Snowbirding vs. Year-Round Retirement

[garysanfran]

Originally Posted by Dad207

So, my wife and I are now doing the two-house thing: waterfront in NH in the summers, winters in town, which is for us is Baltimore, DC, and occasional trips to NY and Chicago to visit kids (pre-COVID and ideally post). We love the Lake in the summer, but what to do in the winters if we decide to consolidate to one home in West Alton? Of course we can still get to NY and Chicago, but does anyone run to Boston for theatre, concerts, art and food? Overnights or roundtrips? How about Portsmouth and Portland? We love the small town feel of Winnipesauke, but wondering what folks do to keep things interesting over the winter.

Take Concord Coach or Lakes Region Limousine to North Station, Boston. A couple of nights at the Boxer Hotel. Dinner in The North End. Maybe a show or sports event (some day). Shopping in Chinatown for baby octopus to take home. Walk down Newbury St. Have a drink at one of the great hotels.