As summer winds down and fall is just around the corner, we’re in that in between time where the weather doesn’t quite feel like fall yet, but we’re so excited to start dressing for the new season. Especially on the weekends, it can be tough to know what to wear. We want to stay comfy in the warm weather, but also look chic as we head into fall. That’s why I’m excited to share some stylish transitional casual weekend outfit ideas today. These outfits will help you effortlessly transition from summer to fall while keeping your weekend looks both comfortable and chic!
summer into fall transitional casual weekend outfits
Sharing chic summer to fall transitional outfits that will instantly elevate your wardrobe as the seasons change. Also, for more inspiration, be sure to check out my blog post on 10 Transitional Style Tips to Take You From Summer to Fall.
Click on each post to shop the look, or check out my boutique below to shop all of my transitional casual weekend outfit essentials.
White Dress Outfits
White dresses are such a summer staple, but they can also transition beautifully into fall. For a chic weekend outfit, try pairing your white dress with sneakers or sandals to keep it comfortable. Then, add a fall element like a neutral sweater or blazer to bring in that autumn vibe. Then, finish the look with neutral accessories, and you’re all set for a comfy yet stylish outfit that’s perfect for this in between season.
Brown shoes and accessories with jeans Outfits
Brown is such a huge staple for fall, from shoes to accessories and more. I’m loving the way this warm color helps transition my weekend outfits from summer to fall. One of my favorite looks is pairing jeans with brown shoes and a brown bag. It’s an overall easy, stylish way to ease into the new season. Whether you go for blue jeans, white jeans, or black jeans, this color combo always looks chic.
Maxi Dress Outfits
Maxi dresses are such a fun and comfortable way to stay stylish on the weekend. I love pairing a maxi dress with sneakers or comfy flats for a laid back yet chic look. Also, to add a touch of fall, I’ll layer on my favorite sweater or a casual jacket. It’s overall a great way to blend summer comfort with fall vibes for the weekend.
Pop of green Outfits
Adding a pop of green to your weekend outfits is a great way to transition them into fall. I’m especially loving sage green. An earthy tone that feels perfect for this in between time. Whether you go for a striped shirt, a slip skirt, or trousers in this shade, it’s such a chic and versatile choice for the season. It’s an easy way to update your look while still keeping things fresh and stylish as we head into fall.
Red ballet flats and blue jeans Outfits
Red ballet flats paired with blue jeans are such a fun and stylish way to update your weekend look. A pop of red is really on trend right now, and I love using it as a way to ease my style into fall. Red ballet flats paired with comfy chic blue jeans create the perfect combination. Then, just add your favorite t-shirt or blouse, and you’ve got a look that’s great for this transitional period.
Lightweight Sweater and Skirt Outfit
A lightweight sweater and skirt outfit is a perfect transitional style formula when moving from summer to fall. Opt for a chic sleeveless sweater in cashmere or a soft knit and pair it with a breezy cotton or linen skirt for the ideal balance of cozy and breathable. This combo works beautifully for weekend outings. For example, just add ballet flats or loafers and a structured bag for a polished, effortless look that still feels seasonally appropriate.
Ballet Flats and Jeans Outfits
Ballet flats are so on trend right now, and they’re a go to for weekend outfits because they’re both comfy and chic. I love styling them with jeans for a casual yet polished look. Whether you pair them with your favorite tee or a cozy sweater, it’s a great way to stay stylish as you transition into fall. Ballet flats and jeans make the perfect combo for those laid back weekend days while keeping your outfit so timeless.
Earth Tone Vest Outfits
Earth tone vest outfits are an easy way to bring fall vibes into your look while still keeping it lightweight for warmer days. Try an earthy green vest paired with a brown or neutral toned slip skirt for a chic, feminine silhouette, or go for a brown vest and matching shorts set for a coordinated, on-trend style. Both options are perfect for transitioning from summer to fall and make great weekend outfit ideas when styled with sandals or sleek sneakers.
Dress and Blazer Outfits
Dress and blazer outfits are a foolproof choice for summer to fall weekend style. Start with a comfy black maxi dress as your base, then layer on a lightweight blazer in a neutral tone like beige, taupe, or camel for an instantly polished look. Finish with sneakers for a casual vibe or sandals for a warmer day, and add your favorite bag to pull the whole outfit together.
Weekend Summer to fall outfit Essentials
Sharing my must have summer to fall outfit essentials to elevate your look.
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Be sure to check out my most recent posts for more style inspiration!
- What Color Shoes to Wear with Black Pants
- The Fall Season Has Come: Chic Autumn Outfit Ideas for Crisp Days
- How to Layer Clothes Like A Stylist
- What to Wear With Gray Pants
- classic fall staples every women needs
Please feel free to email me at thegraydetails@gmail.com if you have any questions! I’m always happy to help with styling or picking out a specific outfit for an event! Have an amazing day!!
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As always, thank you so much for stopping by today, I truly appreciate all of you! xx, Amanda
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