Some of us work on weekends, some of us play. Some do both. However you spend your time, it’s very likely a mix of the casual and not-so casual, and that means your weekend wardrobe needs to follow suit.

Here then, is a speculative weekend itinerary, complete with a few key pieces to match your activities. Happy weekending.

When: Friday, early evening

For: After-work drinks

Where: Your favorite bar with pals

The key piece: Leaving the office in buttoned-up attire, toss on a sleek black leather jacket like the Liston Cropped Black Leather Jacket ($748 on zadig-et-voltaire.com). I especially love its structured silhouette and utilitarian pocket details.

When: Friday, later evening

For: A date with your sofa

Where: At home

The key piece: Curling up and chilling out calls for the softest pajamas ever. Enter the Bella Long Sleeve Top & Pant Pajama Set ($150 on cosabella.com) in four neutral colors with sharp-looking piping, made in Peruvian Pima cotton.

When: Saturday afternoon

For: Catching up on art

Where: A spin through Boston’s Museum of Fine Arts (especially the new Rachel Ruysch exhibit)

The key piece: Why not pay homage to Ruysch’s richly colorful paintings by donning a bold and beautiful number yourself? The Pink Marvelous Garden Midi Skirt ($248 on farmrio.com) is just the thing, thanks to its vibrant floral patterns in warm pinks and rich navies and ambers.

When: Saturday, early evening

For: Date night

Where: That bistro you’ve been dying to try for months

The key piece: When is a dinner more than just a meal? When you show up wearing something like the Phare Silk Dress ($725 on staud.clothing). The stretch-silk, draped off-the-shoulder neckline design comes in a handful of killer hues, but I think it’s at its most come-hither in vintage floral.

When: Saturday, later evening

For: Post-date nightcaps

Where: At home

The key piece: Well that date went exceptionally well, didn’t it? So slip into something more comfortable with an actual slip — like the Contrast Piping Silk Suede Maxi Nightdress ($162 on lilysilk.com). It’s close cut and long length is beautiful yet demure, and infinitely flattering.

When: Sunday morning

For: Catching up on your favorite shows over a lazy breakfast

Where: Your kitchen

The key piece: Time to pull on something soft to lounge around in, like the Felted Wool Jersey Wide-Leg Pant in Regenerative Wool ($175.20 – $268 on eileenfisher.com). Nothing too crazy on the style front — they come in neutrals like chalk, biscuit, dove, or classic black — but the wide leg makes for an easy fit for  the rest of your afternoon.

The Phare Silk Dress (Photo staud.clothing)
The Pink Marvelous Garden Midi Skirt (Photo farmrio.com)
The Contrast Piping Silk Suede Maxi Nightdress (Photo lilysilk.com).
The Felted Wool Jersey Wide-Leg Pant in Regenerative Wool (Photo eileenfisher.com).