I'm a big fan of Hallmark's what if? Alternate reality movies so I was looking forward to this movie. Lacey Chabert starred in a good one called "Family For Christmas", Nikki Deloach was in another good one called "A Dream of Christmas" and Eloise Mumford was luminous in "Just in Time For Christmas".
A Tale of Two Christmasses, however, is more like Gwyneth Paltrow's Sliding Doors, which showed two different realities play out depending on whether Gwyneth's character catches a subway train or not. Sliding Doors was more dramatic (way more dramatic). Here, Emma, played by Katherine Barrell, is a Chicago architect who has two different realities play out depending on whether she makes or misses a flight out of Chicago. The biggest problem with both movies is that it's hard to effectively show two movies, about two different stories, inside one movie. There really isn't enough time to see both alternative realities play out in a meaningful way.
Emma has a crush on a lawyer in her building named Max, played by Evan Roderick. The movie seems to take subtle jabs at his work for the environment (the owls) which annoyed me. He seemed OK but his dislike of real Christmas trees was presented as some sort of defining strike against him. Instead, we're supposed to root for Drew, Emma's old platonic high school friend back home. He's played by a pleasant Chandler Massey. I liked him in 2021's amazing Next Stop Christmas, another alternate reality movie that, frankly, is way better than this one.
I don't recall seeing Katherine Barrell before, but she was fun to root for. Unfortunately, she seemed a bit too clumsy, confused and less than competent until she made her renovation suggestions at the ski lodge. I don't mind clumsy and confused in a character, but we kind of had to take it on faith that there was a reason to call her "Perfect Peterson".
I also didn't like the scene with Aunt Martha. It was way too weird. Playing dementia for laughs can be tricky, especially for those of us with family members suffering from it.
Also, the ending, and the big life choices made, seemed a bit forced, especially given the short time frame. I get a little frustrated with Christmas movie characters who literally up end their entire lives and make dramatic changes based on the experience of a few days. Here, Emma made life changing decisions based on a couple of days. That made no sense to me.
I was also troubled by how Drew would pretend to be someone he wasn't. It was a little sad to hear him respond that "I'm still mostly me". And as sad as it was to hear him say "I'm tired of waiting for you to see me", what "me" was that?
I grade Hallmark on a curve, but this seems like a 6 at best.