Best Art Gallery: Michael Blanchard Inspirational Photography/The Crossroads Gallery
93 Dukes County Avenue, Oak Bluffs, 617-448-3934, blanchardphotomv.com
Runner-up: Kara Taylor Gallery
24 South Road, Chilmark, 508-332-8171, karataylorart.com
Photographer Michael Blanchard focuses his lens on idyllic Vineyard scenes, from moonrises over East Chop to Aquinnah sunsets, the sort of photographs that soothe the soul. He also donates a portion of his artwork to benefit Island service organizations. Kara Taylor’s Chilmark gallery showcases her mixed-media and oil paintings.
Best Bait and Tackle Shop: Coop’s Bait & Tackle
147 Edgartown–West Tisbury Road, Edgartown, 508-627-3909, coopsbaitandtackle.com
Runner-up: Dick’s Bait & Tackle
108 New York Avenue, Oak Bluffs, 508-693-7669
When fishermen grow tired of their solitary pursuits, they gather at Coop’s for the family-run shop’s wide range of products and to compare catch sizes with the knowledgeable staff. Another Island institution, Dick’s Bait & Tackle has everything you need to fill your tackle box.
Best Children’s Clothing: Basics Clothing Company
24 Circuit Avenue, Oak Bluffs, 508-524-3999, basicsandeastaway.company.site
Runner-up: Rainy Day
66 Main Street, Vineyard Haven, 508-693-1830, rainydaymv.com
Smart and stylish parents shop at Basics, where onesies, sweaters, slacks, socks, and sundresses all fall under the category of “playground chic.” Rainy Day has a large pajama selection, perfect for lounging.
Best Flowers: Morrice Florist
149 State Road, Vineyard Haven, 508-693-0392, morriceflorist.com
Runner-up: Flowers by Donaroma’s
270 Upper Main Street, Edgartown, 508-627-8366, flowersbydonaromas.com
Each bouquet that florist/owner Emily Coulter creates is unique, and the services she offers go way beyond everyday arrangements. Morrice Florist also offers wedding and event flowers, home goods, gift items, and plants. Flowers by Donaroma’s has a large selection that will make your heart bloom.
Best Furniture/ Home Goods Store: Vineyard Decorators
35 Airport Road, West Tisbury, 508-693-9197, vineyarddecorators.com
Runner-up: LeRoux at Home
62 Main Street, Vineyard Haven, 508-693-0030, lerouxkitchen.com
The fantastic customer service at Vineyard Decorators only enhances the browsing or buying experience, whether you’re shopping for beds, sofas, coffee tables, rugs, bar carts, floor lamps, window treatments, coolers, or patio furniture. LeRoux is the go-to spot for kitchen wares.
Best Garden Center/Nursery: Jardin Mahoney
45 Edgartown–Vineyard Haven Road, Oak Bluffs, 508-693-3511, jardinmahoneymv.com
Runner-up: Donaroma’s
270 Upper Main Street, Edgartown, 508-627-3036, donaromas.com
Whether you’re in search of daffodil bulbs in spring or a Christmas tree come December, Jardin Mahoney has you and your barren patch of soil covered. The expert team also offers gardening and landscaping advice. Donaroma’s provides irrigation and lighting services in addition to everything else for your yard.
Best Gift Shop: Rainy Day
66 Main Street, Vineyard Haven, 508-693-1830, rainydaymv.com
Runner-up: C’est La Vie
51 Circuit Avenue, Oak Bluffs, 508-693-6181, facebook.com/cestlaviemv
Everyone deserves a gift, so Rainy Day has something for everyone. The well-chosen inventory includes local items, a kids’ section, clothing, and dishware. C’est La Vie has an eclectic mix of high-quality items and personable service.
Best Hardware Store: Shirley’s Hardware
374 State Road, Vineyard Haven, 508-693-3070
Runner-up: Granite
242 Edgartown–Vineyard Haven Road, Edgartown, 508-627-3232, granitestores.com
Pet supplies, patio furniture, potting soil, pliers – Shirley’s Hardware is a one-stop shop for all your needs, and some things you didn’t know you needed. Granite’s general store–style inventory includes lots of toys, tools, and arts and crafts supplies.
Best Jeweler: CB Stark Jewelers
53A Main Street,
Vineyard Haven,
508-693-2284
10 Main Street, Edgartown, 508-627-1260,
cbstark.com
Runner-up: Claudia
51 Main Street,
Edgartown, 508-627-8306
34 Main Street,
Vineyard Haven, 508-693-5465,
claudiamv.com
For more than fifty years, CB Stark Jewelers has been adorning generations of Island residents and visitors with custom pieces, fine jewelry, and Vineyard charms. Claudia, another longtime favorite, has a carefully curated collection, including accessories and perfumes.
Best Men’s Clothing: The Green Room
71 Main Street, Vineyard Haven, 508-693-6888, vineyardsurf.com
Runner-up: Sundog
41 Main Street, Edgartown, 508-627-5254
Going surfing, then out for dinner? The wide selection and savvy staff at The Green Room will outfit you for both and just about any other occasion. You can even pick up a surfboard too. Sundog specializes in men’s clothing, with eclectic Hemingway-meets-the-beach décor to boot.
Best New Store/Business: Rosebud
10 South Summer Street, Edgartown, 774-549-9784, rosebudkid.com
Runner-up: The Glasshouse
24 Union Street, Vineyard Haven, 508-693-0024, theglasshousema.com
The most stylish new kid on the block is Rosebud, a shop filled with high-end children’s clothing, good books, tiny trucker hats, adorable toys, and keepsakes. The Glasshouse gift shop is almost a museum in itself, with one-of-a-kind antiques, clothing, home décor, and curiosities.
Best Pharmacy: Leslie’s Drug Store
65 Main Street, Vineyard Haven, 508-693-1010, lesliesdrugstore.com
Runner-up: Conroy Apothecary
459 State Road, West Tisbury, 508-693-7070, conroyapothecary.net
Leslie’s brands itself as a modern pharmacy with old school values. Reliable pharmacists remember your face, and the smiley staff members always have answers to your questions. Conroy Apothecary is a full-service pharmacy with a drive-thru.
Best Shoes: The Green Room
71 Main Street, Vineyard Haven, 508-693-6888, vineyardsurf.com
Runner-up: Basics Clothing Company
24 Circuit Avenue, Oak Bluffs, 508-524-3999, basicsandeastaway.company.site
Stylish rain boots for spring, sandals for summer, sneakers for every day. With brands such as Hunter, Adidas, and Birkenstock, The Green Room is good for the sole. Basics has everything you need for work or play and carries kids’ shoes, too.
Best Women’s Clothing: The Green Room
71 Main Street, Vineyard Haven, 508-693-6888, vineyardsurf.com
Runner-up: Basics Clothing Company
24 Circuit Avenue, Oak Bluffs, 508-524-3999, basicsandeastaway.company.site
A one-stop shop for Vineyard chic, The Green Room offers popular brands such as Patagonia, Free People, Barbour, Levis, and Mother Denim. Basics stocks sportswear, jeans, and dressier items, many reasonably priced.
