14 Summer Essentials I’m Ditching This Season—and My Fall Swaps, Starting at $14

Browse the comfortable alternatives that will quickly update your luggage.

Every year as Labor Day approaches andend-of-summer salesstart, I update my travel equipment seasonally to get ready for autumn journeys. This involves replacing my light linen clothing with warm layers, sandals with sneakers, and sundresses with sweaters. Generally, I remain loyal toclassic travel clothing piecesrather than fashionable ones so they can remain in my closet for years.

If you’re in the mood for fall travel like I am, it’s time to start getting things in order. Fromcomfortable white leather sneakers to a flannel shacketthat will enhance any appearance, here are my clever alternatives for your summer essentials that are budget-friendly. After all, apple picking, enjoying fall foliage, and strolling through the city in the rain with a warm coffee in hand are just ahead.

Must-Have Outfits for Autumn Getaways

  • Airplane outfit: Wiholl Matching Sweater Set, $34 (originally $40)
  • Wear with anything: Amazon Essentials Crewneck Sweater, $11 (originally $13)
  • Elevated essential: Amazon Essentials Ponte Pants, $20 (originally $24)
  • Versatile layer: Beaully Flannel Shacket, $24 (originally $30)
  • Under $50: Adidas Grand Court 2.0 Footwear, $49 (originally $70)

Related: Quince’s Trending Autumn Styles Are Now Available—Cashmere Sweaters, Long Dresses, and Other Items Begin at $20

Retire: Oversized white button-ups

Replace With: Flannel shackets

$30

$24 at Amazon

At this time of year, I usually pack up myoversized white button-upThat I used over swimsuits and shorts in place of a reliable flannel shirt. It’s the same concept—a piece you can toss over nearly any outfit in your wardrobe—but it provides an extra layer of warmth instead of letting the summer breeze pass through.

I’ve owned this classic flannel shacketFor the past two years, and it blends perfectly whether enjoying leaf-peeping in New England or relaxing by a campfire. I really appreciate how the neutral tones match my travel clothes effortlessly. For those looking for something slightly more fashionable, check out a piece like this.brown suede shacketan upscale, refined version of that comfortable flannel.

Retire: Sandals

Replace With: White leather shoes

$70

$49 at Amazon

Unless I’m going to a tropical location, I put away my sandals in favor ofcomfortable closed-toe shoes. I’m really enjoying myKizik Vegas 2 sneakersA genuine travel MVP. Thanks to hands-free technology in the heel, you can slip them on without needing to bend down and pull the heel back (a big plus if you’re constantly juggling your bags and a coffee while rushing out the door).

I recently put them on straight out of the box for a trip to France with a 10-hour travel day and experienced no discomfort, so I can confirm they’re worth the investment—plus, they go with everything from dresses to midi skirts to black pants. If the price is a bit high, you can achieve the same style for a lower cost withthese white synthetic leather Adidas sneakers.

Retire: White linen pants

Black knit pants

$24

$20 at Amazon

As autumn comes, summer materials such as linen are the first to leave my wardrobe. I switch them out for a thick yet cozy fabric like ponte, which is both elastic and resistant to wrinkles—two big advantages when dealing with long days of travel. I’m looking at thistwo black ponte pants, which appears refined and stylish like trousers that cost three times as much. It’s a timeless style that can be worn repeatedly.

Retire: Tennis dresses

Replace With: Large sweaters and cycling shorts

$43

$20 at Amazon

$27

$20 at Amazon

If you’re similar to me, your informal outfit for summer was a tennis dress—simple to put on and very comfortable. The fall equivalent of that low-effort sporty style is theoversized sweaterand cycling shorts (a.k.a. the Princess Diana style). It’s an ideal ensemble for changing weather when it’s cool in the morning but sunny in the afternoon—simply remove the sweater and you’re set for those final summer sunbeams. Additional advantage if the shorts include a pocket for your phone, likethis Baleaf pairthat is available in various lengths.

Retire: Quick-dry hiking joggers

Replace With: Fleece-lined sweatpants

$36

$31 at Amazon

I’ve written a lot about how much I adorethese quick-dry joggersthat help keep me cool and dry during summer hikes (they even made it into my)capsule wardrobe). However, when fall arrives, I begin thinking about what will keep me warm if I’m out all day exploring. For instance, when I visited Iceland in September, I worethese fleece-lined sweatpantsThey removed the cold from the air—and then I continued to wear them all winter in Boston as well.

Retire: UPF sun shirts

Replace With: Lightweight sweaters

$13

$11 at Amazon

I always pack a Sun-protective clothing item Fabric designed to shield from sunlight UV-blocking shirt for outdoor use Clothing with ultraviolet protection Sun-safe garment for skin protection Protective apparel against sun exposure Shirt offering sun defense UV-resistant clothing piece Outdoor wear with sun protection Fabric engineered for sun safetyin the summer, but once the light begins to dim, that particular spot in my suitcase is reserved for the ideal lightweight sweater that I can wear over button-down shirts or drape around my shoulders. I’m currently eyeingthis striped oneat Amazon for just $11. The design will add depth to my look while still matching my neutral tones, but it’s also available in a variety of autumn-appropriate colors such asburgundy and olive.

Retire: Sundresses

Replace With: Versatile coats

$70

$52 at Amazon

$75

$65 at Amazon

Yes, I feel a bit sad when I pack away my sundresses each year, but it’s time to start thinking about the crisp, rainy days coming up. Depending on your plans, I suggest a raincoat for active adventures and hikes (this highly rated)Columbia rain jacketwon’t lead you astray), or a lengthyWind- and water-repellent trench coatfor a more stylish yet functional urban ensemble.

Retire: Matching linen sets

Replace With: Coordinating knit ensembles

$40

$34 at Amazon

A matching setmakes a significant difference in enhancing your appearance for carry-on-only travel (particularly if you’re aiming to develop various outfits with the)3-3-3 packing method) Now is the ideal time to upgrade your flowy, summer-style matching set to a more comfortable version that will carry you from air travel to a cozy fire. Thismatching set from Amazonis effortlessly fashionable but includes some distinctive features that catch attention either individually or in combination, such as a crewneck sweater and wide-leg sweatpants.

Retire: Straw totes

Leather handheld phone bags

$65 at Amazon

Goodbye, beach bag, and hello, leather crossbodyThis will smoothly transition you from a walking tour to a fall wedding. This design is particularly ideal for travelers since it’s compact enough to fit in a carry-on and includes anti-theft features like RFID-blocking technology and slash-resistant straps to ensure your belongings stay safe while you’re traveling.

If you appreciate the appearance but find the cost prohibitive, you can find the same style and safety features at a lower price in afaux-leather versionfrom Inicat—and don’t overlook aclear version for events at a stadiumsuch as concerts and football matches.

Retire: Braided flats

Replace With: Ballet flats

$33 at Amazon

Once you have your fallwalking sneakerscovered, you’ll need a pair of flats or loafers to wear for formal dinners or evening performances to substitute the charmingbraided sandals or braided Huarache loafersYou killed it all summer. I swear by my comfortVivaia ballet flatsbut you can achieve a comparable style for a lower price withthis pointed-toe versionwith a memory foam sole available on Amazon for only $33.

Retire: Swim cover-ups

Replace With: Long cardigans

$35

$25 at Amazon

As summer beach getaways are mostly behind us, it’s time to switch things uplight swim cover-upsfor thicker sweaters. A essential for autumn, regardless of your destination (consider: apple picking, beach fires, boat trips, morning city strolls; the list continues), this basic piece will keep you cozy over shirts and dresses until you’re ready to remove a layer. I enjoy the relaxed style of theLillusory Cardigan, which reminds me of a tan one I bought last year that’s always been my favorite.

Retire: Mini skirts

Replace With: Midi skirts

$23 at Amazon

Although there’s nothing preventing you from wearing your favorite summer mini skirt with tights into the fall, I choose to opt for a midi skirt for added coverage. Additionally, the midi length pairs well with fall essentials such as leather or bomber jackets and boots or any type of court sneakers. I enjoy the appearance ofthis mesh midi skirtat Amazon that can be conveniently stored in minimal space. You could also add some fleece-lined leggings underneath as the temperature drops.

Retire: Wide-brimmed straw hats

Replace With: Baseball caps

$15

$14 at Amazon

Certainly, there is much less direct sunlight compared to summer, but UV rays can still penetrate clouds during the fall, making it essential to safeguard your eyes. I’m using the new season as an opportunity to replace my old baseball cap with a versatile style that goes with everything likethis one at Amazon. Besides safeguarding my eyes and face when I’m out and about, I also enjoy wearing a hat because it can hide disheveled hair from a flight.

Retire: Portable fans

Replace With: Foldable umbrellas

$30

$18 at Amazon

Don’t overlook updating your essential accessories this fall. If you have a go-toportable fanin your hand luggage or bag, now is a good time to replace it with acompact, foldable umbrella.You’ll hardly notice this 11-by-2.75-inch item is present, but you’ll be thankful it is when you get caught in a sudden rainstorm while on the road.

This one also grabbed my attention because the manufacturer states it was tested in a 70-MPH wind tunnel, which is the sort of solid build I seek in any umbrella. If you’ve ever wandered through New York City with a weak umbrella that got flipped inside out by the wind, you understand why.

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