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From Pumpkin Patches to Wine Tastings: Bags Built for the Perfect Fall Day Out

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When your calendar is full of pumpkin patch strolls, leaf-peeping road trips, and impromptu wine tastings, you need accessories as adaptable (and stylish) as you are. These multifunctional favorites were made to keep up with your every autumn adventure and to complement your autumn outfits with a wink of effortless charm. Plus, we'll share how to pair our favorite fall bags with outfits that move the way you do.

Astoria Shoulder Bag

Being Chic Shouldn't Be Complicated

model wearing denim with handbag across arm featuring foliage print

Our Astoria Shoulder Bag is your answer to that magical sweet spot where form meets function. Its relaxed silhouette keeps your vibe casual-cool, while the spacious interior easily stashes a scarf for chilly orchard breezes, or yes, even that just-purchased bottle of pinot. The genuine leather trim and adjustable handle mean it's as polished as it is practical, ready to carry you from afternoon fall fun straight into a dinner reservation.

"Great purse. Love the pattern!" ~ Maria

Pair it With: Effortless Layering

A relaxed midi dress, cozy knit cardigan, and ankle boots create an easy base for a full day of adventure. Add the Astoria Shoulder Bag as your laid-back statement piece. Think of it as the exclamation point on your “I woke up like this” energy.

Blake Crossbody

Minimal Effort, Maximum Freedom

model with cream sweather and crossbody bagk with blue and orange flowers pattern

Think of the Blake Crossbody as your ticket to hands-free happiness. Compact yet deceptively organized, it tucks away your essentials so you can hold onto your cider doughnut in one hand and snap fall foliage pics with the other. The sleek leather trim and adjustable strap let you wear it high and close or low and relaxed because the only thing you should be adjusting on your day out is your playlist.

"Love this purse and love the size! It's perfect!" ~ Linda

Pair it With: City Chic

When you're zipping between coffee shops, wine tastings, and vintage markets, reach for your Blake Crossbody. Pair it with high-waisted jeans, a tucked-in turtleneck, and a longline coat. It keeps your essentials secure and your hands free for espresso sipping or impromptu antique hunting.

Small Hathaway Tote Bag

Because 'Travelling Light' Is Easier Said Than Done

model wearing cream sweater and denim overalls holding small quilted cotton patchwork tote bag

The Small Hathaway Tote is the MVP of spontaneous plans. Need space for your cardigan, a new novel from the local bookstore, and that irresistible farmers market bouquet? Done. Its sophisticated structure and generous top width keep everything in place while its button and tie closures add a touch of tailored charm to your cozy layered look.

"Easy to carry, comfortable to use, and as cute as they come!" ~ Lorna

Pair it With: Casual Weekend Vibes

Chunky knit sweater, wide-leg trousers, and sneakers: the ultimate cozy-meets-polished trio. The Small Hathaway Tote ties it all together with structure and space, sliding effortlessly from farmers market hauls to sunset picnics. Its roomy top width makes it ideal for carrying an extra scarf or the cinnamon bread you couldn't resist.

Small Banbury Backpack

Your Sidekick for Fall Wandering

model wearing denim overalls with small cream quilted cotton tote bag over shoulder

Adventures move fast, so this backpack makes sure you do, too. Our Small Banbury Backpack offers exterior pockets for easy-grab items (snacks, sunglasses, a tiny travel umbrella) and interior compartments to keep your essentials sorted. The adjustable straps promise all-day comfort, whether you're wandering through a vineyard or chasing down the last hayride of the day.

"I absolutely love this backpack! It's the perfect size for everyday use" - Jokeitha

Pair it With: Autumn Explorer Style

Leggings, a quilted vest, and hiking boots are a no-fuss combo for orchard trails or leaf-covered lanes. The Small Banbury Backpack keeps your hands free for snapping photos of the foliage and holding that caramel apple you definitely earned. Bonus: the exterior pockets make finding your sunglasses (or lip balm) a breeze.

Zip Wristlet

Essentials in Hand, Fun on the Agenda

snall zippered rose colored quilted cotton wristlet shown both zipped and open with interior floral pattern

Our Zip Wristlet proves that less can truly be more, keeping your essentials close with easy, everyday style. It slides into your tote as an extra organizer, then emerges as the star when you just want to travel light. With space for your cards, keys, and a treat (because fall snacking is non-negotiable), it keeps you stylish and swift from apple stand to après-wine.

Pair it With: Minimalist Look

For quick coffee runs or post-winery dessert stops, go sleek. Tailored trousers, a slouchy sweater, and pointed flats paired with the Zip Wristlet say “effortlessly pulled together” without trying too hard. Tuck it into your larger bag during the day, then let it shine solo at night.

You're Ready for It All When You Have the Right Bag

Here's the thing about fall: it refuses to stay in one lane. It may be sunny at noon, then chilly by sunset, with a trip to the farmers' market in between. To keep up with the changes in scenery, each of these Vera Bradley favorites was made to move with you through it all.

You don't need to slow down your spark to stay stylish! Build your fall travel outfits around pieces that are as adaptable, unexpected, and delightfully you as the season itself.

Listen to your muse. Pack the bag. See where the day goes.

SHOP FALL-READY BAGS & ACCESSORIES

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