Katie O' Grady

Start with breakfast at the Driftwood Coffee Shop. It's a throwback old school Southport luncheonette, serving up delicious food in booths and round leather bar stools. Or just around the corner, have a cozy fall/winter brunch by the fire at the Gray Goose, a popular neighborhood haunt from morning til night. I get the corn flake french toast with local apples, cinnamon & vanilla bean butter. OH yes! At nighttime, this same spot heats up with a thirsty crowd enjoying cocktails on the front porch and inside at the bar.

October 1st to March 31st, dogs and horses are allowed to roam free on Fairfield’s beaches, parks and hiking trails. Lake Mohegan is 170 acres of Fairfield-owned trails and lake access for hiking and swimming, during the summer months. I take my dog here in the fall and spring and do two quick laps around the lake to tire her out as a daily workout.