Style

In-Season Outfits to Keep on Repeat

In partnership with our friends at Sperry

Fall’s back-to-business vibes don’t take weekends off: Lounging by the pool is out; harvesting apples by hand is in—or something less laborious but equally autumnal. One weekend you’re headed to the Adirondacks. The next, you’re tailgating. By October, you’re perched on a bale of hay, sipping hot spiked cider. Below, a few key outfits that’ll get you through all of it.

GAME DAY

  1. Whether you’re most excited by field goals or the act of dining alfresco is irrelevant. What matters is this: It’s sneaker and beanie season, and you’re here for it. French-tuck a rugby-inspired top into a swingy, belted maxi, and take a drink every time someone says “brisk.”

  2. Beautycounter Lipstick Beautycounter Lipstick
    Beautycounter
    Lipstick
    goop, $32
    SHOP NOW
  3. Acne Studios Beanie Acne Studios Beanie
    Acne Studios
    Beanie
    Mytheresa, $170
    SHOP NOW
  4. Coach Scarf Coach Scarf
    Coach
    Scarf
    Coach, $63
    SHOP NOW
  5. Madewell
    TEE
    Madewell, $45
    SHOP NOW
  6. Co Skirt Co Skirt
    Co
    Skirt
    goop, $795
    SHOP NOW
  7. Sperry Sneaker Sperry Sneaker
    Sperry
    Sneakers
    Sperry, $75
    SHOP NOW

Take a Hike

  1. A weekend in the woods calls for cozy layers—flannel and cashmere are warm without being bulky—plus waterproof boots that are comfortable enough for a hike (it’s just a synonym for “walk,” people) but cute enough for breakfast in town.

  2. Sangre de Fruta Shampoo Sangre de Fruta Shampoo
    Sangre de Fruta
    shampoo
    goop, $52
    SHOP NOW
  3. Off-White Bag Off-White Bag
    Off-White
    Bag
    Off-White, $910
    SHOP NOW
  4. Co Sweater Co Sweater
    Co
    Sweater
    goop, $825
    SHOP NOW
  5. L.L Bean Shirt L.L Bean Shirt
    L.L. Bean
    Shirt
    L.L. Bean, $60
    SHOP NOW
  6. SlVRLAKE Jeans SlVRLAKE Jeans
    SlVRLAKE
    Jeans
    goop, $299
    SHOP NOW
  7. Sperry Boot Sperry Boot
    Sperry
    Boots
    Sperry, $75
    SHOP NOW

The Catchall

  1. Leaf peeping with mom? A date that starts with apple picking and ends with wine tasting? Gallery opening and your plus-one wants to walk? For all miscellaneous fall events—or just the farmers’ market—the answer is black and white: boat shoes that break in perfectly, monochromatic top and trousers, and a chic shell in bright white.

  2. (M)ANASI 7 mascara (M)ANASI 7 mascara
    (M)ANASI 7
    mascara
    goop, $49
    SHOP NOW
  3. Sunday Somewhere Sunglasses Sunday Somewhere Sunglasses
    Sunday Somewhere
    Sunglasses
    goop, $290
    SHOP NOW
  4. Joseph Coat Joseph Coat
    Joseph
    Coat
    goop, $2,595
    SHOP NOW
  5. Nili Lotan Sweater Nili Lotan Sweater
    Nili Lotan
    Sweater
    goop, $450
    SHOP NOW
  6. Tibi Pants Tibi Pants
    Tibi
    Pants
    goop, $350
    SHOP NOW
  7. Sperry Boat Shoe Sperry Boat Show
    Sperry
    Boat Shoes
    goop, $95
    SHOP NOW
Advertisement Advertisement Advertisement
You may also like