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How to Pack for: a Cottage Weekend

A Guide to Packing the Perfect Travel Essentials

By: Harry Rosen StaffDate: 2024-05-13
Cottage scenery

In our eyes, spending a few weekends a year up at the cottage is every Canadian’s right. Whichever part of the country you’re based in, our stunning natural surroundings and vast, glistening lakes are a unique attribute of our beautiful country, and seeing as they’re right here in our backyards, we have no excuse not to take advantage.


That being said, just how much you enjoy these cottage trips can oftentimes come down to what you bring with you. From your wardrobe to your beach towels to your choice of campfire snacks, ensuring your cottage weekend is an all-round success starts with packing the perfect bag.

  • Man wearing Canada Goose t-shirt
  • Man wearing A.P.C. pants

To help you plan for your upcoming weekend, we’ve compiled a list of the essential items you simply can’t afford to forget at home.


The Perfect Polo


There’s almost no other piece of clothing more synonymous with a laid-back cottage weekend than a polo – bar maybe a swimsuit, of course.


This might be because of the polo’s rich historical ties to nautical culture – just think of all those vintage images of JFK sporting polos on his sailboats – or it might be because their rough-and-tumble nature means they always seem to look good no matter what outdoor adventures they’re put through.


Whether you’re lakeside during the day or tableside during dinner, a classic polo is always up to the task and for that reason should be in every cottage goer's suitcase.

BOSS Tonal Logo Organic Cotton Piqué Polo

BOSS

Tonal Logo Organic Cotton Piqué Polo

$149
Psycho Bunny Logo Cotton Pique Polo

Psycho Bunny

Logo Cotton Pique Polo

$128
Canada Goose Beckley Cotton Polo

Canada Goose

Beckley Cotton Polo

$225
Moncler Accent Striped Cotton Polo

Moncler

Accent Striped Cotton Polo

$490
Brunello Cucinelli Mélange Linen-Cotton Polo

Brunello Cucinelli

Mélange Linen-Cotton Polo

$1070

Some Comfort-Forward Slides


No matter the season, a pair of reliable slides always seem to heavily feature throughout a cottage weekend. From spring through fall, there’s little else we wear on-feet around the cottage than slides almost purely because of their practicality.


Slipping in and out of a pair of slides couldn’t be easier, and when you’ve worn yours in well enough, they feel more like slippers than actual outdoor shoes. Whether you’re out on the dock, in the boat, or taking a stroll around the grounds, these are your go-to option when it comes to footwear.

Paul Smith Dorado Suede & Leather Sandals

Paul Smith

Dorado Suede & Leather Sandals

$194.99$325Save 40%
Moncler Basile Logo Embossed Slides

Moncler

Basile Logo Embossed Slides

$395
BOSS Double Strap Sandals

BOSS

Double Strap Sandals

$138
Swims Cabana Technical Pool Slides

Swims

Cabana Technical Pool Slides

$138
Prada Triangle Plaque Leather Double Strap Sandals

Prada

Triangle Plaque Leather Double Strap Sandals

$1450
Brunello Cucinelli Tonal Suede Slide Sandals

Brunello Cucinelli

Tonal Suede Slide Sandals

$850
TOM FORD Preston Grain Leather Sandals

TOM FORD

Preston Grain Leather Sandals

$1091.99$1560Save 30%
Brunello Cucinelli Suede Double-Strap Sandals

Brunello Cucinelli

Suede Double-Strap Sandals

$950
Church's Leather Fisherman Sandals

Church's

Leather Fisherman Sandals

$1450

A S’more-Toasting Sweatsuit


When day turns to night in cottage country, the beloved tradition of gathering around the campfire never goes out of style. Between toasting marshmallows for s’mores and telling ghost stories, sitting by the fire pit is a cottage ritual everybody enjoys. But, if you don’t have the proper gear with you, there’s a good chance you’ll miss out on all the action.


The best way to prepare for a nighttime session around the fire pit is to suit up in sweats, both top and bottom. These will not only help to keep you warm during those cool cottage nights, but will also protect most of your skin from any interested mosquitos flying about.

Moncler Embroidered Monogram Cotton Hooded Sweater

Moncler

Embroidered Monogram Cotton Hooded Sweater

Moncler Cotton Joggers

Moncler

Cotton Joggers

Canada Goose Huron Cotton Hooded Sweater

Canada Goose

Huron Cotton Hooded Sweater

A Lake-Ready Swimsuit


For all those moments spent outside the house, there’s an excellent chance you’ll find yourself reaching for swimwear rather than sleepwear. Of course, a sturdy pair of swim shorts are absolutely necessary when taking a dip in the lake, but they’re also optimal for catching rays on the dock, catching fishing on the boat, and knocking back a few drinks come cocktail hour.


The secret here is to find a swimsuit that dries quickly and bears resemblance to a pair of simple-yet-stylish shorts. This way, you can traverse between dryland and aquatic activities without needing to put too much thought into your outfit – not to mention dripping all over that nice hardwood cottage floor.

Moncler Monogram Swim Trunks

Moncler

Monogram Swim Trunks

$620

Speed Boat-Approved Sunglasses


One of the most popular pastimes at the cottage is getting into the boat and out on the water. However, no matter if you’re driving, riding, or being pulled along behind in an inflatable tube, bright sunlight reflecting off the shimmering lake below you can be a little overwhelming for the eyes.


The obvious fix is a polarized pair of sunnies, but when you’re zipping across the lake at speed, the high winds and intermittent bumps along the way mean your best pair is far from your best option. Instead, we recommend sunglasses that come equipped with either a tasteful string for around your neck or some extra-strong arms that hold on tight.

TOM FORD Redford Acetate Navigator Sunglasses

TOM FORD

Redford Acetate Navigator Sunglasses

$590
Gucci Shiny Transparent Acetate Rectangle Frame Sunglasses

Gucci

Shiny Transparent Acetate Rectangle Frame Sunglasses

$407.99$545Save 25%
David Beckham Polarized Navigator Sunglasses

David Beckham

Polarized Navigator Sunglasses

$330
French Kiwis Jude Round Sunglasses

French Kiwis

Jude Round Sunglasses

$140
Gucci Shiny Havana Rectangle Sunglasses

Gucci

Shiny Havana Rectangle Sunglasses

$314.99$420Save 25%
TOM FORD Brady Pilot Frame Sunglasses

TOM FORD

Brady Pilot Frame Sunglasses

$700
David Beckham Polarized Square Sunglasses

David Beckham

Polarized Square Sunglasses

$260

A Water-Resistant Watch


On the topic of boats and inflatable tubes, hearing the phrase ‘man overboard’ is quite a common occurrence during a standard cottage stay. In fact, you can pretty much bank on getting wet or splashed in some capacity at any given moment. However, keeping an eye on the time isn’t any less important when weekending at a cottage – I mean, how else would you know when Beer O’clock swings around?

For those reasons, wearing a water-resistant timepiece while at the cottage is always a good idea. Whether you’re hanging out by the dock, in the hot tub, on the boat, or even just hosing down in the outdoor shower, feel confident your watch won’t come out worse for wear after your weekend away with something more suited to your surroundings.

Mido Ocean Star 200 Watch

Mido

Ocean Star 200 Watch

$1275
G-Shock DW5600BB-1  Watch

G-Shock

DW5600BB-1 Watch

$130
Alpina Alpiner Extreme Automatic Watch

Alpina

Alpiner Extreme Automatic Watch

$2595
Citizen TSUYOSA Collection Automatic Watch

Citizen

TSUYOSA Collection Automatic Watch

$475.99$595Save 20%
Luminox Bear Grylls 3729 Never Give Up Watch

Luminox

Bear Grylls 3729 Never Give Up Watch

$775
Mido Baroncelli Caliber 80 Chronometer

Mido

Baroncelli Caliber 80 Chronometer

$1450
Luminox  Commando Frogman 3301 Watch

Luminox

Commando Frogman 3301 Watch

$895
TAGS:#Style Advice,#Travel,#Places,#How To,#Polos,#Casual Shoes,#Sleepwear,#Eyewear,#Swimwear,#Watches,