High-Low 7-Day Capsule Wardrobe for Fall in Aspen

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Planning a stylish escape to the mountains? This capsule wardrobe for fall in Aspen blends luxe essentials with affordable favorites—perfect for crisp mornings, cozy dinners, and everything in between.

Photo by Jasmin Chew – Pexels

Planning a fall trip to Aspen? This travel and packing guide has you covered. From golden-hour hikes at Maroon Bells to chic dinners downtown, Aspen in autumn is a masterclass in quiet luxury. Think crisp air, fiery foliage, art-filled afternoons, and cozy nights by the fire. Whether you’re heading to the mountains for a long weekend or a full week, we’ve curated the ultimate fall wardrobe—blending elevated designer pieces with budget-friendly essentials. Scroll on for stylish outfit ideas, layering tips, and direct links to everything you’ll want to pack for Aspen this fall.  


Day 1: Arrive in Style & Explore Paradise Bakery

Quince Mongolian Cashmere Crewneck Sweater 

$50 Shop here

Jenni Kayne Scout Jacket

$695 Shop here

Madewell ’90s Straight Jeans

$128 Shop here

Blundstone 550 Chelsea Boots

$209.95 Shop here

L.L.Bean Boat and Tote – Zip‑Top (Medium) 

$49.95 Shop here

Afternoon agenda: stroll downtown and grab a snack at Paradise Bakery before browsing boutiques.


Day 2: Leaf Peeping at Maroon Bells + Lunch on the Lawn

Alo Yoga Co-Op Pant

$138 Shop here

L.L.Bean Mountain Classic Anorak

$69.95 Shop here

capsule wardrobe for fall in Aspen

On Cloud 6 Waterproof

$179.95 Shop here

L.L. Bean Beanie

$24.95 Shop here

capsule wardrobe for fall in Aspen

Morning plan: shuttle to Maroon Lake, picnic surrounded by golden aspens, then return for lunch at Spring Café.


Day 3: Shopping & Wine at Meat & Cheese

Madewell

The Darted Barrel-Leg Jean

$148 Shop here

capsule wardrobe for fall in Aspen

Jenni Kayne

Flynn Cashmere Sweater

$325 Shop here

Everlane Leather Mini Tote

$258 Shop here

Day trip: browse Kemo Sabe, visit Gorsuch, then unwind with wine and bites at Meat & Cheese.


Day 4: Aspen Art Museum + Elegant Dinner at Betula

capsule wardrobe for fall in Aspen

Cuyana

System Tote 13-inch

$328 Shop here

capsule wardrobe for fall in Aspen

Jenni Kayne

Olivia Coat

$1,025 Shop here

Jimmy Choo

Maddie Diamond

Biscuit Suede Loafers

$437 Shop here

Sam Edelman Paige Ankle Boot

$160 Shop here

Evening: Enjoy art, then head to Betula rooftop for sunset cocktails and dinner.


Day 5: John Denver Sanctuary & Explore Booksellers

capsule wardrobe for fall in Aspen

Everlane

The Cocoon Crew in Alpaca

$47 Shop now

capsule wardrobe for fall in Aspen

Lululemon

Swift Mid-Rise Wide-Leg Pant

$128 Shop here

Everlane

The Luxe Italian Leather Tote

$298 Shop here

Morning outing: walk through the John Denver Sanctuary, browse at Explore Booksellers, sip coffee nearby.


Day 6: Cocktails at Hotel Jerome, Dinner at The Monarch

Everlane

The Boxy Turtleneck in Cashmere

$248 Shop here

capsule wardrobe for fall in Aspen

Calvin Klein

Faux Leather 90s Pants

$90 Shop here

Monica Vinader

Odyssey Gemstone Huggie Earrings

$110 Shop here

Night plans: cocktails in the historic J-Bar at Hotel Jerome, followed by dinner at The Monarch.


Day 7: Farewell Brunch at Poppycock’s

capsule wardrobe for fall in Aspen

Jenni Kayne Everyday Sweater

$195 Shop here

capsule wardrobe for fall in Aspen

Jenni Kayne Leather Bobby Boot

$695 Shop here

Ready for brunch at Poppycock’s Café, last-minute souvenir shopping, and departure.


Why This Capsule Wardrobe Works

  • Jenni Kayne & Blundstone bring refined craftsmanship and mountain-ready polish.
  • Madewell and Quince offer quality basics that layer well, launder easily, and let you pack light.
  • The item choices effortlessly transition from hikes and galleries to rooftop bars and dinner, without overpacking.

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Travel with Viator

With your high-low 7-day capsule wardrobe for fall in Aspen ready to go, all that’s left is planning experiences to match your style. From scenic gondola rides and private hiking tours to wine tastings and spa retreats, Viator offers curated activities to make your Aspen getaway unforgettable. Book with confidence, skip the lines, and experience Aspen like a true insider—all while looking effortlessly chic.

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