There are a few commute options you could do.
1.) There is a morning and evening express bus from downtown boston to Marblehead via MBTA
it doesnt run frequently tho is mostly for AM and PM commuting
INBOUND SCHEDULE
MBTA > Schedules & Maps > Bus > 449 - Marblehead - Downtown Crossing via Paradise Rd. or Humphrey St., Lynnway, & Airport
OUTBOUND SCHEDULE
MBTA > Schedules & Maps > Bus > 449 - Marblehead - Downtown Crossing via Paradise Rd. or Humphrey St., Lynnway, & Airport
ROUTE MAP - MARBLEHEAD - DOWNTOWN CROSSING COMMUTING ROUTE BUS
http://www.mbta.com/uploadedFiles/Do...441-449map.pdf
There's a more frequent MBTA Bus #441 that goes from Marblehead to the Haymarket (Downtown) bus depot
MBTA > Schedules & Maps > Bus > 441 - Marblehead - Haymarket, Downtown Crossing or Wonderland via Central Square, Lynn & Lynnway
(Connections to Orange-Green lines)
(or walk)
ROUTE 442 also goes to Wonderland - and Haymarket (Downtown Boston) from Marblehead
MBTA > Schedules & Maps > Bus > 442 - Marblehead - Haymarket, Downtown Crossing or Wonderland via Central Square, Lynn & Lynnway
RUOTE 442 Bus map
http://www.mbta.com/uploadedFiles/Do...441-449map.pdf
ROUTE 448 - marblehead - Downtown Crossing
MBTA > Schedules & Maps > Bus > 448 - Marblehead - Downtown Crossing via Paradise Rd.or Humphrey St., Lynnway, & Airport
AM-PM EXPRESS ROUTE
Salem T station into North Station Boston has 340 parking spaces but they most likely fill up quickly and you'd have to arrive early or have someone drop you off at the T in the morning! But it'd be doable.
MBTA > Schedules & Maps > Commuter Rail > Salem
There are several trips a day through Salem from north Station with connections to Green and orange lines.
Location on map in relation to Marblehead
42.523927,-70.898903 - Google Maps
Also if you purchase a boat or a sailboat in good weather you could rent a marina space downtown somewhere near a "T" station or within walking distance to downtown and "boat' to work!!!! I bet a lot of people in marblhead do that. =)
If you dont mind paying $22 round trip there is also a high speed catamaran from Salem -Boston
for a change of pace on a nice day might be fun!
the boats operate from Spring to Fall
The Salem Ferry
Might be fun for a change of pace once in awhile
The only other options if you don't mind driving a bit, would be to
drive down Humphry St. 129 South to 1A South
along Lynn Shore Drive, then go 1A to the Wonderland T Station (BLue Line)
Would be about 20-30 minute drive to Wonderland +/- traffic light cycle delays. Sometimes there's a lot of traffic sometimes not, it depends on the day, weather, etc.
Also get the Arrow Map Guide to Eastern Mass. available at Barnes and Noble and Borders, it offers great shortcuts and you can use a highlighter and highlight any you find

great to navigate around traffic tie ups :0
LYNN MBTA Station Commuter rail has 985 parking spaces and might be another option
MBTA > Schedules & Maps > Commuter Rail > Lynn
129 South Humphry St. to Lynn Shore Drive to Market St. and you're there.
Anyway these are your options for living in Marblehead and commuting to Boston. I would not recommending driving farther than Wonderland T Station.
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The Town of Marblehead is beautiful and close to the tourist area of Salem.
Also short drive to Cape Ann - Gloucester, Rockport and the NH/MA Seacoast, Ipswich/Newburyport, Salisbury Beach etc. Hampton BEach NH etc.
there are some great areas to walk and jog like the Marblehead Neck and some great town beaches like Devereaux Beach
The Cove is quite beautiful especially at sunset and there's a beautiful
park with a lighthouse at the tip of marblehead neck great to bring dogs to and for photographs. or to watch boats and such.
(Chandler Hovey park)
Marblehead MA - Official Website - Parks, Playgrounds, Beaches and Trails
Crocker park is another hidden gem as is the Old Burial Hill/ground and fountain park

all have great hidden views of the ocean and marblehead
Marblehead Lighthouse
Marblehead Lighthouse Guide
Also Marblehead has one of the best Firework displays at the Fourth of July
Marblehead Fireworks 2007
The Landing is a popular seafood restaurant. Its great (I've been there)
The Landing Restaurant
Right on the water.

on Front St.
There is an old Fort Fort Sewall just down the street from The Landing on Front St.
Its a historic landmark and old Civil war fort.
The Town is quite beautiful and great for photographs. it looks like an old sea captain town downtown you feel like you're transported back in time. And hard to believe you're only about 15 miles from Boston.
Old Burial Hill Marblehead MA
Old Burial Hill
Crocker Park Review
Crocker Park - Marblehead, MA
There's also a nice bed and breakfast your family can stay in when they visit
You can stay in an old castle house
Herreshoff Castle bed and breakfast - Marblehead, Massachusetts. Marblehead Bed and Breakfast Inns.
All in all its a great place!
Fort Sewall
Front St. Marblehead
Fort Sewall, Marblehead, MA : Reviews of Fort Sewall - Yahoo! Travel