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@sweens308
I'm in Bournemouth, ride s/s probably 80% of the time, have a couple of geared bikes when I go to the big hills in the country (and when it's nice weather, a pootle on my 3-speed Pashley).....have tried fixed, not sure I liked it though!
A meet up/pub ride sounds good to me.
A route I've done a few times in the past is a pretty flat ride out to Bransgore, via the Airport, Avon Causeway and Ripley....
.....starting at the Three Tuns, then (any/all optional!) The Crown, Fishermans Haunt, Carpenters Arms (full of old dears!), The Lamb at Winkton, Woolpack at Sopley, Avon Causeway (not my favourite though!), then The Curlew. As I say it's pretty flat, I've been out there with some non-s/s and non-cycling mates and they've enjoyed it. Best of all, none of those pubs serve Badger ale!
Another variation is turn left after the Avon Causeway, out to Ringwood/New Forest - did a 'tea shop' route there a few weeks back.....some of the long hills are tough on a s/s though!
But that's just asuggestion, I'm really happy to go anywhere......