Outfits for fall lasy in the road throwing fall leaves wearing a long beige overcoat

10 Cozy and Stylish Fall Outfits for Your Next Road Trip Adventure

As the leaves turn golden and the air grows crisp, there’s no better time to hit the open road for an unforgettable autumn adventure. But before you pack your bags, consider this: the perfect fall road trip outfit can make or break your experience.

Picture yourself cozy and stylish as you cruise through scenic byways, explore charming small towns, and capture Instagram-worthy moments against a backdrop of vibrant foliage.

The right outfit will not only keep you comfortable during long drives but also ensures you’re ready for impromptu photo ops and unexpected detours. From layered looks that adapt to changing temperatures to versatile pieces that transition from day to night, your fall road trip wardrobe is the key to embracing the season in both comfort and style.

This is a guest contribution from our fashion expert Jane from Jane’s Closet

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Key Considerations for Fall Road Trip Outfits

When planning your fall road trip wardrobe, keep these essential factors in mind:

  • Layering for changing temperatures: Fall weather can be unpredictable, with chilly mornings giving way to warm afternoons. Choose outfits that can be easily layered or unlayered to adapt to temperature fluctuations.
  • Comfort for long drives: Opt for soft, breathable fabrics and relaxed fits that won’t constrict you during extended periods in the car. Avoid anything too tight or with uncomfortable seams or fastenings.
  • Versatility for different activities: Your outfits should suit various scenarios, from hiking scenic trails to dining in cozy restaurants. Choose pieces that can be dressed up or down with simple accessory changes.
  • Easy to pack and maintain: For travel, you should always select wrinkle-resistant fabrics and pieces that can be mixed and matched to create multiple outfits. This will help save space in your luggage and minimize the need for ironing or special care while on the road.
  • Create visual contrast: While neutrals are always great for traveling layers, add some warm colors that stand out against fall foliage, like burgundy, mustard, or deep green.
  • Play with textures: Combine different textures like knits, leather, and denim for visually interesting outfits.
packing tips and how to be road aware driving in the fall

Must-Have Pieces for Your Fall Road Trip Wardrobe

Before we get into our suggested outfits, these are the wardrobe staples to consider for the cooler season:

  • Cozy sweaters and cardigans: Pack a mix of lightweight and chunky knits in neutral colors for easy layering and warmth.
  • Versatile jeans or leggings: Choose comfortable, well-fitting bottoms that can be dressed up or down. Dark wash jeans and black leggings are especially versatile.
  • Comfortable boots: Bring a pair of sturdy, weather-resistant boots that can handle various terrains and complement multiple outfits.
  • Light jackets or vests: Include a denim jacket, leather jacket, or quilted vest for added warmth and style when needed.
a lady earing a white sweater with a long black skirt

The Right Accessories

The right accessories can transform your basic road trip outfits into stylish ensembles:

  • Scarves and wraps: Pack lightweight scarves in fall colors to add warmth and visual interest to your outfits.
  • Beanies and hats: Bring a cozy beanie for chilly days and a wide-brim hat for sunny afternoons and Instagram-worthy photos.
  • Crossbody bags: Choose a functional yet stylish crossbody bag to keep your essentials close while exploring.
  • Statement jewelry: Pack a few versatile pieces like delicate necklaces or statement earrings to dress up your looks for evening activities.

Putting it All Together – 10 Outfit Ideas for a Fall Road Trip

1. The Classic Cozy: Oversized sweater, leggings, and ankle boots.

Embrace ultimate comfort with this timeless combination. The oversized sweater provides warmth and a relaxed feel, while leggings offer flexibility for long drives. Ankle boots add a touch of style and are easy to slip on and off at rest stops.

LILLUSORY Women's Oversized Batwing Sweaters 2024 Fall Outfits Crewneck Ribbed Knit Side Slit Trendy Pullover Tops Nutmeg S
FULLSOFT High Waisted Leggings for Women No See-Through Tummy Control Yoga Pants Workout Leggings-Reg&Plus Size (Black, Large-X-Large(Plus Size 12-20))
Soda SWEETEN Women's Fashion Closed Toe Multi Strap Ankle Bootie Block Heel (Brown Sweeten, numeric_8)

2. Casual Chic: Flannel shirt, skinny jeans, and sneakers

Channel fall vibes with a soft, plaid flannel shirt paired with form-fitting skinny jeans. This outfit strikes the perfect balance between comfort and style. Sneakers ensure you’re ready for impromptu walks or exploration, making this look ideal for days filled with multiple stops.

Oyamiki Womens Cuffed Sleeve Tailored Long Sleeve Button Down Shirt Boyfriend Plaid Flannel Top Red/XL
Nine West Women's High Rise Perfect Skinny Jean, Jules, 14 Regular
Witwatia Women's Casual Canvas Shoes Low Top Play Fashion Sneakers Ladies Canvas Tennis Shoes Lace-Up Comfortable White Canvas Shoes for Girls, US8

3. Outdoorsy Vibes: Quilted vest, long-sleeve tee, and hiking boots

Perfect for scenic hikes or outdoor activities, this outfit combines functionality with fall fashion. The quilted vest provides core warmth without restricting arm movement, while the long-sleeve tee acts as a comfortable base layer. Sturdy hiking boots ensure you’re prepared for any terrain you might encounter.

Fuinloth Women's Quilted Vest, Stand Collar Lightweight Zip Padded Gilet Black M
Ekouaer Womens Long Sleeve Shirts Crew Neck Fitted Ribbed Tops Basic Base Layer Soft Thermal Undershirts Tee White M
ANJOUFEMME Work Hiking Boots for Women Waterproof - Womens Outdoor Ankle Boots Lightweight Snow Winter Boots for Trekking Walking FNW19-LIGHTBROWN-G-7.5

4. Coffee Stop Ready: Chunky knit cardigan, graphic tee, and distressed jeans

Ideal for those quaint coffee shop visits along your route, this outfit is both cozy and Instagram-worthy. The chunky knit cardigan adds texture and warmth, while the graphic tee underneath injects personality. Distressed jeans complete the laid-back, road trip vibe.

MEROKEETY Women's 2024 Fall Open Front Long Lantern Sleeve Cardigan Oversized Chunky Outwear with Pocket Beige
Ykomow Fall Pumpkin Shirts Womens Casual Autumn Thanksgiving Graphic Tees Halloween Tops (M, Cream)
EVALESS Womens Jeans 2024 Stretch Mid Rise Pull On Ripped Distressed Jean Tummy Control Straight Ankle Denim Pants Sky Blue Size 4

5. Scenic Outlook Stylish: Midi dress, denim jacket, and ankle booties

For those picture-perfect moments at scenic outlooks, this feminine yet practical outfit shines. The midi dress provides comfort for car rides and a pretty silhouette for photos. Layer with a denim jacket for warmth, and choose ankle booties for easy walking on various surfaces.

Zattcas Long Sleeve Fall Dresses for Women 2024 Casual Flowy Work Church Modest Boho Floral Midi Dress Semi Formal Winter Wedding Guest Dress Coffee XL
Wrangler Authentics Women's Stretch Denim Jacket, Blue, Large
LONDON FOG Women's Tina Ankle Bootie Brown Smoothe 8.5

6. Campfire Comfort: Sherpa pullover, joggers, and slip-on shoes

When the day winds down and it’s time to gather around the campfire, prioritize coziness. A Sherpa-style pullover offers supreme warmth, while joggers provide comfort for lounging. I always throw in some slip-on shoes for quick trips outside the tent or RV.

Columbia Women's Fire Side Sherpa 1/4 Zip, Chalk, Large
Women's Cargo Joggers Lightweight Hiking Pants Athletic Outdoor Travel Pants Workout Running Pants Black L
Skechers BOBS Women's Keepsakes - Ice Angel Slipper, Black, 8 M US

7. Small Town Exploration: Turtleneck, corduroy skirt, and knee-high boots

Discover charming small towns in style with this sophisticated yet comfortable ensemble. The turtleneck keeps you warm while looking polished, and the corduroy skirt adds rich texture perfect for fall. Knee-high boots elongate the legs and provide warmth for cooler days.

WIHOLL Tunic Tops for Women Loose Fit Turtleneck Fall Sweaters Long Sleeve Shirts Turtlenecks Side Split Coffee M
Belle Poque Corduroy Skirt for Women A-Line Flared Swing Skirt Midi Pleated Skirts Brown S
DREAM PAIRS Women's Over The Knee High Boots, Comfortable Thigh High Daily Low Flat Heel Boots,Size 10,BLACK-PU,SDOB2409W

8. Autumn Picnic Perfect: Sweater dress, leggings, and riding boots

For spontaneous picnics, opt for this versatile and cute yet ccomfortable outfit. The sweater dress is both cozy and chic, while the leggings underneath provide extra warmth and coverage (fall mpotif optional but can add some fun on your family road trip!). Riding boots complete this autumnal look and are also practical for walking through fallen leaves.

ZESICA Women's 2024 Fall Sweater Dress V Neck Long Sleeve Ribbed Knit Tie Waist Slim Fit Bodycon Midi Dresses,Apricot,Medium
Lightning Deals of Today Prime Spooky Tights for Women Halloween Leggings for Women High Waist Fall Leaves Leggings with Pockets Women Bone Skeleton Skull Leggings Halloween Women
Amazon Essentials Women's Riding Boot, Black, 8.5

9. Roadside Attraction Cool: Chambray shirt, colored jeans, and loafers

When you’re hopping in and out of the car to check out quirky roadside attractions, choose an outfit that’s easy to move in. The chambray shirt is a lighter alternative to flannel but still nails the casual fall vibe. Colored jeans add a fun pop to your travel photos, while loafers slip on and off easily at attractions.

Astylish Womens Denim Button Up Shirts Chambray Blouse V Neck Lightweight Long Sleeve Soft Jean Shirts Sky Blue Medium
Amazon Essentials Women's Skinny Jean, Light Olive, 10
DREAM PAIRS Women's Dressy Casual Slip-on Penny Loafers for Business and Office Wear Comfortable Faux Leather Driving Loafer Shoes,Size 7,White,SDLS2313W

10. Evening Dinner Date: Leather jacket, sweater, dark jeans, and heeled booties

For those nights when you want to enjoy a nice dinner in a new town, elevate your look with this edgy yet classic combination. The leather jacket adds a touch of sophistication, layered over a soft sweater for comfort. Dark jeans transition well from day to night, while heeled booties dress up the outfit without sacrificing comfort.

AUTOMET Womens Oversized Leather Black Jackets Zip Up Coats Faux Motorcycle Bomber Outfits Fall Fashion Winter Clothes 2024 Black M
Lee Women's Sculpting Slim Fit Skinny Leg Jean, Nightingale, 16 Medium
DREAM PAIRS Womens Black Pu Chunky Heel Ankle Booties 8 B(M) US Sianna-1 Stunner, Black/Pu

Packing Tips For Your Fall Road Trip

When packing for a fall road trip, it’s important to think beyond just your outfits. Since the weather can be unpredictable, consider layering pieces like lightweight sweaters, scarves, and a cozy jacket. Don’t forget to pack practical items like an umbrella or a rain jacket for unexpected showers.

As for comfort in the car, bring along a travel blanket or pillow to stay cozy during long drives. It’s also smart to pack some car essential such as a reusable water bottle, healthy snacks, and a small tote for quick-access items like hand sanitizer, lip balm, and sunglasses. Grab our super detailed road trip packing checklist here!

2 in 1 Travel Blanket with Bag Neck Pillow Camping Gear Roadtrip Essentials Headrest Car Trailer Accessories Road Trip Necessities Rv Must Haves Pop Camper Stuff Hiking Item Gadget Gift
BJPKPK Insulated Water Bottles -17oz/500ml -Stainless Steel Water Bottles,Sports Water Bottles Keep Cold for 24 Hours and Hot for 12 Hours,Marble Amber
CARAKNOTS Tote Bag for Women - Adventure Awaits, Ivory, Canvas, 20.5x14.8x5.5 Inch, Spacious, Reusable, Ideal Wedding Party Gift

If you’re planning on making some scenic nature stops along the way, pack comfortable walking shoes and a small backpack for those spontaneous hikes or stops. Prepare your outfits with both comfort and practicality in mind, you’ll be ready for any fall adventure that comes your way

collage of polaroid images women wearing comfy and stylish fall outfits for a road trip

As you plan your fall road trip, remember that comfort and style can go hand in hand. With a little bit of layering, cozy fabrics, and thoughtful accessory choices, you can put together outfits that keep you warm, comfortable, and looking effortlessly stylish.

Whether you’re heading out for a quick weekend drive or embarking on a longer adventure, the right clothing can make all the difference in how you enjoy the journey. So pack smart, embrace the season, and hit the road in style, knowing that you’ve got the perfect cozy and chic outfits to carry you through the adventure!

Where to Go on Your Fall Adventures

Up next, get tucked into our fall travel guides, including:

download your free road trip checklist click here button

© Family Road Trip 2024

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