A new school year requires a fresh set of clothes, lest students be accused of plagiarizing last year's jumpsuits. Invest in a new clothing curriculum with today’s Groupon: for $50, you get $100 toward clothing, accessories, and other gear at Darien Sport Shop in Darien. Customers must spend at least $100 when using this Groupon.

Purveying sporting goods and upscale clothing for 65 years, Darien Sport Shop stocks chic ensembles for the entire family from brands such as Diane von Fürstenberg, Lilly Pulitzer, and Patagonia. Parents can peruse grownup garments, such as a short-sleeved mesh Polo Ralph Lauren shirt ($85) or a BCBG sweater dress ($78), while building a back-to-school wardrobe for children with essentials such as The North Face Jester backpack ($55), which juggles textbooks and chuckles appreciatively at jokes scribbled in homework margins. Boys cut a dashing figure in Vineyard Vines khaki pants ($49.50) and Polo Ralph Lauren flannel shirts ($45); girls create cute outfits with Juicy Couture velour hoodies ($78) and 7 For All Mankind Second Skin legging jeans ($89). Darien Sport Shop guarantees free alterations for the life of each article of clothing to accommodate growth spurts and shrink attacks, and staff frequently doles out smiles in the form of lollipops for little shoppers.