- Westbrook Bicentennial Celebration
- Westbrook Together Days
- Run the 'Brook 5k Race
- Summer Concerts in the Park
- Maine Market
- Westbrook Strong 5k & Matt's Mile Kids Race
- Tough Mudder
- Halloween on Main Street
- Westbrook Winter West Festival
The Westbrook Together Days festival is held annually at the very end of May or the first weekend in June. This is a must attend event that celebrates our sense of community by bringing our community together to celebrate all that is great about Westbrook! There is a huge parade, live music, lots of food, amusement rides and many activities for the kids!
Another part of Westbrook Together Days is the annual Run the 'Brook 5k event! Participate to win prizes or come watch people walk/run this 5k that starts at Riverbank Park and runs along the Presumpscot River!
Summer concerts in the park series
Something new is happening in Westbrook and it's called The Maine Market - This is a new weekly event being held by the Westbrook-Gorham Chamber of Commerce and will be held every Saturday from mid-July to the beginning of October from 8am - 1pm. Come shop for many items from Maine Artists, enjoy some local food, listen to great music and watch a variety of entertainment!
Help raise scholarship money by participating in the Westbrook Strong 5k & Matt's Mile Kid's Race in memory of Matt Rairdon. Takes place July 16th, 2016.
The Tough Mudder event has been hosted right here in Westbrook in 2014 & 2015!! Sunset Ridge Golf Links will again be the host for the 2016 event! Upwards of 25,000 people will either participate or come to watch this epic event! Don't miss it!!
Halloween on Main Street is put on annually by the Westbrook-Gorham Chamber of Commerce and is held in downtown Westbrook. The City shuts down Main Street to allow kids of all ages to show their best costumes and win prizes! Lots of businesses participate too by handing out candy to all who venture out!
Westbrook’s Winter West Festival kicked off in 2013 and has become an annual event held in January that has a variety of family centered activities bringing people together from around the region. Check out this video to see highlights of the 2014 event!
The beautiful 1,000 seat Performing Arts Center plays host for many major musical and theatrical events.