Best Art Gallery: Granary Gallery
636 Old County Road, West Tisbury, 508-693-0455, granarygallery.com
Runner-up: Featherstone Center for the Arts
30 Featherstone Lane, Oak Bluffs, 508-693-1850, featherstoneart.org
With room after room of art, antiques, and fine crafts, the Granary Gallery represents some of the Vineyard’s finest painters, photographers, and sculptors alongside regional, national, and international artists. At Featherstone, art exhibitions are hosted in the Francine Kelly Gallery throughout the year and feature various themes and topics.
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
Whether you’re heading to Coop’s to pick up fishing gear, register for the Derby, or chat about the best (and worst) spots and conditions, legendary
owner Cooper Gilkes will provide what you need. Dick’s has great inventory, from fresh bunker and squid bars to tuna reels and rod carriers.
Best Children’s Clothing: Basics Clothing Company
24 Circuit Avenue, Oak Bluffs, 508-693-8819, basicsandeastaway.company.site
Runner-up: Rainy Day
66 Main Street, Vineyard Haven, 508-693-1830 12 North Water Street, Edgartown, rainydaymv.com
No matter how fast your little one grows, Basics Clothing Company has you and your kid covered with pajamas, play clothes, and jackets for any season and any age. Rainy Day sells high-quality kids’ wear at affordable prices.
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
The beauty of botanicals shines through in Morrice Florist arrangements. Unique combinations of flowers and grasses lend an elegant and naturalistic look, perfect for weddings, high-end events, or at-home enjoyment. A staple of the Island floral scene, the legion of florists at Donaroma’s can supply a bouquet for any occasion.
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
A trip to Vineyard Decorators in search of the perfect furnishing may just inspire you to build an addition to fit all the great items on display. At LeRoux at Home, you’ll find kitchenware for every need and budget, as well as Vineyard-made specialty products.
Best Garden Center/Nursery: Donaroma’s
270 Upper Main Street, Edgartown, 508-627-3036, donaromas.com
Runner-up: Jardin Mahoney’s Garden Center
45 Edgartown–Vineyard Haven Road, Oak Bluffs, 508-693-3511, jardinmahoneymv.com
Donaroma’s year-round garden center – filled with plants, flowers, and gifts – blossoms each spring into a full-service nursery. Stop by for Island-grown perennials. Jardin Mahoney stocks gardening and landscaping necessities, from seeds and pots to shrubs and soil.
Best Gift Shop: Rainy Day
66 Main Street, Vineyard Haven, 508-693-1830 12 North Water Street, Edgartown, rainydaymv.com
Runner-up: Alley’s General Store
1045 State Road, West Tisbury, 508-693-0088, vineyardtrust.org
Are you in need of an Island-themed welcome gift for guests? A sequined jacket for your little princess? A scented lotion to soothe your soul? Rainy Day is the place you’ll find it. Pop into Alley’s – “dealers in almost everything” – to replace a gardening tool, pick up gourmet snacks, or buy your favorite newspaper.
Best Hardware Store: Granite
242 Edgartown–Vineyard Haven Road, Edgartown, 508-627-3232, granitestores.com
Runner-up: Shirley’s True Value Hardware
374 State Road, Vineyard Haven, 508-693-3070, stores.truevalue.com/ma/vineyard- haven/3261
Granite might be the closest thing the Island has to a retail giant. Need a craft supply? Kitchenware? A blanket? Knitting needles? You’ll find them all there, plus a full floor of hardware requisites: light bulbs, solvents, tools, painting equipment, birdhouses, and garden supplies. Shirley’s is a go-to spot for home improvement devices and accessories.
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, claudia.jewelry
Now in its fifth decade of business, CB Stark Jewelers continues to delight with Island charms depicting favorite local landmarks, including lighthouses and a map of the Vineyard. Claudia is filled with simple statements and high-end, one-of-a-kind pieces.
Best Men’s Clothing: The Green Room
71 Main Street, Vineyard Haven, 508-693-6888, greenroommv.com
Runner-up: Brickman’s of Martha’s Vineyard
8 Main Street, Vineyard Haven, 508-693-0047, brickmans.com
The Green Room has your body covered for every occasion, whether you require a comfy sweater, a colorful bathing suit, or a new pair of jeans. In business for more than a hundred years, Brickman’s has everything from casual shorts and tees to belts and socks.
Best New Store/Business: Aquila
17 Aquinnah Circle, Aquinnah, aquilamv.square.site
Runner-up: Act Two Second Hand Store
66 Main Street, Vineyard Haven, 508-338-2124, acttwosecondhandstore.org
Since opening in the spring of 2022, Aquila has already earned a dedicated following. The cozy spot at the Gay Head Cliffs offers hot and cold coffee and features the work of local artists and artisans. An even newer second location in Oak Bluffs (an outpost inside the YMCA) serves up smoothies and açaí bowls. Act Two Second Hand Store puts a high-end, curated spin on the old Island pastime of thrifting.
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, conroy-apothecary.com
The Island’s only remaining in-town pharmacy, Leslie’s has that old-fashioned drug store feel with a twenty-first-century twist: online prescription refills. Conroy Apothecary carries gifts and newspapers along with its prescription and over-the-counter offerings.
Best Shoes: The Green Room
65 Main Street, Unit 13, Vineyard Haven, 508-693-6888 x15, greenroommv.com
Runner-up: Brickman’s of Martha’s Vineyard
8 Main Street, Vineyard Haven, 508-693-0047, brickmans.com
Just a few doors down from their main retail store, the Green Room sells kicks to keep you hiking, swimming, or just walking around in the latest styles. Brickman’s began as a cobbler shop in 1913 and has, to the delight of customers, since grown into a full-service footwear destination.
Best Women’s Clothing: The Green Room
71 Main Street, Vineyard Haven, 508-693-6888, greenroommv.com
Runner-up: Basics Clothing Company
24 Circuit Avenue, Oak Bluffs, 508-693-8819, basicsandeastaway.company.site
The Green Room stocks trusted Island staples from much-loved brands, such as Barbour and Patagonia. A helpful staff, frequent deals, and a year-round schedule keep shoppers coming back every season. Per the name, Basics has everything you need for comfortable and stylish attire.
