When it comes to fashion, I’m obsessed with fall style! I love pairing my favorite fall dresses with a variety of shoes – from trendy ankle boots to Western mules. You can’t go wrong with cowboy boots, sandals, wedges, over the knee boots either. Fall dresses will look fabulous with a variety of shoes, jewelry and accessories. They can be dressed up easily and effortlessly!
I finally bought the trendy yet inexpensive ruched dress that every fashion blogger has been talking about for years. I am 100% obsessed. It’s black, ruched, form fitting and only $45. Who am I kidding? I’m obsessed with so many dresses this season!
Are you searching for a trendy fall dress for wedding season, date night, the holidays and more? If so, you’re in luck! Today, I’m excited to share 25 gorgeous dresses that I’m obsessed with this season, and I know you will love too.
My Favorite Fall Dress That Can Be Worn Throughout The Year
During Labor Day, I bought this fabulous sleeveless ruched dress. It’s formfitting, ruched and is just above the knee. This dress is super affordable at less than $50. It’s available in a few colors and can be dressed up or down. I paired it with snake print mules and my suede Moto jacket for this picture, but can be paired with so much more! I can’t wait to wear it with my poncho/cape, cardigan or faux fur jacket this winter. It’ll look great with sandals, sneakers, wedges or knee high boots. You can wear it anywhere and everywhere! I absolutely adore it.

I took a “fall-ish” pic of my new dress at my flower farm this afternoon! I love that this dress is sleeveless, so I can wear it with or without a light jacket. This dress will look great on its own in the summer and early fall months. It will also look fab with jackets, coats, blazers and sweaters come winter.
PS: This gorgeous dress is also available in a long sleeve version! Isn’t it stunning? It’s available in four different fall inspired colors as well.

Fabulous fall dresses for autumn wedding season and date night
Are you searching for a stunning dress for date night or wedding guest season? This season there are so many beautiful, vibrant dresses to choose from. Here are a few favorites!
Bardot dresses are trendy, beautiful and very affordable! This formfitting Bardot lace dress with a high neck is beyond fabulous. It’s under $130 and comes in tons of colors.

Drop waist dresses are incredibly flattering on every woman! This season you can’t go wrong with this short sleeve drop waist dresses. It’s not only perfect for fall, but it will be great with a jacket come winter, and on its own in the spring and summer months.

This glamorous pleated dress in this lovely burgundy shade will be perfect for a wedding at a winery or an elegant evening out. PS: It’s available in more sizes here.

I am obsessed with this Black Halo Brooklyn dress! The ruffle hem and ruffle cuffs are beyond fabulous. It can be worn to a variety of events – from fall wedding season to date night, holiday parties, family celebrations and more.

You can’t go wrong with floral prints, especially for fall! This trendy and affordable blue and pink ruffle strap midi dress is beyond fab. You can wear it now with a great Moto jacket. It’ll also be perfect for Kentucky Derby season with a fab hat.

This fit and flare dress with flounce sleeves and a ruffled hem is perfection!

The most gorgeous one shoulder dress for an evening wedding!

Lovely lace dresses for fall wedding guest season
I am head over heels in love with this stunning cocktail dress with floral appliqués? Jewel tones are my favorite for fall! This color is absolutely gorgeous.

Dresses with bow detailing are a favorite of mine, especially this beauty! Be sure to check out the back of this dress, if you love bows as much as I do. The floral lace detailing on this little black dress is phenomenal. The best part is it’s under $140!

Lovely lace dress with flutter sleeves:

This casual navy blue lace dress can be worn to a variety of events!

Adore this elegant little lace black dress as well!

Sweater Dresses For Fall and Winter Too!
Like many of you, I absolutely love sweater dresses and wear them often. Sweater dresses are perfect for cool fall days, Thanksgiving dinner with the family and winter too. Here are a few must have sweater dresses for fall and winter too.
Give me all the fabulous sweater dresses for fall! This beauty is available in tons of colors including grey, wine, black and a few others. It will look great with over the knee boots, knee high boots, heels and more.

How amazing is this turtleneck sweater dress? I absolutely adore it! This best selling dress is incredibly popular and nearly sold out. If your size isn’t available, be sure to check back often as you never know when it will be restocked. This dress is too beautiful to pass up!

Can you believe this sweater dress is under $70? I can’t either! I absolutely love this burgundy shade, and hope this cable knit stunner will be available in more colors for winter.

This light tan off the shoulder sweater dress will be a staple in your fall and winter wardrobe. You can wear it to brunch, to lunch with friends, a trip to the city or date night.

Casual Tie Waist Dresses For Fall
I love items that I can dress up or down because I can justify purchasing them! I know that I will wear them quite bit. A few years ago I featured a post on the best tie waist dresses, and I’m still obsessed with them. Here are a few favorites that are perfect for fall.
Neutrals are incredibly popular in the world of fashion! This nude wrap mini dress is perfect for Sunday brunch or an evening out with friends.

Don’t you just love this classy black tie front dress? It’s lovely, chic and perfect for an evening out?

Must Have Fall Dresses In A Variety Of Styles
This gorgeous midi length dress is a must for fall! It’s available in two trendy prints: floral and leopard. It was hard choosing just one to feature as I love them both.

Wrap dresses are always a must, especially for fall! This fab burnout velvet faux wrap dress is so pretty. You can pair it with open toe/close toe mules, ankle boots or knee high boots.

Blouson dresses are incredibly flattering and have the power to make any woman look and feel incredible! This season I’m loving this casual flutter sleeve ruffled dress. It comes in quite a few different colors, and I want them all. You can pair this dress with your favorite sneakers, sandals or ankle boots!

This fall I have been living in casual dresses that I can pair with my floppy hat, sandals and my Rag & Bone ankle boots! This comfy 70s inspired print tunic is perfect for after work or the weekend. You can wear it as a tunic or pair it with your favorite brown or black belt for a fitted look.

I fell in love with this black one shoulder dress as soon as I spotted it! Lilly Pulitzer is one of my favorite designers, the late designer’s dresses are not only gorgeous, but the quality is amazing. I highly recommend them!

Discover more trendy fall and winter inspired dresses and fashion must haves in our style section: https://candieanderson.com/style