Happening every third Sunday of the month May-October
11am-4pm on Main Street, Rockland, Maine!

May 18, 2025

Plants

June 15, 2025

Summer

July 20, 2025

Nautical

Sunday Stroll

August 17, 2025

Art

September 21, 2025

Wellness

October 19, 2025

Fall

Car-free and Carefree on Rockland’s Main Street

SUNDAY STROLL is a monthly event, created by Rockland Rolls and our community, focused on re-envisioning Rockland's Main Street as a community gathering space. For this event we open Main Street to pedestrians, vendors, artists and performers to inspire and foster sustainability, creativity, community, inclusivity, and wellness through interaction and engagement.

Rockland Rolls and Rockland Main Street are excited to announce that our 2025 Sunday Stroll season will begin on Sunday, May 18 with a PLANTS theme and will take place the 3rd Sunday of the month May-October. Themes and dates include 5/18 PLANTS, 6/15 SUMMER, 7/20 NAUTICAL, 8/17 ART, 9/21 WELLNESS, and 10/19 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 will be temporarily closed to motorized traffic between Park Street and Glovers Passage (Ada’s Kitchen) from 11am until 4pm on the 3rd Sunday of the month. Visitors will be 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 getting involved as a volunteer 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.

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.

City Chat

Meet our City Councilors and find out more about what's going on in town.

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.

Makers Market

Local vendors will be set up in the street offering handmade goods.

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.

Scavenger Hunt

Discover downtown businesses in the hunt for different prizes each month.