Fall Outfit Ideas to Try for Apple Picking, A Weekend Upstate, and More

By Anny Choi

If this summer was all about outdoor dining and picnics at the park, we are now venturing Upstate for leaf peeping and dressing up for a stylish Halloween at home for fall. It’s time to pull out those chunky knits and cozy slippers. The best part about fall dressing? You don’t have to forgo your summer wardrobe completely. Simply layer a personalized denim jacket over your favorite floral dress, or introduce a dinner jacket into your wardrobe for a crisp autumnal al fresco dining look.

Whether you’re planning a fall micro-wedding in your backyard with immediate family or headed somewhere remote for a mini-moon, here, 5 simple yet stylish outfit ideas to try for autumn:

Background Design: Courtesy of Riley Sheehey

Apple Picking

Whether you’re picking apples or pumpkins or simply along for the ride for the apple cider donut stop, here is your last chance to wear your favorite summer frock. Layering is key when it comes to fall dressing—bring a denim jacket or a shawl, and top it all off with a chic basket bag for whatever you’re picking.

Stylish Halloween at Home

There won’t be any Halloween ragers this year, so how about taking what you already have and styling the pieces in an unexpected way for a stylish dinner at home? Try layering a corset over a dress, painting your nails on theme colors, and light some dinner candles for a Beetlejuice-themed dinner party.

A Fall Mini-Mony

Tying the knot this fall? From a backyard ceremony to City Hall, there are still many ways to make a big impression no matter the size of the wedding. Trade out an over-the-top veil for a cheeky headband, splurge on some special lingerie, and don’t forget the champagne bucket of course!

Hostess with the Mostess

For the fall hostess, how about matching your outfit to the tabletop? Think warm, autumnal hues for the tablescape, topped off with some Lambrusco, and enjoy al fresco dining while you can. A dinner jacket that matches your dress will go a long way for the chilly evenings, and give yourself a reason to dress up with a pair of pearl adorned Bella Belle kitten heels.

A Weekend Upstate

For a mini-moon or a much needed weekend in nature, pack your favorite set of silk pajamas and a deck of cards for a cozy, relaxing getaway. Don’t forget your mask when traveling, and pack light in a chic yet functional backpack and a monogrammed toiletries pouch.