Historical Walking Tour of Westbrook

Historical Walking Tour Image

Westbrook, Ct_Settled_Sign

Are you visiting Westbrook for the first time?  Have you lived here your whole life but don’t know its rich history?  Do you live far away but are considering a visit to Westbrook?  If so, this fun, interactive walking tour is designed for you!  You can take a self-guided tour along the beach or through the quaint center of town, or walk beneath a canopy of trees as you explore the historical buildings and cemeteries that Westbrook has to offer.  Discover the graves of ship captains and reverends, and take a peek into the stories of people long gone to explore the history of our tiny town.

These walking tour routes were designed and researched by Juliana Fabrizi, a Girl Scout and 18-year resident of Westbrook. She created the tours for her Girl Scout Gold Award in 2020.Girl-Scouts-Logo

Welcome to your best resource for Westbrook’s history!  

This application offers three different digital tours of Westbrook, all in one package. You can travel whichever direction you prefer for all three tours, and you will never have to leave the safety of the sidewalks.  

Download the Historical Walking Tour app from Google Play now!

Use your QR scanning application or click in the image to be directed to the website and look for the Westbrook Walking Tour image matching that at the left.

App QRapp screenshot


Choose one of three great walking tours:

  1. Boston Post Road
  2. Old Clinton Road
  3. Seaside Avenue
boston post rd route

This tour travels along Boston Post Road, from the Westbrook Historical Society on the town green to Water’s Edge Resort and Spa. This short walk borders the Boston Post Road and passes the Westbrook Public Library and the Post Office as well as the Oxford Academy School, which dates back to the 18th century. It ends at the Water’s Edge Resort and Spa, the only five-star resort in Connecticut. You can enjoy a cup of coffee or tea at Julie’s Cup of Joe on your way back to the Town Center. You can choose whether to start your tour at the Historical Society or at Water’s Edge. Simply scroll to the end of the tour and work your way to the beginning.

This tour takes a leisurely 25-30 minutes, and it is 0.70 miles long.


Boston Post Rd QR Opens in new window(Scan or Click To Continue)

These walking tour routes were designed and researched by Juliana Fabrizi, a Girl Scout and 18-year resident of Westbrook. She created the tours for her Girl Scout Gold Award in 2020.Girl-Scouts-Logo