When it comes to seasonal shopping, there’s always the temptation to splurge versus save – so when is it justified to spend a little more? And what exactly qualifies as an “investment piece” when it comes to fall? We’re bringing you our top 10 fashion must-have’s this season, offering up each piece in both a classic and on-trend style. So make your pick or buy both, but be sure to take notes as we take you through 10 timeless fall styles you don’t want to miss out on!
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Aldo Shoes
1 / 20
Classic: The perfect pair of boots
Nothing beats a classic. Simple ankle cut with a block heel, this boot is one of those tried-and-true styles that you just keep going back to year after year…
Aldo Aurella boots, $100
Aldo Aurella boots, $100

HM
2 / 20
Trendy: The perfect pair of boots
For a fresh take on a classic, opt for the same style with an on-trend update, like this HM boot in a patent finish.
HM zipped ankle boots, $40
HM zipped ankle boots, $40

J Crew
3 / 20
Classic: Luxe fall flats
It doesn’t get any more classic than the ballet shoe for your go-to fall flat. This chic and timeless style gets an update in a luxe suede and mustard hue for a punchy take on a trend that never goes out of style.
J Crew Lea ballet flats in suede, $149
J Crew Lea ballet flats in suede, $149

Zara
4 / 20
Trendy: Luxe fall flats
Flats have come a long way. Swap your heels out for these sexy satin flats with a bold buckle detail from Zara for a look that goes from day to night – witout the aching heels.
Zara ballerinas with gem buckle, $45
Zara ballerinas with gem buckle, $45

Aritzia
5 / 20
Classic: The go-with-anything leather jacket
Nothing beats a classic black leather moto jacket. The style is chic and timeless, and works over just about anything. You need at least one in your closet, and this is one of those pieces where you’ll find spending a little more will often get you something that will more than earn its keep in your closet over the years. This is a staple that you will find yourself coming back to in every season, every year.
Aritzia Casie jacket, $750
Aritzia Casie jacket, $750

Zara
6 / 20
Trendy: The go-with-anything leather jacket
Take your classic moto style and amp up the volume with an updated style in the season’s hottest shade. This red leather-effect version of the classic style is as easy to incorporate into your wardrobe as the original, and at a cost that will have you wondering what other colours it comes in…?
Zara leather effect jacket, $69
Zara leather effect jacket, $69

Joe Fresh
7 / 20
Classic: The perfect hat
The fedora style hat with a wide brim is flattering on almost everyone, and the perfect stylish trick for hiding next-day hair when you want to go a little less casual than your basic ball cap.
Joe Fresh wide brim fedora, $34
Joe Fresh wide brim fedora, $34

Nordstrom
8 / 20
Trendy: The perfect hat
This season, hats are the new go-to accessory, and beyond fedoras and ball caps, new (and old) styles are back in the mix. From newsboy caps to chic berets like this one from Nordstrom, accessories are getting updated with bold colours and luxe materials for a new spin on old favourites.
Nordstrom leather beret, $448
Nordstrom leather beret, $448

French Connection UK
9 / 20
Classic: The power suit
A classic power suit, done with either a skirt or trousers, slim-fit, tapered or wide-leg, is a must in your wardrobe. Worn together or apart, these are pieces that will have you looking confident and in-charge through fall, winter and early spring – so opt for quality fabrics and get pieces tailored if needed.
French Connection UK Antonia tweed classic jacket, $238
French Connection UK Antonia tweed classic jacket, $238

HM
10 / 20
Trendy: The power suit
The new power suit for 2017 has been updated in a big way – coordinated sets are really on-trend right now, as well as bold colours and big prints. The styles range from retro-inspired boxy fits to more streamlined slimming designs – it’s really just about finding the look that best works for you, and pushing the envelope a little to embrace some fun updates to the classic suit. We love the look of an oversized blazer dress over leggings or even slim-fit jeans – or for a night out, on its own with some strappy pumps. The power suit isnt just for the office, anymore, and the versatility of these pieces will have you mixing and matching for years to come.
HM blazer dress, $70
HM blazer dress, $70

Stuart Weitzman
11 / 20
Classic: The perfect pump
Nothing elongates the leg like the classic pointed-toe pump. Back each year, this classic design is one worth investing in. No one does a sleek heel like Stuart Weitzman, whose shoes are worth the splurge for their quality craftsmanship and timeless styles. We’re fans of this brand-favourite design in this updated and on-trend hue.
Stuart Weitzman Legend pump, $249 (on sale now!)
Stuart Weitzman Legend pump, $249 (on sale now!)

Kate Spade
12 / 20
Trendy: The perfect pump
These suede block heel pumps from Kate Spade feature an ankle-tie detail with pearl ends, making them versatile enough to wear with slacks to work or a dress for a night out, but with just the right amount of statement details for the season.
Kate Spade Gena pump, $298
Kate Spade Gena pump, $298

Fossil
13 / 20
Classic: A luxe handbag
Nothing says fall more than a classic leather satchel. This steel-blue style from Fossil comes in the perfect mid-size with a sleek top handle and long shoulder strap.
Fossil Ryder satchel, $248
Fossil Ryder satchel, $248

Zara
14 / 20
Trendy: A luxe handbag
This season’s crop of handbags are all about surprising details and fun finishes. This quilted two-tone crossbody from Zara is perfect for the season, with a chic chain strap and double compartment to store everything from your keys to that perfect fall shade of red lipstick.
Zara quilted two-tone bag, $40
Zara quilted two-tone bag, $40

Aritzia
15 / 20
Classic: A second-skin basic bodysuit
A cozy-knit bodysuit will be your best friend during the fall season; easy to wear with anything, tucked into anything – a great bodysuit is the most versatile piece you can own as the temperature begins to dip.
Aritzia Talula Peekaboo bodysuit, $55
Aritzia Talula Peekaboo bodysuit, $55

Forever21
16 / 20
Trendy: A second-skin basic bodysuit
The cold-shoulder style isn’t going anywhere for fall, and we’re loving the bare shoulders feature on this knit bodysuit featuring stylish bell sleeves.
Forever 21 fold-over bodysuit, $25
Forever 21 fold-over bodysuit, $25

Gap
17 / 20
Classic: Luxe knits
Layer up with the classic oversized knit, guaranteed to be one of your favourite pieces to pair with jeans and over midi skirts all season long. This season, everything old is new again, and we’re loving the return of the chunky cable-knit sweater – stay warm in this preppy-chic style.
Gap beaded cable-knit sweater, $58
Gap beaded cable-knit sweater, $58

Club Monaco
18 / 20
Trendy: Luxe knits
Sweaters don’t have to be boring, and the new knit styles for the season feature unique cuts, details, colours and mixed fabrics. We’re loving the simple silhouette of this Club Monaco sweater, which injects some seasonal trend via the fringe hem.
Club Monaco Beberly sweater, $139
Club Monaco Beberly sweater, $139

Oak and Fort
19 / 20
Classic: A timeless trenchcoat
Classic and flattering, the trench is a must in any fashion-lover’s outerwear wardrobe. Oversized fits are big for the season, with boxy retro-inspired silhouettes and flowy fabrics taking centre stage.
Oak and Fort trench coat, US$128
Oak and Fort trench coat, US$128

Nordstrom
20 / 20
Trendy: A timeless trenchcoat
Giving the classic trench a luxurious update, we’ve got our eye on this tan-coloured faux suede version from Guess in a double-breasted silhouette.
Guess faux suede double-breasted trench coat, $197
Guess faux suede double-breasted trench coat, $197
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