The clashes in Kowloon's crowded Mong Kok neighborhood revived the possibility that the weeklong standoff might turn violent despite an attempt by the city's leader to defuse the situation.
Police were struggling to keep order as the two sides tussled in a tense standoff. The visibly older people trying to force pro-democracy protesters out were yelling, shoving and at times trying to drag younger protesters away.
The democracy activists linked arms and held hands as they tried to stand their ground against the huge crowd. At one point, police brought in a stretcher to take away a young man, although it was unclear why.
The protesters, led mostly by university students, have been in the streets since last Friday, pushing for the Chinese government to reverse its recent decision requiring a mostly pro-Beijing committee approve candidates for Hong Kong's first election to choose the territory's leader in 2017.
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The demonstrators want open nominations.
The protests are the biggest challenge to Beijing's authority since China took control of the former British colony in 1997.
Student protesters had threatened to surround or occupy government buildings if the city's chief executive, Leung Chun-ying, did not step down by yesterday, and police had warned of serious consequences if they did that.
Late yesterday, Leung held a news conference to offer the talks, but said "I will not resign.