It’s been a while since I last did a roundup of dresses, and with all the added special occasions and festive events this month, I feel like now is the perfect time to share some cute dresses under $150. I also tried to pick dresses that you can still wear into winter. As someone who loves to wear dresses year-round, I’ve found that I can transition almost any of my fall dresses into the colder months by adding layers like my favorite tissue turtlenecktights, tall boots, or a dressy jacket!

Poplin Dress // Daisy Mini Dress // Turtleneck Sweater Dress // Tiered Burgundy Midi Dress // Plaid Midi Dress // Floral Wrap Dress // Black Wrap Dress // Tartan Shirtdress // Green Mini Dress // Black Smocked Dress // Printed Midi Dress // Navy Dress

Although I may be getting more into the holiday season, I’m not ready to give up autumnal colors and jewel tones. A long sleeve green mini dress would look so cute styled with tall brown boots for a weekend date night. I’m also a big fan of this flowy burgundy-tiered maxi dress. The color is gorgeous, and it would be a great holiday dress that you could continue to wear outside of the festive season.

While browsing, I found so many cute nursing-friendly dresses, like this under $60 tartan shirt dress with buttons up the front and a tie waist bow. I think it would be such a fun holiday party dress and to wear for Christmas. This black midi wrap dress would also work for nursing moms, and I love the flirty ruffled detail on the hem.

Lastly, what would a dress roundup be without a smocked dress?! They are so comfortable, and I live in them year-round. My favorite way to style a nap dress for winter is with a tissue turtleneck underneath and a pair of Margaux flats or booties.


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