With the arrival of fall, it’s time to update your wardrobe with preppy and stylish outfits that perfectly capture the spirit of the season. Whether you’re attending a football game, strolling through campus, or enjoying a weekend getaway, dressing in a preppy fashion can make you stand out. In this article, we present 18 ideas for preppy fall men’s outfits that will keep you looking sharp, sophisticated, and on-trend for the year 2023.
Classic Tweed Blazer with Chinos
Pair a timeless tweed blazer with slim-fitting chinos for a sophisticated and polished look. Finish off the ensemble with a crisp white dress shirt and a pair of brown leather loafers.
Cable Knit Sweater with Oxford Shirt
Combine a cable knit sweater with a classic Oxford shirt for a preppy and cozy fall look. Wear it with dark wash jeans and leather boots for a rugged yet refined appearance.
Quilted Vest with Flannel Shirt
Layer a quilted vest over a warm flannel shirt for a casual and outdoorsy outfit. Complete the look with khaki pants and suede desert boots for a touch of sophistication.
Turtleneck Sweater with Tailored Trousers
Opt for a turtleneck sweater in a rich fall color and pair it with tailored trousers for a sleek and sophisticated ensemble. Add a pair of leather dress shoes to elevate the outfit further.
Rugby Shirt with Dark Wash Jeans
A classic rugby shirt paired with dark wash jeans creates a casual yet stylish outfit. Add some white sneakers and a canvas backpack to enhance the sporty aesthetic.
Camel Overcoat with Turtleneck Sweater
For a timeless and elegant look, layer a camel overcoat over a turtleneck sweater. Pair it with slim-fit trousers and leather boots to exude sophistication.
Varsity Jacket with Chinos
Channel a collegiate vibe by wearing a varsity jacket with chinos. Opt for a neutral-colored jacket and complete the look with a striped crew neck sweater and leather sneakers.
Wool Peacoat with Turtleneck and Denim
Stay warm and stylish with a wool peacoat layered over a turtleneck sweater. Pair it with dark denim jeans and Chelsea boots for a classic fall ensemble.
Plaid Shirt with Corduroy Blazer
Combine a plaid shirt with a corduroy blazer for a stylish and textured look. Wear it with khaki pants and leather loafers for a sophisticated touch.
Shawl Collar Cardigan with Oxford Shirt
Layer a shawl collar cardigan over an Oxford shirt for a refined and preppy outfit. Pair it with chinos and suede loafers for a polished appearance.
Fair Isle Sweater with Slim-fit Trousers
Sport a Fair Isle sweater with slim-fit trousers for a cozy and stylish fall look. Add a pair of leather boots and a matching belt to complete the ensemble.
Trench Coat with Tailored Suit
Make a statement with a trench coat layered over a tailored suit. Opt for a double-breasted trench and finish off the outfit with a patterned tie and leather dress shoes.
Plaid Blazer with Chinos
Inject some pattern into your fall wardrobe with a plaid blazer. Pair it with tailored chinos, a solid-colored sweater, and suede brogues for a smart casual aesthetic.
Tattersall Shirt with Dark Wash Jeans
A tattersall shirt paired with dark wash jeans creates a classic and preppy look. Complete the ensemble with a leather belt and boat shoes for a nautical touch.
Quilted Jacket with Corduroy Pants
Layer a quilted jacket over a casual button-down shirt and corduroy pants for a rugged yet stylish fall outfit. Add leather boots and a beanie for a touch of warmth.
Gingham Shirt with Suede Bomber Jacket
Combine a gingham shirt with a suede bomber jacket for a contemporary and trendy look. Pair it with slim-fit jeans and sneakers for a casual yet put-together outfit.
Harrington Jacket with Polo Shirt
Opt for a Harrington jacket layered over a polo shirt for a timeless and sporty look. Wear it with chinos for a preppy summer-to-fall transition outfit.
Knit Tie with Oxford Shirt and Blazer
Elevate your outfit with a knit tie paired with an Oxford shirt and blazer. Opt for autumnal colors and complete the look with tailored trousers and leather dress shoes.
These 18 preppy fall men’s outfit ideas for 2023 offer a range of options to keep you looking stylish and on-trend throughout the season. Whether you prefer classic tweed blazers, cozy knitwear, or layered ensembles, these outfits provide inspiration for every occasion. Embrace the autumnal colors, textures, and patterns to create a sophisticated and preppy look that will make you stand out this fall.
