Pick #1: Â Gloucester Harbortown Arts FestivalÂ
Harbortown Arts Market is an eclectic marketplace of New England’s vibrant indie-maker scene, featuring more than forty of the best designers, artists, and vintage curators from Cape Ann and beyond. Happening on Gloucester’s working waterfront in the heart of the city, this market features FREE PARKING, gourmet food trucks, exceptional harbor views, as well as proximity to the outstanding food, galleries and special events of the city’s Harbortown Arts Festival happening Memorial Day Weekend.
The Harbortown Arts Market is happening Saturday, May 28th, from 10AM to 4PM, at 65-67 Rogers Street in Gloucester. It is a co-production of Harbortown Cultural District, Rusty and Ingrid Creative Company of Gloucester, and Mill Gypsies, and it is a part of the Harbortown Arts Festival.
Etsy Mill Gypsies are an eclectic caravan of artists, makers and vintage dealers who travel to converted, artist/retail mills throughout New England. We bring awareness and a sense of community to the amazing mills we visit! The Gypsies are making a special appearance at the Harbortown Arts Festival in downtown Gloucester, MA.



Pick #2: Free Family Fun Fest at Wolf Hollow
Free Family Fun Fest
Sunday, May 29th, 2016 (11am – 3pm)
Make your Memorial Day weekend truly memorable! Bring the whole family to howl with the wolves for FREE!
Guests will enjoy:
- One of a kind, educational presentations every hour.
- Fun games & activities for children of all ages.
- Delicious pizza from the Ipswich House of Pizza.
- Refreshing snowcones from the amazing Kona Shaved Ice Truck.
- AND Free samples, for Mom & Dad, from the Ipswich Ale Brewery.
Overflow parking will be directed to the side of Route 133 West
Pick #3: Â Opening Weekend at Maritime Gloucester
Still and forever a favorite! Â Maritime Gloucester opens this weekend and you should really make a point to stop on by. Â So much to see and do for a variety of ages and one of my favorite gift shops ever….not to mention the incredibly easy-on-the-wallet price of admission!
Check out Maritime Gloucester HERE

As always for a more comprehensive list of family activities, please visit our friends at North Shore Kid




