Happy Friday, gang! There’s nothing quite like the first true sweater weather day of the season. The air turns crisp, the leaves hint at change, and suddenly I find myself reaching for soft knits and cozy layers. This week’s Fridays with Oscar celebrates that shift into autumn with early fall style for women, featuring outfits that are equal parts comfortable and chic. To toast the season, Kelly and I are sharing a cinnamon pear cocktail and a roasted butternut squash flatbread, both perfect for easing into cooler days.
🐾 Here’s What You’ll Find in This Post
- Early fall style for women: cozy sweaters, layers, and denim you’ll wear all season.
- Two outfit ideas from Beth and Kelly, each styled for fall transitions.
- A sparkling cinnamon pear cocktail 🍐 to sip on crisp days.
- A roasted butternut squash flatbread 🍁 that doubles as the perfect appetizer or light dinner.
- Of course, a check-in with Oscar and Ollie! 🐾
Beth’s Early Fall Style
For me, sweater weather means reaching for timeless staples. A cashmere ribbed sweater from Quince offers just the right amount of warmth without bulk at an affordable price. And straight jeans balance the look with a casual yet polished silhouette. And I love to add a silk scarf when the temps cool.
Shop the Look
I added a silk scarf for a touch of pattern and slipped into classic driving mocs, proof that effortless layers can still feel elegant when styled with intention.
Shop Beth’s Early Fall Style
Kelly’s Early Fall Style
When it comes to early fall style, I love pairing pieces that feel cozy but don’t overwhelm my petite frame. This ruffle trim sweater tee adds just the right amount of detail, while a cashmere cardigan makes it perfect for layering as the weather shifts.
Shop the Look
Many petites steer clear of Wide-leg denim, but with the right proportions and a classic pair of ballet flats, the look stays polished and balanced. It’s an easy outfit formula I’ll be repeating all season long.
Shop Kelly’s Early Fall Style
Sip & Savor: Fall Flavors on the Menu
🍾🍐 Cinnamon Pear Spritz
Fall cocktails should be equal parts crisp and cozy, and this cinnamon pear spritz delivers on both counts. With a base of pear nectar, a hint of warm spice, and plenty of sparkle, it’s the kind of drink that feels festive without being fussy. Perfect for sipping on the porch or toasting at your next gathering.
Cinnamon Pear Spritz
Ingredients:
- 4 oz pear nectar or pear juice
- 2 oz vodka or gin, if preferred
- 1 oz cinnamon simple syrup*
- 1 oz lemon juice freshly squeezed
- 4 oz prosecco or sparkling wine
- Club soda to top
- Fresh pear slices + cinnamon sticks for garnish
Instructions:
- Make the cinnamon simple syrup by simmering ½ cup sugar, ½ cup water, and 2 cinnamon sticks for 5 minutes. Let cool, then strain.
- In a cocktail shaker, combine pear nectar, vodka, cinnamon syrup, and lemon juice with ice. Shake well.
- Strain into two glasses filled with ice.
- Top with prosecco and a splash of club soda.
- Garnish with pear slices and a cinnamon stick.
Did you make this recipe?
We’d love to see! Tag us @styleatacertainage
🍁Roasted Butternut Squash Flatbread with Arugula & Goat Cheese
When sweater weather arrives, I crave simple dishes that bring comfort and flavor. This roasted butternut squash flatbread checks every box: savory, slightly sweet, and topped with creamy goat cheese and peppery arugula. It’s easy to pull together, makes a beautiful presentation, and works just as well for a cozy dinner as it does for entertaining.
Roasted Butternut Squash Flatbread with Arugula & Goat Cheese
Ingredients:
- 1 medium butternut squash peeled and cubed
- 2 tbsp olive oil
- 1 tsp ground cinnamon
- ½ tsp smoked paprika
- Salt & pepper to taste
- 2 flatbreads naan or pre-baked pizza crusts
- 4 oz goat cheese crumbled
- 2 cups fresh arugula
- 2 tbsp balsamic glaze store-bought or homemade
- 2 tbsp toasted pumpkin seeds optional, for crunch
Instructions:
- Preheat oven to 400°F. Toss squash cubes with olive oil, cinnamon, paprika, salt, and pepper. Roast for 25–30 minutes until golden and tender.
- Place flatbreads on a baking sheet. Top with roasted squash and crumbled goat cheese. Bake for 8–10 minutes, until flatbreads are warm and lightly crisp.
- Remove from oven and top with fresh arugula. Drizzle with balsamic glaze and sprinkle with pumpkin seeds if desired.
- Slice and serve warm.
Did you make this recipe?
We’d love to see! Tag us @styleatacertainage
Cheers to Early Fall Style!
The first weeks of fall are a time to savor the perfect mix of sunny afternoons and cool evenings. With cozy sweaters, simple layers, and a few seasonal recipes, it’s easy to welcome the season in style. Cheers to early fall style for women, and to enjoying this cozy, colorful time of year. From Oscar, Ollie, Kelly, and me, we wish you a beautiful weekend ahead.
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