Hybrid Cruiser
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What type of bike should I buy?
I'm looking to start biking to work this summer in order to get in a little more exercise & save some money on gas. I don't live in a very hill-y area, but there are some parks & trails around, & if i ever feel like it, I want to be able to take my bike out for fun too. I'm also hoping to be able to attach a basket to the bike I get & be able to use it for errands. I've been looking at hybrids & cruisers, but I'm still torn between the decision. I'd like to keep my budget below $300 if possible please.
Thank you! 
$300 might get you a decent second hand bike, it will not get you anything new worth having.
Sounds to me what you really need is a standard metal frame bike with say 3 or 4 gears, mudguards / fenders, lights and bell. Get a pannier rack on the back with something to keep things on it. Hanging things from the handlebars in swinging bags is dangerous. If you get a loop frame you can ride in skirt. Look at sites like Velo Vogue and Riding Pretty for inspiration and Harris Cyclery and Rivendell for solid infomation. You can't afford even a used Rivendell for $300 but the site has good information.
Cruisers are heavy and slow. Mountain bikes with knobbly tyres are hard to push on pavement, which is where you will be doing most of your riding. Suspensions on the front forks and the rear will add weight and for most of the time on pavement you don't need it. A sprung saddle or seat post takes care of most of that.
For pavement you want narrow tyres with smooth or nearly smooth tyres. For dirt you want wide tyres with knobs. You don't need tyres which are really narrow, go for standard ones.
Many women seen to have their seats set too low, make sure the seat is adjusted to the correct height, that should be so that your knee is just slightly bent if not quite straight at the bottom of the pedal stroke.
I recommend V - brakes by the way.
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Hybrid Cruiser
Hybrid Cruiser