Star Trek Generations: 48650.1 (August 26, 2371, Time: 06:52:33)
DS9 episode 'Way of the Warrior': 49011.4 (January 5, 2372, Time: 04:08:15)
DS9 episode 'The Darkness and the Light': 50416.2 (June 1, 2373, Time: 21:54:43)
Star Trek First Contact: 50893.5 (November 23, 2373, Time: 03:03:35)
DS9 episode 'Call to Arms': 50975.2 (December 22, 2373, Time: 22:45:07)
VOY episode 'Message in a Bottle': 51462 (June 18, 2374, Time: 15:07:12)
DS9 episode 'In the Pale Moonlight': 51721.3 (September 21, 2374, Time: 06:35:16)
DS9 episode 'The Dogs of War': 52861.3 (November 11, 2375, Time: 08:59:16)
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Star Trek Insurrection: Stardate Unknown (Date Unknown) -----
VOY episode 'Endgame' 54973.4 (December 22, 2377, Time: 06:59:02)
Star Trek Nemesis: 56844.9 (November 5, 2379, Time: 09:19:26)
Now let me break these references down chronologically;
- Generations depicted the destruction of the Enterprise-D and the death of James Tiberius Kirk.
- Way of the Warrior takes place roughly 6 months after Generations, and Lt Commander Worf joins the crew of Deep Space Nine.
- The Darkness and the Light was the first episode following 'Rapture' that displayed or mentioned a Stardate, while Rapture was the first episode to show the new style uniforms.
- First Contact, mentions the new "Enterprise-E" having been out in space for a year. It is therefore assumed that the new "Sovereign Class" was launched shortly after 'Generations'.
- Call to Arms was the first episode of outright hostilities between the Federation and the Dominion, and the official start of the "Dominion War".
- Message in a Bottle shows the experimental "Prometheus Class" as well as mentioning that "The Romulans have not yet joined in our fight with the Dominion".
- In the Pale Moonlight, Sisko briefs the viewer on a recent incident describing how he and Garak managed to trick the Romulans into joining the war effort against the Dominion.
- The Dogs of War is the episode immediately preceeding the DS9 series finale, and the last to show a stardate on that series.
- Endgame features Voyager's "triumphant return" to Earth, which eventually leads into...
- Nemesis, which shows "Admiral Janeway" ordering Picard to Romulus, and the eventual reassignment of several of the Enterprise-E senior officers, most notably Riker and Troi.
'Star Trek Insurrection' is the only feature length film not to include a Stardate reference. As such it's difficult to pin-point when the movie takes place in the timeline, other than Riker's reference to the Diplomatic Corps being involved in Dominion negotiations. The only such negotiation seen on the show was during the peak of the Dominion War, following the Cardassians withdrawal from occupying Deep Space Nine. And that "negotiation" took place on Deep Space Nine, with little (if any) involvement by the Federation Diplomatic Corps. Other than that, there may have been some form of negotiations involving the "Female Founder"'s surrender, and the official end of the war in 'What You Leave Behind'.
I have added a line to the most likely place in the timeline of when the events of 'Insurrection' may have taken place.
It should also be noted, that the stardates spanning between 'Generations' and 'Nemesis' roughly mirrors the time passing between the release of each movie (1994 and 2002 respectively).
Stardate Calculator Source:
http://www.hillschmidt.de/gbr/sternenzeit.htm