Kicky Wingtip
![](https://images.nymag.com/guides/everything/menswear130909_shoes_1_198.jpg)
Low:
Horace Wingtip Brogue, $130
Wolverine, the Michigan-based brand that opened its first store here in August, is known for high-end work boots, but its “No. 1883” line includes more playful styles. 254 Elizabeth St., nr. E. Houston St.; 212-226-7869.
![](https://images.nymag.com/guides/everything/menswear130909_shoes_2_198.jpg)
High:
Mark McNairy Saddle Wingtip, $395
Club Monaco’s temporary flagship (a new one opens later this fall) has a deep footwear-collabo roster—including a reissue of Mark McNairy’s irreverent hits. 3 E. 18th St., nr. Fifth Ave.; 212-352-0936.
Bold Sneaker
![](https://images.nymag.com/guides/everything/menswear130909_shoes_3_198.jpg)
Low:
Nike Roshe Run, $80
Alumni, the revamped update of sneaker stronghold Rugged Sole, now offers a whopping 700 pairs of sneakers. 298 Utica Ave., nr. Eastern Pkwy., Crown Heights; 718-953-4696.
![](https://images.nymag.com/guides/everything/menswear130909_shoes_4_198.jpg)
High:
New Balance 998, $150
Kith is the Noho footwear mecca owned by sneaker legend Ronnie Fieg, who often collaborates on limited editions. 614 Broadway, at Bleecker St.; 646-648-6285.
Suede Boot
![](https://images.nymag.com/guides/everything/menswear130909_shoes_5_198.jpg)
Low:
KG Kurt Geiger Dench Boot, $180
KG Kurt Geiger is the much-better-priced diffusion line at Kurt Geiger, a British cobbler for the Bond Street set. 375 Bleecker St., nr. Perry St.; 212-367-0830.
![](https://images.nymag.com/guides/everything/menswear130909_shoes_10_198.jpg)
High:
Rag & Bone Rowan Boot, $395
Rag & Bone’s latest General Store offers a slew of stolid boots inspired by traditional American workwear. 425 W. 13th St., at Washington St.; 212-249-3331.
Cap-Toe Dress Shoe
![](https://images.nymag.com/guides/everything/menswear130909_shoes_7_198.jpg)
Low:
Cole Haan Lenox Hill Cap Oxford, $198
Now under new ownership (Nike sold the brand in 2013), the line has removed sneaker technology from its dress shoes in favor of a more refined look that’s still quite comfy. 128 Prince St., at Wooster St.; 212-219-8240.
![](https://images.nymag.com/guides/everything/menswear130909_shoes_8_198.jpg)
High:
Acne Askin Black Cap-Toe, $600
The minimalist Swedes produce only a few oxfords each season, focusing on clean lines and painstaking Italian craftsmanship. 33 Greene St., nr. Grand St.; 212-334-8345.