon. Along the way, you could:

  • Stroll the Boston Esplanade
  • Visit the Basketball Hall of Fame in Springfield
  • Wander the Finger Lakes of New York
  • Detour to Niagara Falls
  • Swing up to Lake Placid, home of the 1980 “Miracle on Ice”

Then it’s onward through Pennsylvania and into Ohio, where Cedar Point awaits with some of the best roller coasters in the nation. Once you catch your breath, Route 20 rolls into Indiana and the Indiana Dunes National Park.

Across the Heartland and Into Big Sky Country

In Illinois, Route 20 carries you straight through Chicago before crossing the Mississippi River into Iowa.

Then comes Wyoming — Big Sky Country at its finest. You’ll pass through Lost Springs, the least populated municipality in America, and you’re just a side trip away from Yellowstone. Keep an eye out for bison; they don’t yield.

Getting ready to pass by

Montana only gets about ten miles of Route 20, but it’s close enough to tempt you toward the famous Going‑to‑the‑Sun Road, a bucket‑list drive if ever there was one.

The Final Push to the Pacific

Idaho brings a breather in Boise before the home stretch. The last state is Oregon, but don’t be fooled — there are still 451 miles to go before you reach Newport and the Pacific Ocean.

Quite the road trip indeed.

And Then… Maybe the Overseas Highway?

Once I’ve conquered Route 20, maybe I’ll head south to Florida for the Overseas Highway — 113 miles and 42 bridges ending at the Southernmost Point in Key West. A completely different kind of road trip, but just as iconic.

So… Is the Road Trip Doomed?

Maybe gas prices will rise. Maybe travel will keep changing. But the American road trip isn’t just about miles or money — it’s about freedom, curiosity, and the irresistible pull of the horizon.

As long as there are roads to follow and stories to chase, I don’t think the great American road trip is going anywhere.


 

Less than 3000 miles

Well That explains a lot.

I haven’t had an oil change since March so I stopped by my car care center today and had them check the records. I just hit 3000 miles!  Proof that I haven’t been anywhere or done anything worth writing about this summer. That’s depressing!

mechanic cartoon

I’m still having pain in my abdomen/side even though the rash is gone on my side anyway. It’s stubbornly hanging on in the middle of my back where it started.

I work for Redfin Real Estate and we are opening up in Rhode Island. Thursday night Redfin held a Launch party in Providence. The Rhode Island Team is Agent: Jeremy, Buy side coordinator : Tara and Listing coordinator: Me! Tara and I felt it was important to attend to offer support to our leader, Jeremy. Both Tara and I also have Massachusetts agents we support but that’s not a new market.

deb and Jeremy1

It was a nice party but I noticed that I really couldn’t stand for that long before my back started misbehaving. It’s improving but there’s still a long way to go.

Sometimes I wonder if I’ll ever get back to 100%.