BruteForcing?

This is more of a general brute forcing question, but one which I could use 
some assistance.

I am attempting to brute force some telnet sessions (Cisco Routers - CISCO IOS 
12.2 and IOS 12.3(8), Cisco 1721 router).  When telnet'ing in, it only prompts 
me for a PW (Not a username).  It has a 3 attempts disconnect, so I get 
disconnected and have to reconnect.  

My question is:
How and what tool should I use to try and brute force (dictionary attack) this 
session?
I have tried Hydra, but when I get disconnected (after 3 attempts), it tells me 
it is "finished".  Not sure if there is a way to make it reconnect.  Is there a 
better tool or other techniques that would work better?

Second question: Brute forcing also, but against WebPages.  For example, a 
Cisco 3000 VPN Concentrator, I have the webpage asking for username/password.  
How would I attempt to dictionary attack this?

Thanks,
Sparky

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