I arrived in Toronto at the height of New York Fashion Week, and as my luck would have it, the first party I attended was a high-style spectacle worthy of the Bryant Park Tents. The hosts were the co-designers of the new Twenty8Twelve clothing line, sisters Sienna and Savannah Miller, the location was the Holt Renfrew department store and the theme was—get this!—the circus. So it was a real wild night, what with all the stilt walkers and fire-eaters flanking the red carpet, while in the VIP room, Sienna got into the act by sporting a top hat and carrying on to the delight of friends like Sean Penn and Emile Hirsch. I’m sure that Sienna’s fashion line will be a hit, but she is probably the only woman who could get away with working the ringmaster look. “Sienna comes up with some crazy ideas that I would never think of,” her sister Savannah told me. “She doesn’t understand limitations—she exceeds limiations.”

Savannah and Sienna Miller
Photo: WireImage
Well, the same could be said of me when it comes to the party scene! After hitting Holt Renfrew, I hitched a ride with my friend Tony Cohen (the owner of Toronto’s chic Le Germain hotel) to a bash for the cast of Reese Witherspoon’s new movie, Rendition, which was taking place on the top floor of a restaurant and nightclub called The Fifth. (InStyle once hosted a dinner for Nicole Kidman in this same private dining area, which can only be reached via an old-school freight elevator.) Reese isn’t exactly the party girl type, so the dinner was winding down by the time that we arrived, but I was one of the last guests to leave.

Kate Bosworth, director David Auburn and Sigourney Weaver
Photo: Todd Williamson/WireImage
Some of my other nightlife highlights were similarly low-key and intimate get-togethers: InStyle’s fetes for David Auburn’s The Girl in the Park and Craig Gillespie’s Lars and the Real Girl. At the former—which was held at the new five-star Hazelton Hotel—I had the pleasure of meeting super-cool costars Kate Bosworth and Sigourney Weaver as well as their director, Pulitzer Prize-winner Auburn. (I must admit that I was a little starstruck on this occasion, as it’s not every day that I get to dine with a Pulitzer Prize winner.) At the latter bash, which was held at the loft-like Brassaii eatery, I spent much of time doing a Google search on my BlackBerry for the date of the Lanvin fashion show in Paris, so that my pal, the Hollywood uber-manager, Jason Weinberg, could email it to Demi Moore. I also met one of his other stylish clients, Kelli Garner (Thumbsucker), who confessed that she tends to shop at her friend’s vintage store in downtown L.A. rather than at the shows in Paris.

Kelli Garner
I also swung by Motorola’s weekend-only hotspot, Club V, which attracted the likes of Mena Suvari and Maggie Grace. There was an awesome DJ in the house who apparently inspired Drew Barrymore’s latest canoodling partner, Justin Long—he imitated a lapdancing stripper for the amusement of Scott Speedman and Keir O’Donnell, who is best known as the creepy brother with eyes for Vince Vaughn in Wedding Crashers. Watching the Mac Guy get his groove on? Priceless!

Scott Speedman, Keir O'Donnell and Justin Long
So, what’s my take on this year’s film fest? Actually, Laura Linney—a Toronto vet who looks more beautiful every time I see her—put it best when I chatted with her at Fox Searchlight’s celebration at the Boiler House for three of the studio’s offerings: Under the Same Moon, Juno and The Savages, in which Oscar winner Philip Seymour Hoffman costars with Linney. “I have to say that I’m having the best time I’ve ever had here—there’s a real breeziness to the festival this year,” she said. Especially compared to New York Fashion Week! My vote for the second best soundbite goes to Juno’s breakout star, Ellen Page, who talked to me as her costar, Michael Cera from Superbad, made the rounds with his parents in tow (how supercute). “Dude, I’m from Nova Scotia. I’m full-on Canadian,” Page enthused. “I think Toronto is so underrated—I’m crazy about this city!”
-- James Patrick Herman

Juno's Jason Bateman and The Savages' Laura Linney
Photo: Todd Williamson/WireImage
Juno screenwriter Diablo Cody