Happening every third Sunday of the month, May-October
11 am-3 pm on Main Street, Rockland, Maine!
Car-free and Carefree on Rockland’s Main Street
SUNDAY STROLLS is a monthly event, created by Rockland Rolls and our community—in partnership with Rockland Main Street, and the City of Rockland—focused on re-envisioning Rockland's Main Street as a community gathering space. Main Street is opened to pedestrians, vendors, artists, and performers to inspire and foster sustainability, creativity, community, inclusivity, and wellness through interaction and engagement.
Rockland Rolls, Rockland Main Street, and the City of Rockland are excited to announce that our 2026 Sunday Strolls season will begin on Sunday, May 17
Themes and dates include:
May 17: PLANTS
Jun 21: SUMMER
July 19: NAUTICAL
August 16: ART
September 20: WELLNESS
October 18: FALL
Sunday Strolls are an opportunity for the community to gather, bike, walk, create, shop, and play on a re-envisioned Main Street. The street is closed to motorized traffic between Park Street and Glovers Passage (Ada’s Kitchen) from 11 am until 3 pm. Visitors are able to view performances, take part in activities, and enjoy the expanded outdoor space of the downtown and its businesses.
This is a 100% community driven event that is free and open to the public. Sunday Stroll is created by a small group of individuals who have a vision for downtown as a gathering place that fosters creativity and engagement. If you are interested in volunteering or your business would like to participate, contact us today.
Hope to see you on the street!
ACTIVITIES
Themed Activities
Explore the theme of the month with local experts, from plant swaps, gardening talks, fitness demonstrations and trivia to collaborations with local organizations including Rockland PRIDE, the Island Institute and the Center for Maine Contemporary Art.
City Chat
Meet our City Councilors and find out more about what's going on in town.
Makers Market
Local vendors will be set up in the street offering handmade goods.
Community Booths
Join local community groups in interactive activities while learning about their organizations, including AIO Food & Energy Assistance, The Landing Place - Homeworthy Youth Services, Knox Clinic, Good Tern Co-Op and more.
Murals On Main
Sidewalk chalk will be out in force at two locations along Main Street. Come add your artistic talents as we turn the black asphalt into a colorful mural.
Live Music
The Ruckus Music Stage will have live performances throughout the day, with people dancing IN the street.
Games
Loads of lawn games will be set up for participants of all ages. Pickleball, Cornhole, Giant Jenga etc.
