“Adventure is worthwhile in itself.” - Amelia Earhart
Welcome Aboard!
Book your Spring 2025 spot's today and paddle out on a local kayaking adventure.
Ahoy Mate!
Welcome to
Indian Head, MD
What adventure's are calling you?
Sunset over Mattawoman Creek - Indian Head Rail Trail, Indian Head, MD. Photo by: Shawn Winthrop
Othello's
Othello's
Blue Collar Corner
Blue Collar Corner
our favorite stores, shops, restaurants and more...
(coming soon)
Lollypop's
Lollypop's
The Reel Hunt
The Reel Hunt
uplifting and sharing what makes the Town of Indian Head, MD one of the DC area's not-so-hidden best kept secrets.
(coming soon)
Disclaimer: Dropping Anchor in Indian Head is a family blog/vlog and website run by Tony and Shawn Winthrop. Our goal of this personal venture is to promote the amazing place where we dropped anchor... the Town of Indian Head, MD - It's Community, It's Neighbor's, It's Businesses, It's Adventures! It's not just a fantastic place to live... it's an Insanely Awesome place to visit for a day, weekend, or weekly trip/s. But don't just take our dog's word for it. You have to come check us out yourselves. We're located roughly 30 miles South of Washington, DC and near the Washington Harbor with MGM Casino and the Gaylord Hotel. All opinions are our own and may not necessarily reflect the same as the town or residents. Tony, Shawn, or Dropping Anchor in Indian Head is not paid or affiliated with any of our recommendations. However, some of the shop owners are friendly town residents and our neighbors.