Bostonian Shoes: Men’s Dress Shoes, Loafers & Boots

Bostonian is the classic American men’s dress shoe brand, part of the Clarks family since 1979 — known for cap-toe oxfords, wingtips, tassel loafers and FlexLite comfort shoes. Fewer new Bostonian styles are made today, so this independent guide lists the Bostonian shoes still on Amazon plus the closest Clarks dress shoes, loafers and boots.


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Bostonian Shoes on Amazon

Bostonian Treymore Cap Toe Oxford
Bostonian Treymore Cap Toe Oxford

Leather cap-toe oxford with a cushioned footbed — the dress shoe Bostonian is known for.

Bostonian No16 Soft Boot
Bostonian No16 Soft Boot

Soft leather lace-up boot with a lightweight, flexible sole.

Clarks Craft Arlo Limit Wingtip
Clarks Craft Arlo Limit Wingtip

Wingtip oxford from Clarks, Bostonian’s parent company — a stand-in for the Bostonian Gellar Wing.

Bostonian Treymore Mid Ankle Boot
Bostonian Treymore Mid Ankle Boot

Dressy plain-toe ankle boot for office and weekends.

Bostonian Wakeman Top Chukka Boot
Bostonian Wakeman Top Chukka Boot

Classic leather chukka with a comfort footbed.

Bostonian Somerville Mix Monk-Strap Loafer (Women’s)
Bostonian Somerville Mix Monk-Strap Loafer (Women’s)

Women’s monk-strap loafer in mixed leathers.

Bostonian & Clarks Dress Shoes: Cap Toe & Oxford

Clarks Tilden Cap Toe Oxford
Clarks Tilden Cap Toe Oxford

Budget leather cap-toe oxford with a cushioned insole.

Clarks Whiddon Cap Toe Oxford
Clarks Whiddon Cap Toe Oxford

Lightweight dress oxford with Clarks comfort technology.

Clarks Steadwell Cap Oxford
Clarks Steadwell Cap Oxford

Modern cap-toe oxford with a flexible sole.

Clarks Cosgrove Cap Toe
Clarks Cosgrove Cap Toe

Dressy cap-toe lace-up with a sleek profile.

Clarks Whiddon Step Slip-On
Clarks Whiddon Step Slip-On

Slip-on dress shoe with a stretch gore.

Clarks Flexway Step Slip-On
Clarks Flexway Step Slip-On

Easy slip-on with a flexible, cushioned sole — similar to Bostonian FlexLite.

Bostonian-Style Loafers & Boots

Clarks Tilden Free Loafer
Clarks Tilden Free Loafer

Classic dress loafer in polished leather.

Clarks Brantin Loafer
Clarks Brantin Loafer

Penny-style loafer for business casual.

Clarks Bushacre 2 Chukka Boot
Clarks Bushacre 2 Chukka Boot

Suede desert chukka on a crepe sole.

Clarks Steadwell Zip Ankle Boot
Clarks Steadwell Zip Ankle Boot

Leather side-zip dress boot.

Bostonian Shoes Guide: Styles & Collections

The Bostonian collections and styles people still search for.

Bostonian Dress Shoes & Oxfords

Cap-toe oxfords like the Treymore and Wenham, and wingtips like the Gellar, were the core of Bostonian men’s dress shoes — black and brown leather for suits and business wear.

Bostonian Loafers: Tassel, Penny & Bit

Bostonian tassel loafers and penny loafers were long-time best sellers for business casual. Clarks Tilden Free and Brantin loafers are the closest current options.

Bostonian FlexLite, First Flex & Strada

FlexLite and First Flex shoes use lightweight, flexible soles for all-day comfort; the Strada and Florentine lines offered sleeker Italian-inspired designs.

Bostonian Boots & Chukkas

The No16 Soft Boot, Treymore Mid and Wakeman chukka cover casual and dressy boots. For Chelsea and zip boots, see the Clarks alternatives above.

Clarks Bostonian Outlet

Clarks Bostonian outlet stores carry discounted Clarks and remaining Bostonian stock. Online, Amazon is the easiest way to find the last Bostonian pairs in your size.

Categories

Men's Shoes by Bostonian

Men’s Shoes

Women's Shoes by Bostonian

Women’s Shoes

The Bostonian Story: From Whitman, Massachusetts to Clarks

Bostonian traces its roots to 1899 and the Commonwealth Shoe & Leather Company in Whitman, Massachusetts, where it built a reputation for Goodyear-welted men’s dress shoes. In 1979 the British shoemaker Clarks bought the brand. Under Clarks, Bostonian added comfort lines such as FlexLite and First Flex, plus the Bostonian Classics range of cap-toe oxfords, wingtips and tassel and penny loafers. In recent years Clarks has scaled Bostonian back, which is why people search “what happened to Bostonian shoes” — remaining stock sells through Clarks outlets, DSW and Amazon, and many former Bostonian styles now carry the Clarks name.

Close-up of a pair of polished brown oxford shoes with black laces on a white surface.

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Bostonian Shoes FAQ

What happened to Bostonian shoes?

Clarks, which has owned Bostonian since 1979, has reduced the line in recent years. New Bostonian styles are rare, and similar shoes now appear under the Clarks brand.

Who makes Bostonian shoes?

Bostonian is owned by C. & J. Clark (Clarks). The brand began in Whitman, Massachusetts, in 1899.

Are Bostonian shoes good?

Bostonian earned a reputation for durable, comfortable dress shoes at mid-range prices. FlexLite and First Flex models are lighter and softer than traditional leather-sole dress shoes.

Do Bostonian shoes run true to size?

Most Bostonian dress shoes fit true to size in medium and wide widths. If you wear thick socks or orthotics, consider a half size up.

Were Bostonian shoes made in Italy?

Some older Bostonian collections were made in Italy, while most modern pairs were produced in Asia. Check the listing for the country of origin.

Where can I buy Bostonian shoes?

The remaining Bostonian shoes are sold at Clarks Bostonian outlets, DSW and on Amazon — the pairs above are linked, along with Clarks alternatives.

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