Good layers, a little color, and a weekend away. Fall looks pretty good from here.
There's a particular kind of optimism that comes with planning a trip in October. You start looking at cabins on Airbnb, save a few restaurants you probably won't have time to visit, and convince yourself that this is finally the weekend you'll pack light.
The weather makes getting dressed more interesting, too. After months of linen and tank tops, it's nice to have an excuse to wear a proper jacket again. Suede bags are back in rotation, burgundy suddenly goes with everything, and even a simple jeans-and-sweater outfit feels a little more put together.
For Fall Travel Power Week, we're thinking about the kind of weekend that starts with a good outfit and ends with a camera roll full of photos. Here's our edit of where to go, what to wear, and the little things worth bringing along.
Start With the Kind of Weekend You Want
Not every fall trip needs to involve a cabin and a pumpkin patch.
If you live in New York, a weekend in the Hudson Valley means antique shops, farm-to-table restaurants, and enough pretty little towns to fill two days without much planning. It's a good excuse to wear your favorite boots and spend an unreasonable amount of time browsing vintage furniture.
On the West Coast, Santa Barbara is particularly appealing this time of year. The afternoons can still be warm, but the evenings call for a light sweater. Spend the morning walking around town, stop for lunch somewhere with outdoor seating, and leave enough time to watch the sunset by the water.
For something a little more outdoorsy, Asheville and the surrounding Blue Ridge Mountains are worth considering during fall foliage season. Just check current trail and road conditions before heading out, especially if you're planning a mountain drive.
Wherever you're going, resist the temptation to schedule every hour. Pick one or two things you really want to do, book the dinner reservation, and leave the rest of the weekend open.
The Colors We're Wearing This Fall
Fall dressing doesn't have to mean wearing brown from head to toe. Some of the best outfits this season mix familiar autumn shades with colors that feel a little unexpected.
Chocolate brown and butter yellow, for example, look especially good together. Try a brown suede jacket with cream denim and a pale yellow knit. It's warm without feeling too heavy, and the combination works just as well for a coffee stop as it does for dinner.
Burgundy is another easy color to work into a travel wardrobe. A burgundy shoulder bag or pair of flats can make a basic gray sweater and jeans feel more considered. If you're not ready to commit to a full burgundy outfit, start with one accessory.
And don't put away your pink pieces just because summer is over. A soft pink bag charm, scarf, or small accessory looks surprisingly good against charcoal gray, dark denim, and olive green.
The trick is to let one color do the interesting work. You don't need your shoes, bag, and accessories to match exactly.
Three Color Combinations Worth Trying
Chocolate Brown + Butter Yellow + Cream
For a countryside weekend, pair a brown jacket with cream jeans and a pale yellow sweater. Add suede boots and a simple gold necklace.
Burgundy + Heather Gray + Dark Denim
An easy combination for a city getaway. Start with straight-leg jeans and a gray knit, then bring in burgundy through a bag or shoes.
Olive Green + Soft Pink + Washed Black
A slightly more playful option for road trips. An olive utility jacket over a black outfit looks great with a small pink accessory.
Your Travel Bag Is Part of the Outfit
We've all seen those beautifully packed weekend bags on Pinterest. The reality usually involves a water bottle rolling around at the bottom and three lip products you forgot you brought.
A good travel bag should still be practical, but there's no reason it can't look good.
For a weekend away, a medium-sized tote or roomy shoulder bag is usually enough for the things you'll want within reach. Look for one with a secure closure and a separate pocket for your phone and wallet. If you're spending most of the day walking, a crossbody might be the better choice.
Small accessories can make a simple bag feel more personal. A silk scarf tied around the handle, a vintage keychain, or a colorful tech accessory adds a little personality without requiring a whole new outfit.
We've been especially into the idea of treating everyday tech like any other accessory.
A compact
RORRY CharmGo portable charger fits naturally into that mix. Its rounded shape and playful colors make it feel less like something you'd hide at the bottom of your bag. The keychain-style design is also convenient when you want to keep it close.
It's a small detail, but a useful one when your phone has been handling directions, photos, and restaurant searches since breakfast.
How to Pack for Weather That Can't Make Up Its Mind
October weather has a habit of changing between breakfast and dinner.
You might leave your hotel in a sweater, wish you'd worn a T-shirt by lunchtime, and find yourself reaching for a jacket once the sun goes down.
Instead of packing a completely different outfit for every part of the day, build around layers you can wear together.
A lightweight knit works over a T-shirt and under a jacket. Straight-leg jeans are easy to dress up or down, and comfortable loafers or sneakers will probably get more use than the extra pair of heels you were considering.
For a two-night trip, here's a packing formula that usually works:
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One jacket that goes with everything
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Two tops and one lightweight sweater
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One pair of jeans and one alternative bottom
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Comfortable walking shoes
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A small bag for evenings
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Sunglasses, everyday jewelry, and a portable charger
If you're flying, wear your bulkiest layer on the plane. It saves space in your carry-on and comes in handy when the cabin gets cold.
One more thing: check the actual forecast for your destination, not just the city you're leaving from. Mountain towns can be considerably colder than nearby urban areas, especially after sunset.
Make Room for the Unplanned Stops
The best part of a fall road trip is often the place you didn't know existed when you left home.
Maybe it's a bookstore in a small town, a roadside farm stand selling fresh apple cider, or a café with a patio that's still warm enough to sit outside.
Save a few places before you leave, but don't build the entire trip around getting to them.
If you're driving through an area with limited cell service, download an offline map ahead of time. Keep some water and a snack in the car, especially if you're heading into the mountains. And if you're planning to spend the afternoon taking photos, make sure your phone is charged before you set off.
This is also where a portable charger earns its place in your bag. You may not need it all day, but you'll be glad to have one when you're looking up directions back to the hotel.
A Weekend Worth Remembering
A good fall getaway doesn't need a packed itinerary or a suitcase full of new clothes.
Sometimes it's enough to wear an outfit you love, spend a few hours somewhere different, and come home with a new favorite coffee shop or a photo you'll keep as your wallpaper for months.
Bring the jacket you've been waiting to wear. Try the color combination you saved on Pinterest. Take the scenic route if you've got the time.
And before you leave, charge your phone.
Fall Travel Power Week with RORRY
A little extra power for wherever the weekend takes you.
Discover RORRY portable chargers — designed to go wherever you do.
Power in Style.
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