How To Pack For A Weekend Getaway 0
in Style

How To Pack For A Weekend Getaway

how to pack for a weekend getaway

How to pack for a weekend getaway. Summers are usually reserved for road trips. I mean, what could be better than jumping into your car, stuffing the trunk full of everything you could possibly need and hitting the road map in hand. This is what dreams are made of. While this is a favourite pass time of mine, I also love taking small weekend getaways in the fall, winter and spring months. There are several reasons for this, but the biggest is probably because there are fewer tourists around and hotels are generally much cheaper. In Canada, road trips were simple because we had a car. In Europe, however, we have to rely on buses or trains to get us to our destination. I have to say that I’m really loving train travel. It’s completely stress free and I get to sit back and relax while someone else does the driving.  On the other hand, space is limited and because we usually have our dog with us, everything we bring has to be relegated to pretty much one small suitcase.

how to pack for a weekend getaway


Where are you going? The first thing to determine is where you are going. Okay, it’s probably pretty obvious, but I’ve packed items before, gotten to where I was going and then immediately slapped myself in the forehead… What was I thinking bringing those shoes or that jacket? If I’m doing a city getaway, I generally have a pretty decent idea of what I will be doing. Will I be sightseeing a lot (aka hoofing around a big city with the possibility of cobblestones), will I simply be hanging out at local cafes (sometimes you have to do nothing but enjoy people watching), or will I be going to events? All of this will matter if you want to keep your bag light.

The idea is to keep it simple and streamlined, with pieces that will work for day, night and a wide variety of events.


  • Black dress.  Classic is key here. You want a dress that fits your body shape perfectly and that you feel comfortable in. Look for fabrics that don’t wrinkle easily. For summer, keep it light and flowy and for fall/winter a heavier more structured shape will be perfect.
  • Black pants. Whenever possible, I like to bring a pair of nice black pants with me.  I have a pair of skinny pants that I can roll the cuffs up on for day with flats, or pair with a jacket and blouse for night.
  • Jeans. Pick a pair that suits you best. When you are comfortable, you will be confident and that’s all that matters.
  • Black tee. This is a top that you will wear with your black pants or jeans and it will work anywhere from a day of sightseeing to an evening meal.  I will usually bring two tees, a black one and a navy one.
  • Coloured/Pattern shirt. The tee is great, but you’ll need one other top just to keep it interesting. Preferably with long sleeves in case it gets cooler.
  • Sweater/jacket. Depending on the weather and where you are going, you’ll need a jacket or a sweater.


  • Scarf. This is a must because a scarf can change any outfit in seconds. In the cooler months, I like to bring a larger scarf that can double as a wrap in the evening. A silk scarf is also a great option. It can dress up a simple black tee or you can wear it in your hair.
  • Jewelry. I don’t like bringing a lot of jewelry with me, but an eye catching necklace is always a great option.
  • Sunglasses. Winter or summer, always bring a pair of sunglasses with you. Of course they’ll always give your outfit that extra touch of glam but, you never quite know what the weather will bring (they can work as a headband in a pinch if it gets windy) and they are great to hide behind if you need to take a quick nap.


  • Ballerina flats. A classic pair of ballerina flats will always be appropriate unless you know you are attending a fancy event (and then you’ll probably have a very specific outfit picked out).  You can wear them with  jeans, slacks or a dress.
  • Sneakers. Great for travelling and they’ll work with everything on your list.



Friday travel day. Jeans, sneakers and your black tee.

For Saturday day. Black pants, a pair of casual shoes and your optional coloured tee for walking around and sightseeing.

For a Saturday night. Black dress with a sweater or blazer and your statement necklace will look great if you want to eat out or are simply going for a drink.

For a Sunday. Flats, black pants, your coloured top and a scarf. Chic and simple and always appropriate.

what to pack for a weekend getaway

When I’m visiting a new city, the last thing I want to do is stress about what I’m going to wear. There are more important things to do and see, but at the same time, of course I want to look good. I want to have that effortless look and I’ve found that keeping it simple and not overthinking it is usually the best way to go.  Oh and I’m never without a classic red lipstick!

What do you like to bring for an easy weekend getaway?

For more don’t forget to follow me on INSTAGRAM and PINTEREST




Caroline has worked with international designers in fashion retail and completed professional makeup courses when working in the beauty industry. Her love of writing, photography and film inspired her to work at the Canadian Film Center and then to earn a BFA in Screenwriting. In addition to her blog, Style On The Side, you can see her work in Huffington Post Canada and other international websites.

Latest posts by caroline (see all)






You Might Also Like

Style On The Road

Shopping In Portland Accessory Style

Clothing Tips Every Woman Should Know

Best Bags For Summer Sightseeing

Best Gifts For The Fashion Lover

Womens Essential Checklist

How To Wear Pink For Fall

How To Dress In Your 30s

8 Tips For Packing Light

Branding And Images

How I Lost My Style

Style: Lazy Summer Days

Your Shoe Wearing Guide

How To Dress For Summer

Essential Wardrobe Checklist For Men

Polette Parisian Eyewear

Best Accessories For Fall

How To Add Colour To Your Wardrobe

Best 2016 Runway Shoe Trends

Vintage Shopping In Berlin

How To Style A Polka Dot Dress

How To Wear Hats In Fall 2016

Shopping FAQ In Style

How To Dress Vintage Modern

Effortless Style And Beauty

How To Make An Old Coat New Again

Make 2016 Your Most Stylish Year

How To Style A Denim Jacket

How to Walk in Heels In Style

How To Wear Green For Spring 2015

Patches of Denim

What Your Sunglasses Say About You

Classic Pieces Every Woman Should Own

Must Have Statement Jewelry Fall 2014

How To Wear And Care For Velvet

European Style And Travel

Pre-Loved: A Treasure Hunt At Holy Rags

Best Summer Bag For Everyday 2014

How To Dress A Ruler Shape

November Favourites

How To Style Chunky Sweaters

How To Grow Your Blog With Pinterest

How To Wear Gray

Are Sandals Bad For Your Feet

Fly And Fierce Boutique

How To Choose The Perfect Heels

How To Be Comfortable And Stylish

Best Beauty Products For Spring 2015

Shopping For Court Shoes

Easy Rules To Looking Your Best

Designer Spotlight Perfect Black Leggings

How To Wear Pink

Must Have Spring Accessories

Style Picks For February 2015

How To Look Effortlessly Chic

Summer Dresses In Style

Designer Spotlight Standfor Shoes

Fashion Picks For November 2014

How To Layer Clothes For Fall

What Your Watch Says About You

Navy Heels With A Touch Of Gold

Eyeglasses For Everyone: Warby Parker

How To Love Your Clothes When You Don’t

How To Shop For Vintage Clothing And Bags

My Story In Brief

Style: London Fashion Week

Gift Guide For The Fashionista

Fall Outfits That Will Always Work

How To Add Prints To Your Wardrobe

Style Habits That Make You Look Older

How To Wear Red 2013

Shoe Shopping In Madrid

How To Dress An Apple Shape

Luxury in Style: September Celebrations

How To Wear Sneakers With A Skirt

How To Wear A Moto Jacket

Long Evening Dresses

How To Mix Prints In Style

New Year: A Wonderful 2014 To All

Why You Have Nothing To Wear

How To Keep Your Clothes Looking New

How To Dress An Hourglass Shape

How To Wear Fringe For Fall 2014

British MODE December Issue

How To Succeed Online Part 1

What Is The Deal With Loving Your Body

How To Determine Your Body Shape

What To Wear When You Have Nothing To Wear

Glasses: Blink and you’ll See!

How To Wear A Tshirt

How To Wear Navy In Style

How To Shop For investment Pieces

How To Dress When You Work From Home

Best Pants For Your Body Type

How to Wear Mint

How To Wear Plaid For Fall

Designer Spotlight Work Wonders

Buying Jewellery: Must Read Tips

How To Dress For A Work Party

How To Dress In Your 40s

How To Dress Just For You

Statement Earrings Guest Post

Photography For Bloggers Composition

Best Shoes For Travel

Crystals For Winter In Style

Wedding Sparkle in Style

How To Wear Orange Spring 2014

Should You Have A Minimalist Wardrobe

Jewelry: Salt Spring Island Style

Odd Pears Why Socks Matter

How To Update Your Wardrobe

How To Wear Gold Jewelry

Fashion Flashback Styles of 2013

One Dress Three Weddings

What Your Bag Says About You

Must Have Accessories For Fall

British MODE: Haute Couture

How To Succeed Online Part 2

How To Dress For Canada Day

The Color Guide

Designer Spotlight Quinoa Paris

Am I Too Old To Wear That

How To Find Your Style

Dresses Every Woman Should Own

The Bespoke Tailor: A History Of Style

What To Wear On A Boat

How To Wear Flowers In Your Hair

The Eternity of Diamonds

How To Wear Purple 2013

How To Style A T-Shirt

How To Wear Yellow

Today We Wear Black

Contemporary Fashion Georgie And Elaine

Best Sweater For Your Body Type

Ankle Boots Were Made For Walking

Must Have Coats For Fall

Designer Spotlight SYCAMAW

Ultimate Guide To Layering

How To Make Your Legs Look Longer

What To Pack For A Mini Getaway

Best Jewelry For Summer 2014

Best Sunglasses For Your Face Shape

Stay Healthy And In Style In Las Vegas

Best shoes for traveling in Europe

Travel Style And Life

Beret: A Hat For All Seasons

What To Pack For A Long Flight

How To Add Colour To Your Fall Wardrobe

Style: British MODE

How To Store Winter Clothing

Designer Spotlight Talk To My Shoes

How To Add 40s Style To Your Wardrobe

Designer Spotlight Darylynn Eyewear

I Want To Be Her: Book Review

How To Look Less Frumpy

How To Wear Athleisure

Blogging And Living Abroad

How To Travel With Your Jewelry

How To Wear Ankle Boots

How To Buy Pearls

Summer Dressing Guide

How To Dress A Pear Shape

Your Go To Outfits At Any Age

Sidewalk Sale Shopping in Style

Your 8 Rules To Shopping

How To Style Jewelry

Jewelry Every Woman Should Own

When It’s Too Hot To Pick An Outfit

Which Type Of Tourist Are You

How To Add The 60s To Your Style

What Your Hat Says About You

This Ain’t California: Skateboarding Fashion

How To Feel Good About Your Style

How To Make Heels Comfortable

Where To Shop For Vintage And Designer Apparel

How To Style Hats For Fall 2014

Why You Should Dress For Yourself

How To Wear White

October Fashion Beauty And Fitness Picks

How To Wear A Summer Scarf

How To Look Good In Tights

How To Wear White After Labour Day

How To Look Chic At The Office

What Clothes You Should Splurge On

What To Wear To An Interview

Designer Spotlight Blackbird London

How To Wear Dresses For Fall

Arm Candy Show Off Your Bracelets

Best Coats For Spring 2015

Black… And the Colour is Gone…

How To Effortlessly Reinvent Your Style

Unique Jewelry Fabulous Accessories

British Mode June Edition

Summer Solstice In Style

Is It Okay To Wear Nude Tights

Top 5 Style Posts Of 2015

Stories From The Road in Style

Designer Spotlight EverywhereUR

What Your Jewelry Says About You

British MODE: January Issue

How To Wear Green 2013

How To Wear An Oversized Tshirt

How To Wear Black

Portland Shopping Garnish Apparel

Summer Office Style

National Hat Day 2014

How To Find The Perfect Party Dress

10 Creative Ways To Style Up Your Office Outfit

How To Be Elegant Every Day

British Fashion: How Do You Define It?

Hair Accessories: Hair Raising Tale

Best Hat For Your Face Shape

Best Way To Wear Sweaters This Fall

Style For Research: Fascinator

How To Style Sneakers

Interior Design: Style On The Side

How Where You Live Influences Your Style

7 Bags Every Woman Should Own

Best outfits for winter travel

How To Wear Silver Jewelry In Style

How To Take Great Photographs For Bloggers

How To Wear Cufflinks

How To Travel In Style

Fedora: Traveling In Style

Best Dresses For Summer At Fine Finds

How To Wear Pastels Spring 2015

Designer Spotlight Femi Pleasure

Coach Bag Is Art: Style

Date Night Essentials

How To Succeed Online Part 3

How To Be Modern Gothic and Rocker Chic

How To Be Modern Boho

Why Is Style So Important

White For Fall In Style

Consulting For Online Success

How To Wear Sequins For Day

Vintage Bags In Style

9 Accessories Every Woman Should Own

How To Wear Scarves In Style

How To Make Clothes Look Expensive

Monogram Jewelry In Style

How To Choose The Bag For You

Essential Accessories For Men

Sunday Musings In Style

Designer Spotlight Best of 2014

The Truth About Heels

Where to find Modern Artisan Jewelry

Style Stories Louboutin Heels

Fashion Of Anime Cosplay

Your Ultimate Wardrobe Color Guide

Must Have Statement Pieces

Off Duty Style

How To Dress An Inverted Triangle

Dance Inspired Wardrobe

Ultimate Accessories Guide For Major Social Events

Fashion And Architecture

How To Wear Summer Whites

Military Inspired Style For Spring 2015

How To Add 50s Style To Your Wardrobe

How To Dress Up A Boring Outfit

Cocktail Fashion: Drink, Dress and Ring

Be Stylish Not Fashionable Or Trendy

Styling Tricks Every Woman Should Know

Fashion Must Haves For January 2015

Style Shopping at Fine Finds

Granville Island Artists

How To Take Your Look From Day To Night

Links I Love

What To Wear At The Pool

How To Pull Off Hats

Best Winter Accessories

How To Style Flats

Shoes Every Woman Should Own

Designer Spotlight Konplott Jewellery

How To Add The 70s To Your Style

Everyday Bag Essentials

Packing For Two Weeks In Europe

December Style Picks 2014

How To Take Your Wardrobe From Winter To Spring

How To Dress For Winter

Look great this summer without being a hot mess

How To Wear Mixed Metal Jewelry

How To Wear Brown

Fashion Is Art In Portland

Top Summer Essentials 2014

Fashion Rings For Style

On Our Radar March 2015

How To Choose The Right Accessories

Summer Road Trip In Style

Makeup Pouches In Style

How To Buy Pants That Fit

Must Have Hats For Fall 2014

Best Jeans For Your Body Type


  1. Thank you for these wonderful travel tips! Everything mentioned are great essentials and an absolute must!

    1. Thank you! I always prefer traveling with just the basics this way I can get out and start sightseeing without worrying about what I’m going to wear.

  2. Lovely tips, have a great day 🙂

    1. Thank you and you too!

  3. I regularly take little weekends away and its such a chore fitting everything in one little suitcase but these are great tips for what to pack! x

    Viva Epernay | Penhaligon’s Giveaway

    1. Thanks! Living in Europe we do a lot of 3 day weekends and I’ve found that the less I bring the better!

  4. Thanx doll.💋 Great advice. I am definitely dreaming of a getaway. Hope you are having a great week!


    1. My pleasure! I find that my life isn’t complete if I’m not going away every couple of months…. Have a wonderful weekend!

Leave a Reply

Your email address will not be published. Required fields are marked *