Brookline, Massachusetts: Fashion Capital?

Welcome to Brookline, Massachusetts, a close-knit yet bustling suburb located on the edge of Boston that’s home to countless small businesses. While in some parts of the country local shops and specialty stores are considered dying entities, businesses such as  Brookline Booksmith, Eureka! Games and Puzzles, Cleveland Circle Travel, and even Simons Shoes  are thriving due to their long history with the community and attention to personal detail.


Nestled along Beacon Street and bisected by the lifeline that is Harvard Street, the neighborhood of Coolidge Corner is home to numerous restaurants, cafes, and stores, (including Simons Shoes!) that continue to prosper.




In Boston, Newbury Street reigns supreme as the fashion mecca of Massachusetts, however we think our little corner of the Greater Boston Area deserves its own day in the sun.  Today, we’re featuring outfits made entirely of items available RIGHT NOW online and in store from some of Coolidge Corner’s top shopping destinations.


This easy, breezy look is FABULOUS for a warm summer day.  Bonus: Your feet will LOVE you for treating them to a day spent in these comfy yet cute beauties by Rieker Shoes.

Boho Mini Dress from Leaf Boutique, $50

Sunday Afternoon Riviera Hat from Simons Shoes, $30

Rieker Aileen (67366) from Simons Shoes, $120

18K Dewdrop Small Gold Ring from Fire Opal, $625




Perfect comfy brunch look. Done and done.

Sleeveless tie jumpsuit from Gap, $60

1969 Icon Denim Jacket from Gap, $69.95

Superga Classic Cotu Sneaker from Simons Shoes, $67

Hobo Danette Turquoise Wallet from Simons Shoes, $118




This is a great for a night at the symphony or perhaps an evening of schmoozing  at an art gallery.

Cropped Black Jumpsuit from Leaf Boutique, $54

Hobo Sander Bag from Simons Shoes, $248

Naot Pixie Wedge Sandal in Teal, $150 

Mobile Bunches Earrings from Fire Opal, $280

Large Fine Silver Three Circle Necklace from Fire Opal, $130



Your go-to cozy, comfy travel outfit

Ombre Comfy Top from Leaf Boutique, $58 

Hue Ultra Leggings (U12665) from Simons Shoes, $36

Khloe Wedge by Kork-Ease from Simons Shoes, $150

Rome Triple Wrap Leather Bracelet from Mint Julep, $32

Bayou Hobo Tote from Simons Shoes, $268

So as you’re swapping out the winter and summer wardrobes and evaluating your summer fashion needs, don’t forget about all the chic, local shopping options such as Simons Shoes, Fire Opal, Leaf Brookline, and Mint Julep here in Coolidge Corner!


Accessorize This

Nina Garcia, Project Runway judge and Creative Director at Marie Claire said, “I’m a big believer that accessories can make or break a look”.  Nina, we couldn’t agree more. Accessories and shoes can take a limited wardrobe and make it limitless. A necklace here, a scarf there, a change of shoes: all of a sudden you have multiple looks for multiple occasions all based around one single garment. Don’t believe us? We’ll prove it!



Yubin Choi, aka Mistress of Hosiery, is like many Simons employees: a Millennial on a budget. (Those student loans are killer, you guys). She frequents local consignment shops like Second Time Around and Buffalo Exchange, as well as TJMaxx and Gap, in search of versatile, frugal finds to round out her wardrobe.

We recently completed an accessory style challenge brought to us by Instagram user @midlifestyletips. We wanted to show how you could use Simons shoes and accessories to to make a basic black trapeze-style dress work for any occasion, in this case a day of work at the store, date night at the Coolidge, and Yubin’s upcoming trip to Paris this summer.




There’s nothing better than a pair of Dansko clogs for a 9-hour workday on your feet. The cordovan works great as a bold yet neutral color. We paired Yubin’s LBD with a pair of Hue leggings along with a basic black cardigan from Yubin’s own closet. A red leather Osgoode Marley backpack makes for a great commuter bag.

From Simons:

Osgoode Marley 5020 Ink Backpack $209

Dansko Professional Cordovan Clog $120

Hue Wide Waistband Leggings $36

Date Night:





For date night Yubin’s rocking one of our favorite styles from Rieker this season. They’re flirty yet comfortable; perfect for a post-movie stroll through Coolidge Corner or a trip to JP Licks. Yubin’s military style jacket paired with the Hobo clutch with optional crossbody strap provides a cool contrast to the frilly trapeze dress.

From Simons:

Rieker 67366 Brown Heeled Sandals $120

Hobo SO-82177 Brown Fringe Clutch $158




Yubin used her recent tax refund to plan a trip to Paris with a couple girlfriends. She’s packing light and efficiently, pairing her black dress with another versatile spring and summer wardrobe essential, a chambray shirt. To protect her delicate ivory skin from the sun, she’ll be bringing along a Sunday Afternoon wide brim hat which is foldable and crush-proof so it packs great. The Wolky Rio sandal is new this season, a cool alternative to the Jewel and comes with a thousand mile guarantee. Finally you’ll be hard-pressed to find a better bag for travel than the Highrise crossbody from Baggallini.  It’s perfect compact, organized, and water and stain resistant.

From Simons:

Baggallini Highrise Crossbody in Apple $42

Sunday Afternoon Riviera Hat in Tweed $39

Wolky Rio Sandal in Black Nubuck $159

With Simons Shoes, the possibilities for your spring and summer wardrobe are endless. Stop in to check out our collection of bags, scarves, hats, and of course SHOES!