8 Fall Date Night Outfits that Exude Autumnal Romance
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At least once a week, I make it a priority to carve out some time for a proper date with my boyfriend. Whether we're planning an intimate dinner at a restaurant, sipping coffees at our go-to café, or getting a bit more adventurous with activities like painting or hiking, we make an effort to spend quality time together. But as date night approaches, there's always the challenging task of finding the perfect date night outfit to set the mood just right.
If you’re like me and are in search of fall date outfits to add some romance to your autumn wardrobe, I've got you covered with these 8 fall date night outfits. No matter the occasion, whether it’s visiting an art gallery or going wine tasting, there’s a stylish look to help you look and feel your best on your next date. Continue reading to discover 8 romantic date night outfits for the fall season.
How to Dress for Fall Date Night
1. Layer, Layer, Layer
Fall weather can be unpredictable, so layering is key. Always start with a stylish base outfit before adding layers like cardigans, blazers, or lightweight jackets that you can easily remove if you get too warm. You might also bring a scarf, hat and gloves if the weather is particularly chilly.
2. Opt for Seasonal Colors
When dressing for a fall date, choose autumnal hues like deep reds, burgundy, mustard yellow, olive green, and rich browns. Find colors that simultaneously work with your personal color season. For example, as a warm spring, I like to wear camel, cream, golden yellows and red-orange during the fall months.
Read More: What to Wear Instead of Black: 12 Alternatives for Every Color Season
3. Pick Textured Fabrics
Incorporate textured fabrics like tweed, corduroy, velvet or suede. These will not only keep you warm but also add depth to your fall date night outfit.
4. Invest in Boots
Boots are essential for fall date nights. From ankle boots to knee-high and over-the-knee styles, they are a comfortable footwear option that goes with almost everything. Wear them with knit dresses or a blouse and jeans—whatever your look, boots are a must-have for your fall wardrobe.
5. Keep Tights or Leggings on Hand
If your date night outfit involves a dress or skirt, consider wearing tights or leggings to stay warm while looking stylish. Stock up on a few pairs to keep in your closet for those cool autumn nights. They’ll also help your outfits transition smoothly into winter. Lately, I’ve been pairing sheer brown tights with an all-brown ensemble for a chic, monochromatic look.
Fall Date Night Outfit Inspiration
Fall Date Night Outfits
1. Suede Jacket + Jeans + Kitten Heels
Upgrade your fall date night with a sophisticated suede jacket, classic jeans, and elegant kitten heels. This look strikes the perfect balance between casual and chic, making it ideal for a cozy dinner or drinks at a cocktail lounge.
Suede will be everywhere this fall and a jacket is the perfect piece to embrace the trend. Go for one in a rich, autumnal shade like camel (my personal favorite), burgundy, or olive. A tailored fit will flatter your figure and make your outfit look incredibly luxe.
Pair your suede jacket with well-fitted jeans in a medium or dark wash, or classic black. The simplicity of jeans allows the suede jacket to take center stage. Opt for a cut that complements your body shape—I’ve selected a kick-flare style for this outfit that is fun and a bit flirty for fall.
To finish the look, a kitten heel is in order. Modest, yet incredibly chic, they’ll give you a bit of elevation without making you regret your decision to wear heels. Choose a neutral or matching color to your bag for a polished date night look.
2. Wool Top + Pencil Skirt + Heeled Boots
For those fall date nights when you want to exude effortless elegance, consider this chic combination of a wool top and pencil skirt.
A long-sleeve wool top or sweater not only keeps you cozy as the temperatures drop but also adds some soft sophistication to your look. Stick with rich fall colors like deep burgundy, burnt orange or forest green, or keep it classic with ivory, beige or black.
Pair your top with a long pencil skirt in a textured fabric like tweed or a luxurious wool blend to incorporate the season’s textures and create a flattering silhouette.
To elongate your legs, slip into a pair of heeled boots. A slender belt polishes your look off, while a top-handle bag is a must for carrying your essentials on a night out.
Whether you're heading to a romantic dinner or a weekday happy hour, this easy combo is versatile enough to suit a range of fall date night settings.
3. Turtleneck + Mini Skirt + Kitten Heels
If you're searching for a feminine fall date night outfit, look no further than this sweater and skirt combo. It’s a bit preppy and undeniably flirty—perfect for everything from museum visits to dinner dates.
Begin with a basic turtleneck. Cotton is perfect for the early fall days, while wool and cashmere are great for when it gets cooler.
Pair it with a mini skirt, skort or micro shorts in a solid neutral or seasonal pattern like plaid or houndstooth. Add sheer tights underneath for an extra layer of warmth.
If you can’t already tell, kitten heels are my go-to on fall date nights. Go for a trendy color like burgundy for a chic pop. And to complete your date night look, grab a matching shoulder bag to carry all your essentials in style. This is definitely one of my favorite fall date night outfits!
4. Blazer + Mini Skirt + Heeled Boots
Balance comfort and elegance with this chic fall date night look. A cozy wool top or other knit provides warmth and keeps things a bit casual. Add a mini skirt for some flirtiness—I’m loving the micro skirt trend that we’re seeing everywhere this season. You can go for a neutral option like I did, or liven things up with sequins, suede or cheetah print. For extra layers, throw on a basic blazer.
Complete your look with a pair of heeled boots and a structured shoulder bag to effortlessly elevate your outfit. Whether you're getting ready for a romantic dinner or a night out on the town, this easy combo is the perfect outfit for any fall date. Definitely add this look to your date night outfits Pinterest board!
5. Bomber Jacket + Jeans + Ankle Boots
For a casual date night outfit, I’m always reaching for jeans and a cool jacket. It’s an effortless pairing that is perfect for attending a fall festival, taking a scenic evening walk, or even spending an afternoon at a pumpkin patch. This casual look features a trendy brown bomber jacket that is ideal for crisp fall nights and pairs effortlessly with a variety of outfits throughout the season.
Underneath your bomber jacket, layer a cozy sweater like a classic black turtleneck. Pair it with straight-leg or bootcut jeans in a medium or dark wash. To upgrade your date night outfit even more, slip into a pair of ankle boots that coordinate with your jacket and add a brown shoulder bag for the final touch. This look makes dressing for a date so easy.
6. Knit Dress + Belt + Heeled Boots
When I’m stumped on what to wear, my trusty knit midi dress always comes in clutch. Dress it down with flats and a hobo bag for a casual day out or transform it into a sophisticated date night outfit with heeled boots and a belt.
For this particular fall date night ensemble, I've opted for a long dress that’s both sophisticated and modest. When selecting a knit dress, consider a length that makes you feel comfortably confident, such as a midi or knee-length option. To accentuate your figure, don't forget to cinch it with a belt. You can try a statement belt for a bolder look or go for a more classic slender style.
Heeled boots are the perfect footwear for fall date nights. Depending on your dress length and personal style, choose between ankle or knee-high boots. Personally, I love the elegant look of tall boots beneath a long knit dress. Elevate your look with accessories like statement earrings and a chic shoulder bag. And, if the weather requires it, consider adding sheer tights or knee-high socks to ensure extra warmth without compromising style.
While there are a variety of date night dresses out there, a knit option will never let you down for fall.
7. Silky Blouse + Jeans + Kitten Heels
Dressing for a date can be effortless when you stick with the timeless “nice top and jeans” formula. A cream silk blouse is one wardrobe essential that you can easily dress up for your next autumn date night. Pair your cream silk blouse with dark wash jeans that flatter your body shape. The contrast between the silk blouse and denim adds a touch of casual sophistication to your look.
Elevate your outfit with a pair of kitten heels for sophistication and comfort. Add a matching shoulder bag, and you’re ready for your next fall date night.
For the working girl, this outfit is ideal for those post-office dates. Consider swapping the jeans for trousers for a seamless transition from office to evening. Alternatively, you can pack a pair of jeans in your work tote to change into before your date, so you're prepared for whatever the evening brings.
8. Long Coat + Burgundy Boots
Monochromatic dressing, while effortlessly chic, may occasionally feel a bit predictable. However, there's an easy way to make a basic ensemble more suitable for fall—introduce pops of autumnal color.
Begin by selecting a monochromatic base for your outfit. For this fall date night ensemble, I've opted for a classic black crewneck sweater paired with a matching mini skirt. To infuse a sense of warmth and refinement into your overall look, consider a long coat in a mossy green hue, or whichever color suits you best.
Incorporate even more color into your ensemble by opting for a pair of colorful boots. Consider fall-ready shades like olive green, chocolate brown, or ruby red to create a striking contrast against your monochromatic base. Red is the color of the season, so for this outfit, I’ve opted for a burgundy pair for a trendy choice. Now you’re ready for a fall night out!
Dress for your next romantic rendezvous in style with these 8 fall date night outfits. From chic sweaters paired with mini skirts to elegant fall dresses that effortlessly transition from day to night, these date night outfit ideas offer endless inspiration.
What do you wear for fall date night? Which of these fall date night outfits is your favorite? Let me know in the comments below.
