I've just had a recent trip to Weymouth and thought that the beach was lovely, there was sand for the kids with some amusement rides to keep them occupied. There are also plenty of places to eat and it doesn't feel like a tacky seaside resort!
The harbour has a lovely feel to it with a nice walk along each side and again some nice places to eat. Parking didn't seem to be a issue either. There are plenty of spots even if you have to walk a little way to get to them / where you want to be.
There are shops if you want them but while there are quite a few there aren't a whole load of places in my opinion to buy clothes / shoes. There is a Debenhams and smaller TK Maxx and a Monsoon nearby but not a whole lot else. Depends what you are looking for - there are plenty of gift places.
In Brewers Quay there is a fabulous antique / vintage / old stuff emporium to wander through - there were many things I could have come away with if I had the space for them at home!!
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