Cut the pickles in half widthwise, then cut off the ends so they can stand upright. Using a cannoli mold, core the pickle halves and scoop out the inside with a spoon to make pickle shot glasses. Rim each pickle shot glass with Montreal Steak Seasoning and set aside.
In a large jar or pitcher, add ice, vegetable juice, vodka, lemon juice, horseradish, hot sauce, pickle juice, Worcestershire, black pepper and celery salt. Stir to combine.
Add the Bloody Mary mixture into the pickle shot glasses and garnish with celery stalk. Grab, slam and enjoy!