Pondering leads on an endless list. Ultimately you need to prioritise on what is going to get you out under the stars enjoying the night:
1. Budget/what you can afford, given some latitude for accessories (eye pieces/filters/etc)
2. Portability/what is the biggest/heaviest thing you can carry happily to get to your preferred dark site
3. Aperture/what you want to see - the bigger that primary, the more light you get and the more you'll see.
If you are considering increasing your budget and don't mind lugging a few extra kgs of scope around - I'd recommend the 6" dobsonian. It is a big step up in what you can see from the 70mm refractor - but it is also an enormous step up in bulk/weight.
Consider this: 70mm refractor is more than alot of the earlier astronomers had when they started charting the sky, so things like the Messier list, planetary and the moon are going to be attainable targets and if you decide not to go any further or lose interest - you've spent $250 and you'll get some of that back if you sold your scope. If you step up to $500 market and get a dob or larger refractor, you'll see all the same things in mre detail and if you decide it isn't for you, you'll lose alot more.
Something that hasn't been offered so far... consider buying some binoculars... 8x50 or 10x50 is going to be attractive and you just need to "invest" a few dollars in a kids inflatable boat for a comfy place to recline and you're ready to rock and roll. For example:
http://www.bintel.com.au/Binoculars/...oductview.aspx
there are other choices around that size, but I'd encourage you to stay at the 50mm size as the 70mm tend to be pretty heavy to hold and you'll need to get a tripod (extra cost).
Allan knocked out a huge chunk of the Messier list with a pair of 10x50 binocs at IISAC2013... so never underestimate the humble binocs...
Some more ponderations for you!!
Sorry for the long posts, but the subject can involve some educated choices and you don't get the right edumacation without reading!!
Rob