And lastly, I’d say not packing a small iron or steamer is a mistake. I can pack the most amazing outfits, but if I wear wrinkly clothes, I won’t have the same confidence level.
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
A structured and slightly oversize blazer because you can layer underneath, making you look put-together instantly. Also, a neutral maxi skirt because it’s also elongating and super chic.
Can you share what you’ve been eyeing for your next trip or pieces you wore and loved?
I am a big fan of textures such as mohair, denim, pleats, faux leather… You name it. So for my next trip, I want to invest in a statement trench coat.
A good pair of baggy jeans just looks effortlessly cool and is the perfect piece to pack for a fall trip.
Lastly, for any fall trip, you need a pair of boots that are made for going all out. I love these square-toe ankle boots from Miista. The khaki-green patent is beautiful, and the stitching details are definitely eye-catching.
As for footwear, I took with me a small block heel that worked for every evening look and, of course, my trusty Havaianas flip-flops for daytime. This was the best way to travel, and everything I brought was worn!
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
If I was planning a trip for the fall, my go-to piece of packing or wearing while traveling is a blazer, preferably an oversize blazer, as you can layer with a sweater or knitwear. A blazer, for me, doubles up as a layer during the day and is a smart add-on for dinner or evening plans.
I almost always take my longline leather jacket with me for a winter trip. I picked it up in a local vintage store where I live a few years back but have recently seen some online. I find it has such a “Julia Roberts meets Notting Hill” vibe with a beret, and I can’t get enough of it!
Can you share what you’ve been eyeing for your next trip?
One lustrous item for me is Frankie Shop’s trousers. I love wide-leg trousers paired with an oversize sweater, a fine polo, and boots. It’s probably my favorite, most-worn winter look and a must-have for my next trip.
A more recent purchase I made was the infamous Birkenstock Boston Clog in brown with fur. I have the taupe suede version, and I wear them so often. I knew a second pair would give me a variable option, and they’re the ideal shoe to pack for a winter weekend getaway.
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
Definitely a black blazer. It’s so versatile and always looks good. Whether you want to go on a night out, explore the city, or go for a walk, it works for any occasion. You can pair it with a skirt, wide trousers, shorts, jeans—there are so many options!
Can you share what you’ve been eyeing for your next trip?
When it comes to traveling, a tote bag is always useful. I dream of taking this Dior tote bag on my next vacation.
I recently bought a pair of these Versace glasses and, of course, wore them on my vacation in NYC. It’s definitely worth investing in a pair of designer shades for any upcoming trip.
Dreaming of wearing this for a trip to Dubai on New Year’s Eve!!
I’m planning a trip to Paris in a few weeks and have been looking for pieces to pack. I love the simplicity and color of this jumpsuit. It screams, “Take me to Paris.”
Another common mistake is packing shoes among the clothing in your suitcase. It’s a big no-no because it can inadvertently ruin your clothing, so investing in packing bags is essential.
And lastly, forgetting to pack essentials like hand sanitizer, lip balm, and hydrating face mask.
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
For me, fall and winter are jacket seasons, so a coat is a must if you’re planning a trip during this time. Preferably, you’d opt for an oversize and monochrome version because it can be styled with different outfits easily.
Can you share what you’ve been eyeing for your next trip or pieces you wore and loved?
I can’t think of a better piece to wear on your flight than a matching knit set. It’s all about glam loungewear.
Comfort is key when traveling, and this chic slipper is the perfect shoe to wear for a long flight.
Another common packing mistake is not folding clothes properly. When I’m going on holiday, I fold and roll everything so neatly so it fits perfectly, and then on the way home, it all just gets thrown in randomly and doesn’t fit, and I inevitably have to spend even more time repacking it all properly. So take your time to pack neatly, and when in doubt, invest in packing cubes.
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
I always, always, always pack a good white T-shirt, no matter the season or the destination. They go with everything and are such a good backup if the outfit you’ve planned in your head doesn’t quite work the way you thought it would.
Specifically for autumn and winter trips, I always like to pack a good coat or jacket. Depending on where you’re going, the weather can be unpredictable, and you don’t want to be left unprepared and have to panic-buy one when you’re there.
Can you share what you’ve been eyeing for your next trip or pieces you wore and loved?
I’m going to Copenhagen this month and have been eyeing up so many pieces to take with me. I’ve managed to steer clear of the cowboy-boot trend so far, but I’m not exaggerating when I say I’m absolutely obsessed with these Ganni ones. I think their height is perfect, and the embroidery is absolutely beautiful. Maybe I’ll pop in to see them in real life when I’m in Copenhagen.
The surge of denim skirts I’ve seen all over my Instagram and TikTok has influenced me to the point where I might have to take the plunge and pack it for my next trip.
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
I swear by packing at least one dress (or a jumpsuit) that is the statement piece. But I want to remind everyone that you want to take pieces that will photograph well and are functional for your trip.
I recommend you opt for statement pieces made from comfortable fabrics like cotton, linen, satin, and plissé. It will ensure you look great and feel great throughout your trip.
In the fall and winter, I also recommend you invest in a statement coat to wear on your trip. It will keep you warm as you explore your destination, and you’ll look chic in all your photos.
Can you share what you’ve been eyeing for your next trip or pieces you wore and loved?
I recently wore this plissé jumpsuit from a small brand, Orire, and loved it. It’s the ideal piece to pack for a vacation because it’s chic and cozy.
I wore a hat from the South African designer Crystal Birch on a recent trip to Turkey, and it was 100% worth the space in the suitcase. A hat can elevate an outfit and protect you from the scorching summer sun simultaneously, so it’s a must-pack for any trip.
My best hack, though, is taking pictures of every single outfit before I pack it all. Having reference pictures means you have a cheat sheet of sorts for your best looks, which means you spend less time trying to figure out what to wear and more time enjoying your holiday!
For those of us who are dreaming of planning a trip for the fall and winter, are there any staples you swear by, and why do you swear by them?
Get yourself a flowy maxi dress! A maxi dress is a super-comfortable way of making a statement, allowing you to style it with various pieces.
Once you invest in a great maxi dress, you can style it a few ways—you can go from comfy chic with a pair of trainers to a more glam look by adding a blazer or heels.
Can you share what you’ve been eyeing for your next trip or pieces you wore and loved?
Stine Goya maximalist knits have my heart. I adore the bold colors and effortless maximalism of their winter pieces, and it’s the ideal cardigan to pack for a trip.
A good blazer helps elevate any autumn outfit, and I’ve been loving this staple in warm, earthy tones. Like all great staples, this piece, and any blazer, makes for the ideal piece to pack for upcoming vacations because it’s beloved by many and can be worn anywhere in the world.
Next: If You’re Going on a Fall Trip, These 29 Items Will Make Packing Easier