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2. Johnston & Murphy Trafford Moc Toe ($140; johnstonmurphy.com) 3. Frye Brando Engineer ($240; fryeboots.com) 4. Napapijri Prima ($275; 800-817-0618) 5. Ecco Urban Flexor High Gore-Tex ($220; eccousa.com) 6. Timberland Earthkeepers ($160; timberland.com) 7. Sperry Top-Sider Waterline Zip ($100; sperrytopsider.com) 8. The North Face Stuyvesant ($100; thenorthface.com) 9. Sorel Road Soda ($140; sorel.com)
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