The Wolfeboro Inn has been recognized among the best places to stay in New Hampshire by an array of travel publications and services.
- 2020: Wedding Wire Couples' Choice Award
- 2020: Best of Weddings Hall of Fame, The Knot
- 2020: Best of Weddings, The Knot
- 2019: Best of Weddings, The Knot
- 2019: Trip Advisor Certificate of Excellence, Wolfe's Tavern
- 2018: Great Bourbon Bars of America, Great Bourbon
- 2018: Trip Advisor Certificate of Excellence, Wolfeboro Inn
- 2018: Yankee Magazine Editors' Choice List Best Lodging in the Lakes Region
- 2018: Trip Advisor #1 Tour in Wolfeboro, Winnipesaukee Belle
- 2017: Favorite Bar in New Hampshire, Bar Bucket List
- 2017: Yankee Magazine Editors' Choice for NH's Best Lakeside Inn
- 2017: Couples Choice Award, Wedding Wire, fifth consecutive year
- 2016: Best Make Your Own Burger Menu, New Hampshire Magazine's Best of NH
- 2016: Couples Choice Award, Wedding Wire, fourth consecutive year
- 2016: Certificate of Recognition for Service & Memorable Experiences, Hotels.com