Supreme Week 5: Timberland boots lead, six collaborations and seven hats. Dropping Thursday at 16:00

Supreme Week 5: Timberland boots lead, six collaborations and seven hats. Dropping Thursday at 16:00

Week five of the Fall/Winter 2026 season brings 22 pieces and six separate collaborations. A Timberland boot leads, but the more interesting story is the shape of the droplist: headwear is the largest category of the week, and two items are collecting more votes against than for.

• Dropping Thursday 17 September at 16:00 BST

• 22 pieces across six collaborations: Timberland, Vanson Leathers, B.B. Simon, Swarovski, AOI and New Era

• The lead item is the Timberland Diamond Plate boot, well clear of everything else

• Seven pieces of headwear, the largest category of the week

• Two items carry a negative vote balance, which is rare for Supreme

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Drop times

• United Kingdom: Thursday 17 September, 16:00 BST

• Mainland Europe online: Thursday 17 September, 17:00 CEST

• Physical stores across Europe: Thursday 17 September, at 11:00 local time

That last line trips people up. Online selling starts at one moment, but physical stores open it at eleven their own time, several hours before the online start.

The lead item: Timberland

Supreme x Timberland Diamond Plate 6" Premium Waterproof Boot has drawn 418 votes in favour, half again as many as the second-placed item.

It is the classic six-inch Timberland in waterproof form, with an embossed pattern across the upper, in two colourways: black and wheat. The timing works, since this is the first week of winter footwear this season.

The margin over everything else is wide enough that this boot sets the pace for the whole drop.

Six collaborations

This is the most varied week of the season on that count.

Vanson Leathers, the American motorcycle apparel maker, brings two pieces: a hooded sweater carrying a skull motif and a matching beanie.

B.B. Simon, best known for crystal-studded belts, supplies a chain and a football jersey numbered thirteen.

Swarovski appears on a studded quilted leather jacket.

AOI covers a tracksuit, meaning a fleece-lined jacket and matching pant.

New Era handles the caps, including a Shop Beanie carrying city names.

Timberland closes the list with the boot described above.

Seven pieces of headwear

This only becomes apparent once you count.

Four beanies: New Era Shop Beanie, Dragon Beanie, Vanson Leathers Skull Beanie and Loose Gauge Beanie.

Three caps: Crushed Velvet Box Logo New Era, Rhinestone Label Camp Cap and Monogram Jacquard 6-Panel.

Seven out of twenty-two is close to a third of the droplist. For anyone wanting into this drop at the lowest possible spend, the choice this week is unusually wide.

The rest of the range

Hoods and sweaters:

• Sith Hooded Sweatshirt, the second highest-rated item of the week

• Arc Thermal Lined Zip Up Hooded Sweatshirt, insulated, in five colours

• Supreme x Vanson Leathers Skull Zip Up Hooded Sweater

Tees, shirts and polos:

• Small Box Shirt

• Hearts Studded S/S Top

• Old English Stripe L/S Polo

• Leopard Frayed Zip Up Shirt

Outerwear:

• Swarovski Studded Quilted Leather Jacket

• AOI Fleece Lined Track Jacket

• Coaches Jacket

Trousers:

• Paneled Double Knee Painter Pant

• AOI Track Pant

Accessories and other:

• Supreme x B.B. Simon Chain

• Supreme x B.B. Simon Football Jersey

What the community is not buying

This is a rare signal and worth reading, because most Supreme items collect a clear majority in favour.

The Leopard Frayed Zip Up Shirt has 20 votes for and 37 against, a balance of minus seventeen. It is the worst-received item of the week.

The Coaches Jacket comes out level, at 26 for and 27 against.

Close to the line are the Old English Stripe L/S Polo, AOI Track Pant and Monogram Jacquard 6-Panel, all with a balance under ten points.

The practical upshot: these will last longest. If one of them appeals despite the cool reception, there is almost no time pressure and you can pick it up after the drop.

What to realistically expect

The Timberland boot goes first, though sizing spreads the demand and two colourways double the units.

The Sith Hooded Sweatshirt and Arc Thermal are the second target. Both carry strong support, and on hoods it is size rather than colour that decides.

The B.B. Simon chain is a lottery. Accessories of that sort usually come in small numbers.

Headwear will last longest among the wanted items, since no sizing is involved and there are seven of them.

How to buy

Online selling runs without raffles or sign-ups, and speed is what counts. Before Thursday:

1. Enter your shipping address and card details the day before, not five minutes ahead.

2. Check the billing address matches your card details. That is the most common cause of a declined payment.

3. Install the Supreme app, since checkout runs faster there for many people.

4. Decide in advance what you are taking and in what size.

During the drop: be on the site a few minutes early, do not refresh needlessly, remember the limit of one unit per person per size and colour, and if the site freezes, do not close the tab. The order only counts once the confirmation email arrives.

Sales run exclusively through the Supreme shop.

For buyers in the UK

London is one of the European Supreme chapter stores, so you have two routes rather than one.

In store, selling opens at 11:00 local time, five hours before the online start. Online, check the basket in advance for shipping destination and costs.

FAQ

When is the Supreme Week 5 drop?

Thursday 17 September 2026 at 16:00 BST, online and in physical stores across Europe.

How many pieces are in the drop?

Twenty-two.

Which collaborations are in this week?

Six: Timberland, Vanson Leathers, B.B. Simon, Swarovski, AOI and New Era.

What will sell out fastest?

The Supreme x Timberland Diamond Plate boot, which has drawn 418 votes in favour, half again as many as the next item.

What will last longest?

The Leopard Frayed Zip Up Shirt and the Coaches Jacket, the only items with a negative or level vote balance.

Is there a raffle?

No. Online selling runs purely on order of purchase.

In summary

A strong week for variety, since six collaborations on one droplist is more than usual, and both Vanson Leathers and B.B. Simon arrive with two pieces each.

Two things to take away. The Timberland boot is the only item with a clear margin and it sets the pace for the drop. And seven pieces of headwear mean getting into this week without a large outlay is easier than usual.