1. Jewelry
Henry C. Reid & Son
This fine jewelry store is more than a multigenerational business; it’s part of the story of Fairfield. Everyone knows the owners and their families, who involve themselves deeply in town—that’s a real plus when you are ready to select diamond earrings or a designer watch. You’ll find a gorgeous collection and trustworthy, expert help.
1591 Post Rd., 203-255-0447
2. Food
Chef’s Table
The classic rock vibe makes Chef’s Table a completely chill place to enjoy an uncommonly good, super-fresh bite—good luck choosing from wrap sandwiches, paninis, burritos, fruit smoothies, the salad bar, the coffee bar, and so forth. Enjoy live music on certain days. Unwind at this authentically cool place in town.
1561 Post Rd., 203-255-1779
3. Fashion
Apricot Lane
You’ll be surprised what you find at Apricot Lane. You’ll see something across the store and—there it is!—the perfect piece for that cocktail party, to complete your favorite outfit, or that piece you didn’t know was missing until you saw it. Trendy fashions and accessories tend to have that effect on moms and their teen daughters.
1499 Post Rd., 203-292-9888
4. Fashion
Chic Jolie
This new kid on the block has a way of fitting right in. Is it the French flair for casual elegance? Make staying on trend look effortless with Chic Jolie’s selection of feminine clothing and jewelry.
1215 Post Road, Brick Walk Promenade, 203-341-0711
5. Books
Fairfield University Bookstore
This shop is not just for students at Fairfield University. Sure, you’ll find complex texts here, but you’ll also find a wide selection for the whole family, including children’s books. The store also hosts special events, like live music, art work, kids story telling, author lectures, and more. Plus, it offers an air-conditioned window seat (with fresh iced-coffee) of all the passersby in downtown.
1499 Post Rd., 203-255-7756
6. Swimwear
Swim ’n Surf
This little boutique has a surprisingly good selection of beachwear, from designer suits (fashion and sport) as well as cover-ups, sundresses, hats, bags, and sandals. Adorable kids’ stuff too!
43 Unquowa Rd., 203-292-6351
7. Treats
Sweet Rexie’s
Clean, bright, contemporary, and decked out with all kinds of sweet treats, Sweet Rexie’s is the place to satisfy your sweet tooth. Choose from a colorful selection of jellybeans, gummies, licorice, chocolate and more. Ice cream, anyone?
1552 Post Rd., 203-254-3254
8. Crafts & More
The Pink Pom-Pom Project/a little square
This store is a contemporary wonderama for people of all ages who not only love crafts and dashing glitter on things but also want to make a difference in the lives of people affected by cancer (special projects here support survivors). It’s a mix of super-stylish children’s fashions, toys, crafts and supplies, and workshops—and 100 percent uplifting.
1981 Post Rd., 203-955-1099
9. Fashion
La Moda
Hot designs from New York City and LA are selected by boutique owner Mary Scasino with an eye to suit and flatter fashion-savvy Fairfield County women. With a passion for color, fabric, and contemporary design, Mary curates a tasteful collection.
1434 Post Rd., 203-254-2112
10. Accessories
Eliza B
Embrace the preppy! Head to Eliza B to find adorable sandals in crisp whites and poppy colors that are just so coastal New England. Everything here exhibits timeless taste and discerning quality with a fresh feel. All of the accessories—purses, headbands, belts, dog collars—are charming.
17 Sanford St., 203-259-1000