Updated: Mar 30, 2021
It’s hard not to pack 10 pairs of shoes during transition season.
In spring and autumn, there tends to still be a cool chill in the air, so it’s tempting to pack everything from flip-flops to winter boots. Finding the balance can be a bit of a nightmare. Pack one of each of these four types of footwear, and you’ll have your bases covered for a transition season trip.
It’s okay to wear sandals in the shoulder seasons, just make sure they’re weather-appropriate. Keep it simple with dark or warm neutrals. And make sure you’ve got a little more coverage. Strappy, tan, gladiator sandals might work well when the sun is high in the sky, but they’ll seem out-of-place in the early morning when the temperatures are low.
Depending on your plans, a good pair of walking shoes will mean different things to different people. For typical tourist activities, like hop on hop off buses or shopping, a pair of canvas sneakers should do the trick. Think Converse or Toms. If you’ll be on your feet for hours at a time, you may want to consider something with a little extra support. Skechers Go walks will make you feel like you’re walking on clouds. If you’re thinking of climbing mountains or chasing waterfalls, a good pair of hikers is in order.
Pro Tip: If you’re going someplace where it’s expected to get a little wet, you may want to swap out your sandals for something a little more practical, like a pair of wellies or duck boots.
You can’t go wrong with a good pair of flats. They don’t take up much room in your bag, and you can wear them a lot of different ways. For a casual shopping day, they’re a great way to dress up jeans and a tee. And they look great with shorts or even a cocktail dress. If you’re not into black, try a jewel tone for the transition season. Dark green, for example, is a great alternative to a neutral color. For a flirty look, choose a flat that has a little glitter or a funky pattern. Yosi Samra makes an amazing array of flats that fold up so you can take them with you wherever you go.
To cover all of your bases, pack one pair of dressy shoes. As with the sandals, for the transition season, darker or neutral colors with more coverage work best. But it’s okay to have a little fun still. A pair of black, lace-up, block heels or a burgundy peep-toe ankle boot will spruce up any transition season outfit. And, of course, you’re always safe sticking with a traditional pointy-toe black or champagne pump.
Pro Tip: Wear your biggest pair of shoes on the plane to save space in your bag. This may be your hiking books or a pair of heels. Cheat a bit, and toss a pair of $2 flip-flops in your purse as your fifth pair of shoes. You can slide them on for comfort once you’re seated on the plane. (And they can double as your pool shoes later in the trip.)