I grew up in Boston.
The town itself was pleasant enough and has some nice buildings in the town centre. Awful traffic though! The Grammar School (boys) and Boston High School (Girls) are both very good, or they were when I attended BHS in the noughties.
Unfortunately there is also a lot of deprivation in Boston too and some areas are quite rough and run down.
When I was an older teenager a large wave of migrant workers, initially from Portugal and then from Eastern Europe arrived. When I was a teen I knew of migrant workers being housed in awful conditions, a migrant family I knew had 3 children in a 3 bed house which they shared with 3 other couples; one couple slept in a shed in the garden 
. Locals resented the eastern european food shops which sprang up in Boston and (unofficially) renamed West Street as 'East Street'. Sadly there is a degree of segregation now in Boston. Boston voted more strongly for Brexit than anywhere else in the UK. A lot of people hold quite strong views in favour of Brexit/anti immigration.
It isn't somewhere I would return to live through choice although I do like to visit and I still have family in the area.
There is a decent chunk of history in Boston - The Stump, Blackfriars, the Guildhall etc. There's a few old Tudor buildings in the town, one near the Sam Newton building and one near The Stump which used to house Spookys.
Lincoln and Nottingham are day trippable from Boston. There's also Gunby Hall, Tattershall Castle, Belton House and Burghley House reasonably close and Boston isn't far from Skegness and other (much nicer) beaches. Chapel St Leonard's is one of my favourites. North Norfolk is also doable in a day and there's some nice beaches there too.