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Cute and Casual Fall Dresses For Every Occasion

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I’ve really become a fan of wearing dresses this year. They are not only so cute and comfy, but they make getting dressed sooo easy! Just add jewelry, a pair of shoes, and a great handbag, and you’re ready to go. Now that we are approaching fall weather, it’s time to switch out our sundresses for some cute and casual fall dresses like the ones I’m sharing in today’s post.

Cute and Casual Fall Dresses

Boho Floral Dress

I love this red-orange and navy color combination. This dress would look stunning with heels for church or a fall wedding. It is dressy, but not so dressy you couldn’t wear it work. The large fits me great.

Cable Knit Sweater Dress

I am obsessed with cable knit sweaters. I think they are timeless and classic, and that includes this adorable cable knit sweater dress! This would look great this fall with a denim jacket and a pair of cute knee boots like this pair from Walmart that are less than $35.

Puff Sleeve Ruffle Midi

One of the reasons I love dresses so much is because they are so comfortable, and this one looks sooo comfy! It looks roomy and not clingy but still cute and feminine. Sign me up! I ordered the dress in a medium instead of my usual large, and it is a little too tight through the chest.

This is a dress that can be worn in summer or fall. Adding a Denim Jacket to the look changes the entire look of the dress and looks perfect for fall.

Lace Trim Belted Dress

I am always a big fan of details like this lace trim. They add interest and texture to an otherwise plain outfit. This lace trimmed dress has a belt to accentuate the smallest part of your waist.

Loft Dobby Button Dolman Dress

Speaking of belted dresses, here’s another gorgeous option! This button dolman dress is from Loft, and I am in love with this magical plum shade. This color reminds me of the gorgeous Maple leaves that turn crimson in the fall of the year.

Wrap V Neck Long Sleeve Dress

This soft and flowy long sleeve dress gives the illusion that you’re wearing a skirt and top without all of the hard work of tucking. It comes in several other prints, but I love the leopard print! The neckline is a little low, so you might need to pin it together or wear a black lace cami under it.

Paisley Tiered Dress

Do you like paisley? I like it as long as the scale of the print isn’t overwhelming, and I think this tiered dress is perfect! Plus, olive green and purple are some of my favorite color combinations.

Crochet Mini Dress

This crochet mini dress will look so cute with heels for a fun date night look. You could also pair it with tights and knee-high boots when it turns chilly in a few months! Don’t forget to add a statement necklace since the dress is all one color.

Casual Button Down Dress

You can wear this versatile button down dress to work, church, going to lunch, running errands, and everywhere in between. It comes in SO many different colors and prints. Plus, and this is a big plus, it has pockets! Lol! The reviewers say this dress is so comfy and soft; let me know if you think I need to do a try-on with this one.

Ribbed Polo Sweater Dress

This ribbed polo sweater dress looks so smart and chic! I LOVE the monochromatic look the model has going on with a similar color boot. Chocolate brown is a color that I’ve been gravitating toward this year, so I already have this on order.

Short Sleeve Swing Dress

This short sleeve swing dress is a great transition piece for late summer and early fall before cold weather makes an appearance. When cold weather does show up, add a cardigan, denim jacket, or moto jacket for a cute layered look.

Shop More Cute and Casual Fall Dresses:

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60 Comments

  1. You can never go wrong with a denim jacket with a dress. So cute.

  2. Cute outfits… especially the Boho puffed sleeved! Great prices.

  3. Susan Koren says:

    Love wearing a dress – one and done!

  4. Mary Carol says:

    Paisley is my favorite all time fabric.
    Love all the dresses.

  5. Love your dresses and love wearing dresses to work and church because I live in tropical Nigeria.

  6. Think I might venture outside if my comfort zone and try one of the sweater dresses. They look so cute!! Would love to see you style one!

    1. Joyce, I just ordered two sweater dresses, so you’ll see them on the blog soon.

  7. You looked great in the dress that you said was too tight. I hope you reordered it.

  8. I’ve been wearing dresses and skirts all summer long; it’s the best way I’ve found to deal with the Tennessee humidity. The added plus is I feel a lot more stylish! I’m loving the brown button down dress. It can be worn so many ways just changing out the accessories.

    1. I’m a Tennessee girl, so I know all about that humidity! Stay cool! Thanks for commenting.

  9. Great fall dress ideas.

  10. Janell Bontekoe says:

    love wearing dresses! Easy to wear and dress up or down with just a couple accessories.

  11. Elizabeth T says:

    Some cute options!

  12. Roberta S says:

    I love these dresses.

  13. The dress prices from Amazon are so budget friendly. Mi looking at the dress that looks like a top/skirt. Very stylish.

  14. Cute dresses, I like the swing dress from Amazon.

  15. His name is Tinkerbell!!!!☺️

  16. Love the rib sweater dresses.

  17. I am beginning to embrace wearing dresses again after years of wearing dress pants and tops. I especially like wearing them with booties in the fall.

    1. That sounds super cute! ❤️

  18. Love the blue and red dress. The tips you give on size and fit are so helpful especially for the Amazon and Walmart pieces you must order online. I have seen some articles about Quince clothing as recommended for over 50. I’d love to hear what you know about their inexpensive silk and cashmeres clothing.

    1. I love their cashmere, but I’ve not tried the silk yet. That is on my agenda. Lol!

  19. Ginger Hiller says:

    Like you, I love wearing dresses for so many reasons. My husband has commented how he likes seeing women in dresses because it makes them look even more ladylike. So, why not please him by wearing more dresses! Since it doesn’t get really cold or stay cold down here in south central Georgia, it’s not unbearable for me to wear dresses in the cold months.

  20. Leah Hagedorn says:

    LOVE the Polo dress in dark brown with the dark brown boots—very chic!

  21. Such cute options! Love dresses
    With boots too.

  22. So many cute dresses and great prices, too. Thanks, Tania!

  23. I enjoy wearing the deep chocolate brown in the winter. This dress would be perfect with tall boots. The key will be getting out of my house without white dog hair from my two westie dogs I recently adopted. They just turned 1 and are brothers. ❤️

    Love the Boho look! One of my favorites but struggle to put together an outfit in this style. Much easier when I was younger.
    Enjoy your day❤️

    1. I know the feeling. My Lucy leaves hair everywhere it is a small price to pay! 😊

  24. Cute dresses! I especially like the long sleeve wrap dress.

  25. Gina Luebke says:

    The last few years I’ve become a dress loving girl also!! There are some very cute options here!!

  26. Ha ha! That’s the first thing I ask is the name of the animal. Love the boho dress.

  27. Love the sweater dress.

  28. Stella Gustafson says:

    I love wearing dresses. Like you said put it on dress it up with accessories or not and go. I love wearing the swing dresses with tennis shoes

  29. Thank you! I wear dresses year round and there were a couple here that are must haves!

  30. Debbie Barber says:

    I love wearing dresses. It makes getting dressed so easy.

  31. I love the v wrap dress that looks like a skirt. Thanks for sharing.

  32. So many pretty options!

  33. I definitely can’t wear the body hugging ones, but I sure can the others. Thanks for sharing!

  34. Lots of great dresses! Especially love the sweater dresses!

  35. Louise Logan says:

    Love the dresses!!!

  36. I love wearing dresses too. I feel so good in them. Great ideas today, will check them out for possible petite sizing.

  37. Nice selection of dresses!

  38. I love the simplicity of dresses! One and done! Thank you for so many pretty options!!! Happy Tuesday❤

  39. The boho dress looks beautiful on you! Some great dress choices for fall!

  40. Linda Shearer says:

    You look great in the boho midi dress. Very cute.

    1. Thanks! I thought it was gorgeous!

  41. Karrie Knutson says:

    I too find dresses very easy to wear. You pull a dress on and can simply add shoes and earrings and you are ready. A great way to make our morning routine easier. Who doesn’t need a simpler routine in the morning?

    1. Sounds like you have a great thing going! I love your system!

  42. Very nice selection of dresses!

  43. Dana Smithmier says:

    i love fall dresses and boots!!

  44. Diane kubitz says:

    Love the selection

  45. Beautiful dresses! You always have great Amazon dresses but I need petite. Can’t seem to find petite sizes at Amazon. Could you help with that?

    1. Debbie, I’m sure they have some, but I’ve not really looked for them specifically.

  46. We are ‘soul sisters’! I have the same exact denim jacket and I wear it ALL THE TIME! I love your style – and so appreciative of all the work you do to fine ‘us gurls’ the perfect outfit whether it be for a dressy occasion or just out having a good time!

    Thanks Tanya! xoxo
    Kathy in Iowa

    1. Thank you Kathy! This makes my day, I am glad that you are enjoying the blog!

  47. Mary Kinard says:

    Great dress options for fall!

  48. Good morning sweet lady! I love that boho dress. I’m definitely going to have to buy it. 😀😀

  49. Jane A Goff says:

    Thank you so much for sharing fall dress ideas, I also love the ease of wearing them.