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First Friday Art Walk
When: Friday, June 5, 2026
Where: Downtown Portland
What: Portland's galleries, museums, artists, and performers open their doors for a free evening of art, music, and community.
Summer Sunsets Live
When: Thursday, June 5, 2026 5p-9p
Where: Thompsons Point
What: Local food trucks, live music, cold drinks, and unbeatable sunset views.
https://thompsonspoint.com/event/summer-sunsets-live/2026-06-05
Portland Farmers' Market
When: Saturday Mornings 7a-1p
Where: Deering Oaks Park
What: One of Maine's most beloved farmers markets featuring local produce, flowers, baked goods, and artisans.
Falmouth Farmers Market
When: Thursdays 11a-3p
Where: Marine Park on Scranton Ave
What: Enjoy fresh local local produce, flowers, baked goods, and artisans.
Shipyard 1/2 Marathon & 5k
When: Saturday, June 6, 2026
Where: Old Port
What: Shipyard Old Port 1/2 Marathon & 5k. One of Portland's signature running events featuring scenic routes through the city and waterfront.
Farm Day at Skyline Farm
When: Sunday, June 7, 2026 11a-2p
Where: 95 The Lane, North Yarmouth
What: Farm Day is a community event celebrating farm life. There will be livestock, carriage rides, games and more.