Barbour 125th Anniversary Icons Beaufort Jacket (Also available via Tuckernuck) and Fleece-Lined Betty Vest c/o (Also available at Tuckernuck. It zips into most Barbour jackets! I also LOVE this Barbour vest and this one, too.) / J.Crew Factory Buffalo Plaid Shirt Jacket / Newer Cole Haan Riding Boots (These waterproof riding boots are awesome, too.) / Madewell Jeans (They’re GREAT.) / UGG GlovesKids’ Barbour Jacket (Also love this pink one!) / Emma’s Ralph Lauren Tartan Shirt and Equestrian Pants (She doesn’t ride, haha.) / Newer Carter’s Boots (We also love the Bunny!) / Emma’s Mittens and Hat / Lucy’s Plaid Dress (Newer version. The one she’s wearing was Emma’s!) / Lucy’s Corduroy Bows (We just velcroed them to the helmet.) / Lucy’s Booties / Mitch’s Barbour Jacket / Mitch’s Sweater, Sperrys, Jeans and Button-Down Shirt

This was my favorite day of this past fall. Every year, we drive up to the North Shore of Chicago to get out of the city, and we spend the day roaming around the little lakeside towns together. This was obviously our first trip with Lucy, so it was extra special this time.