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Thirty Thanksgiving Dress Ideas

November 13, 2019

Photos by Dominique Phillips Photography

 

Thanksgiving is right around the corner and I'm counting down the days to the cheesy mashed potatoes and stuffing!  We've got just over two weeks until Turkey Day which leaves plenty of time to nail down the perfect Thanksgiving Day outfit. 

 

I like my Thanksgiving outfits to make a 'FUSS:' to be Forgiving, Unfussy, Seasonal, and Stylish.  A cute dress is the easiest path to all of those things.  One piece to put on, one piece to pack, one piece to flow right on over that pumpkin pie tummy!  (Seriously, a personal priority!) 

 

I pulled twenty such dress options for your most comfy chic Thanksgiving yet!  And, because I love y'all and totally geek out over this stuff, I included some shoe suggestions at the end of the post to complete your look.

 

Shop my look:  DRESS  //  CARDIGAN  //  HAT  //  BOOTS  //  BELT

 

FLOWY MIDI & MAXI DRESSES

 

Let's start with my number one go-to Thanksgiving dress: the flowy and forgiving dress!  Either a maxi or midi dress in a fun print or seasonal color is good to go.  

 

*Click any image, or the corresponding text below*

 

ORANGE POLKA DOT DRESS   //   FLORAL & STRIPED TIERED DRESS

 

BOHO PAISLEY DRESS   //   SQUARE NECK FLORAL DRESS

 

PURPLE FLORAL CHIFFON MAXI   //   GOLDEN FLORAL MAXI (comes in 4 colors)

 

NAVY FLORAL MAXI   //   PINK FLORAL MIDI 

ICONIC FALL PRINTS

 

For serious seasonal style points, these fall prints are having a MOMENT right now!  Update your dress collection with one of these on-trend dresses in classic, flattering silhouettes.

 

*Click any image, or the corresponding text below*

GRAY SNAKESKIN PRINT MIDI   //   STRIPED DRESS

 

LEOPARD PRINT MOCK NECK DRESS   //   PLAID SHIRT DRESS

 

OLIVE SNAKESKIN PRINT DRESS   //  PLAID FLANNEL SHIRT DRESS

 

SNAKESKIN PRINT WRAP DRESS 

MINI DRESSES

 

You can get the same flowy and forgiving vibe with a short-and-sassy mini dress!  These dresses are well styled with tights or higher profile boots (up to or over the knee).  

 

Shop my look:  JUMPER (similar, also HERE) //  PLAID BLOUSE  //  BOOTS (similar, also HERE) //  HAT 

 

RED & TAN FLORAL SWING DRESS

 

BLACK & WHITE FLORAL MINI   //   RED FLORAL & PAISLEY MINI

 

EMBROIDERED LACE MINI DRESS (in both GREEN and WHITE)

 

DARK FLORAL SWING DRESS  //  FLORAL TURTLENECK MINI

 

VELVET JUMPER DRESS   //  SNAKESKIN PRINT SWING DRESS (under $30!)

SWEATER DRESSES

 

We can't talk about fall dresses without including a few sweater dresses in the mix.  I love how chic and cozy they are, seriously the holy grail of comfort and style.  All of these sweater dresses are under $100 (except the tan turtleneck midi dress pictured directly below.)

 

*Click any image, or the corresponding text below*

CREAM MINI DRESS  //   TAN MINI DRESS

 

BROWN MIDI DRESS  //  GREEN CABLE KNIT DRESS

 

GRAY TURTLENECK MIDI DRESS  //  RED BELTED MINI DRESS

 

WHITE MINI DRESS  //  BEIGE MINI DRESS  

 

STONE MIDI DRESS

Which shoes to wear

 

If you're wondering which shoes to wear with which dress, look no further than this pairing guide!

 

Ankle Boots: Higher profile ankle boots (those which come up higher on the leg) go great with dresses and jeans.  Only wear tights with these if they're the same color as your shoe.  Otherwise opt for a taller boot to cover your legs.

 

*Use the arrows to scroll the image carousel*

 

Knee High Boots:  The most classic boot there is.  Less of a statement than OTK boots, less everyday than flat ankle booties.  Of course you can go bold with a snakeskin print boot, or bring in a western/equestrian vibe with a riding boot.

 

Over-The-Knee Boots:  I swear by these Goodnight Macaroon OTK boots that aren't real suede but are buttery soft and fit the leg very well.  You can stretch them over your knee, or slouch them down.  I love these OTK boots with all four dress categories!

 

 

 

 

 

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