5 Places to Rock Your Modest Early Fall Dresses This Season
August 19, 2025 · by Andrea Long
Our Autumn Awaits Collection releases this week, and we couldn't be more excited! It's that beautiful, in-between time of year when autumn is barely beginning and summer is still hanging on. This is the sweet spot for one of our favorite wardrobe staples: the modest early fall dress.
Modest fashion is all about feeling confident and comfortable in what you wear, and these dresses are perfect for that. With their longer hemlines, sleeves, and graceful silhouettes, they offer a chic and polished look that’s both stylish and practical. So, where can you wear these lovely pieces this season? We've rounded up five perfect occasions.
1. The Local Farmers Market
There's something so charming about a Saturday morning at the farmers market. It's an opportunity to stroll, chat with local vendors, and pick up fresh produce. A modest midi dress in a warm, earthy tone—think rust, olive green, or dark chocolate—is the ideal outfit. Pair it with some comfortable ankle boots or flats and a classic denim jacket for a look that's effortlessly casual yet put-together. You'll be ready for a leisurely morning of browsing fresh-baked goods and colorful flowers.
Pictured: Chestnut Charm Dress
2. A Casual Wedding or Bridal Shower
Early fall is a popular time for weddings, and finding the right dress can be a challenge. A modest dress is often the perfect solution. Look for styles with elegant details like a subtle floral print, a delicate lace trim, or smocking. A sophisticated high-low or fit-and-flare dress in a soft, flowing fabric is an excellent choice. This look strikes the perfect balance between formal and comfortable, ensuring you'll feel lovely and appropriate for celebrating the happy couple.
Pictured: Wind in Her Hair Dress
3. A Day Trip to Celebrate the Last of Summer
Those last few days of summer before autumn officially begins can be some of the sweetest. Still warm with just a hint of the coolness of the next season, these are the days to soak up one more day trip. Hop over to a small town nearby to visit a bakery or unique restaurant. A whimsical, midi dress in a soft, neutral color is just the ticket. Style with ballet flats and a denim jacket for a day of sightseeing.
Pictured: One of the Butterflies Dress
4. A Cozy Coffee Date or Brunch
Whether you're catching up with a friend or enjoying some solo time with a good book, a modest dress is a great choice for a relaxed outing. Opt for a dress with a comfortable cotton fabric or a sweet tiered skirt. This is where you can play with texture and details. Pair your dress with a pair of sleek loafers or block heels and a structured handbag. It’s an easy, sophisticated look that says, "I'm ready for a good conversation and a warm beverage."
Pictured: Hues of the Horizon Dress
5. Your Office or Workplace
For a professional setting, a modest dress offers a sophisticated and polished silhouette. Choose a dress in a structured fabric like a wrinkle-resistant blend or a thicker cotton. A classic shirt dress or a midi dress with a few dainty details is a fantastic choice. Layer with a blazer or a tailored cardigan to complete the professional look. This outfit is a comfortable and chic alternative to trousers and a blouse, making getting ready for the workday a breeze.
Pictured: Bouquets & Bows Dress
Early fall is the perfect season for fashion that's both stylish and comfortable. A modest dress is a versatile piece that can take you from a casual day out to a more formal event with ease. So, which of these destinations will you be wearing your favorite fall dress to first?