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.