In 2014, the City of Sheboygan Falls was named one of the 50 Safest Cities in Wisconsin by Safewise.
Sheboygan County is home to the 2013 Wisconsin Manufacturer of the Year, Masters Gallery Foods, Inc.
ACUITY Insurance; selected best mid-sized company to work for in America by Great Place to Work® in 2004, 2010, 2011, 2012, and 2013, and the only company in the nation to be ranked in the top five for 10 consecutive years
The Osthoff Resort was named one of the "Top Resorts in the Continental U.S.” by Travel + Leisure Magazine in 2013.
Lumonsity named Sheboygan County as In the Top 10% for Smartest Communities in the United States in 2013 by ranking the County 48th from over 500 communities assessed. Sheboygan County ranked very well for individuals under 35 and problem solving abilities.
A study by Brookings found that Sheboygan County is One of the Top Twenty Most Innovative Communities in the United States. This study looked at Patents filed from 1980 to 2012. Sheboygan County made the list with the Silicon Valley, Boulder, CO, Raleigh-Durham-Chapel Hill, NC "The Research Triangle," and Austin, TX.
The Global Post named Sheboygan County the Most Equitable Community in the United States in 2013 by having the smalled gap between rich and poor.
The Morgan-Quinto Press named Sheboygan County the 4th Safest Metropolitan Area in the United States in 2013.
In 2012, Sheboygan County Beaches have been named by iVillage.com as one of The Best Beaches for Families in the world and a Best Midwest Beaches by the Travel Channel.
In 2011, Sheboygan County was one of eight counties and the only in Wisconsin to receive the designation of a “Bicycle Friendly Community” according to the League of American Bicyclists.
The Printing Industries of America named Times Printing Company the Best Workplace in the Americas in 2011.
In 2011, the Sheboygan County was named by The Daily as the Most Equitable Community in the United States as we have the smallest gap between rich and poor.
Johnsonville Sausage, in Sheboygan County, was named the 2011 National Association of State Workforce Agencies (NASWA) National Employer of the Year.
Bloomburg Business Week named Sheboygan the Best Place to Raise Kids in Wisconsin in 2011.
In 2011, Golf Digest ranked the top 100 golf courses open to the public in the United States. Five of the top 100 public golf courses were in Sheboygan County.
Sheboygan County is home to Acuity Insurance the 2011, 2010 and 2004 Best Medium-Sized Company to Work For by the Great Place to Work Institute.
Sheboygan County has two top 100 ranked golf courses by Golf Magazine. In 2010, Whistling Straights and Blackwolf Run were ranked 3rd and 12th respectively.
Sheboygan County is home to the 2009 Wisconsin Manufacturer of the Year, American Orthodontics Corporation.
Expedition Outdoor Supply calls Sheboygan the “Malibu of the Midwest” for its fresh-water surfing. Sheboygan hosts the largest lake surfing tournament in the world.
Sheboygan County was rated in the top three safest metropolitan areas in America by City Crime Rankings 2009-2010.
A book entitled, Best Place to Raise Your Family: The Top 100 Affordable Communities in the US, published in 2008, lists Sheboygan County as "an attractive, clean, and prosperous area with excellent in-town amenities, a close-knit community, and recreational opportunities in town and surrounding countryside."
In 2006, Field & Stream magazine ranked Sheboygan as the top pick in the nation for salmon fishing.
In January 2004, the Morgan–Quinto Press, ranked Sheboygan the seventh safest city in the nation, amongst 281 metropolitan areas, based on 2002 crime statistics.
Money Magazine named “Sheboygan is one of eight best places to retire” in June 2002. In the article Money Magazine refers to Sheboygan as “a small town with everything,” and calls it the “Bratwurst Capital of the World.”
In 2001, ePodunk named Sheboygan the #1 Hometown USA city in the United States because of being a safe city, having high levels of citizen involvement in volunteerism, attending church, involvement in organizations and supporting community initiatives.
The Sheboygan MSA was named in the top 50 best large metro areas to start and grow a company, sharing this honor with Milwaukee-Racine area, according to Inc Magazine in 2000.
Reader's Digest, in 1995, recognized Sheboygan as "The Best Place to Raise a Family" in the United States.
Sheboygan County has the only AAA Five Diamond Resort, The American Club, in the Midwest.
The City of Sheboygan holds a certificate of site approval from the Wisconsin Department of Transportation for the future construction of a public use spaceport known as Spaceport Sheboygan.
Golf courses in Sheboygan County have hosted the 1998 U.S. Women’s Open, the 2004 PGA Championship, the 2007 U.S. Senior Open, 2010 PGA Championship, and are slated to host the 2012 U.S. Women's Open, 2015 PGA Championship and 2020 Ryder Cup.
Sheboygan is home to One of only four U.S. Sailing Centers and hosted the 2010 Midwest Collegiate Sailing Association Match Racing Championships and the 2011 International Sailing Foundation’s Nation Cup Grand Final.
In 2011, NASCAR returned to Sheboygan County with the Nationwide Series at Elkhart Lake's Road America.