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
Head inside Granary Gallery’s iconic red barn, then out to its sunny, sculpture-filled courtyard for paintings, drawings, and photography by well-known and emerging artists. Featherstone nurtures the Island art scene with rotating themed exhibits featuring works from local artists.
Best Bait & Tackle Shop: Dick’s Bait & Tackle
108 New York Avenue, Oak Bluffs, 508-693-7669
Runner-up: Coop’s Bait & Tackle
147 Edgartown–West Tisbury Road, Edgartown, 508-627-3909
Plugs, jigs, spinners. Rods, reels, nets, and bait. Whatever it is you need to catch the big one, Dick’s Bait & Tackle has it inside their brand new shop. Coop’s Bait & Tackle can also get you geared up and headed to the water in no time.
Best Children’s Clothing: Basics Clothing Company
24 Circuit Avenue, Oak Bluffs, 508-693-8819
Runner-up: Rainy Day
66 Main Street, Vineyard Haven, 508-693-1830
12 North Water Street, Edgartown, rainydaymv.com
Stylish, unfussy, and built for the rhythm of real childhood, Basics stocks the essentials for everyday dressing from brands such as UGG and Under Armour. From playtime to downtime, Rainy Day has curated a collection of kid-approved classics from Hatley.
(TIE) Best Flowers: Flowers by Donaroma’s/Aubrey Maria Designs/Juniper
270 Upper Main Street, Edgartown, 508-627-8366, flowersbydonaromas.com
Morrice Florist
149 State Road, Vineyard Haven, 508-693-0392, morriceflorist.com
Runner-up: Morning Glory Farm
120 Meshacket Road, Edgartown, 508-627-9003, morninggloryfarm.com
With 135 years of experience in the floral business combined, it’s no wonder that Flowers by Donaroma’s/Aubrey Maria Designs/Juniper and Morrice Florist are sharing the top honor this year for Best Flowers. Both can craft arrangements for any occasion, from weddings to birthdays. At Morning Glory, pick up mixed blooms to brighten your home.
Best Furniture/Home Goods Store: Vineyard Decorators
35 Airport Road, West Tisbury, 508-693-9197, vineyarddecorators.com
Runner-up: Chicken Alley Thrift Shop
38 Lagoon Pond Road, Vineyard Haven, 508-693-2278, chickenalley.org
From textured throws and timeless tableware to statement furniture and one-of-a-kind accents, Vineyard Decorators is where beautifully curated home goods meet everyday living. Chicken Alley Thrift Shop is a treasure trove of the unexpected.
Best Garden Center/Nursery: Jardin Mahoney’s Garden Center
45 Edgartown–Vineyard Haven Road, Oak Bluffs, 508-693-3511, jardinmahoneymv.com
Runner-up: Donaroma’s
270 Upper Main Street, Edgartown, 508-627-8366, donaromas.com
Don’t have a green thumb? It doesn’t matter when you enlist the help of staff at Jardin Mahoney’s Garden Center. They’ll guide you to the right flowers, shrubs, and trees to make your property verdant and vibrant. Donaroma’s also has all the plants and expertise you could need.
Best Gift Shop: Rainy Day
66 Main Street, Vineyard Haven, 508-693-1830
12 North Water Street, Edgartown, rainydaymv.com
Runner-up: The Beach House
30 Main Street, Vineyard Haven, 508-693-6091, thebeachhouseofmv.com
It’s always sunny inside Rainy Day. Find hydrangea-printed bags, mermaid bottle openers, and Island-themed accessories, as well as more down-to-Vineyard gifts for family and friends. Pop down the street to the Beach House for one-of-a-kind, internationally crafted houseware products.
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
Paint? Appliances? Toy Volkswagen vans? Granite has got you covered. The all-purpose hardware and general store in Edgartown has shelves filled with all your home, lawn, and life needs. For tools, equipment, and expert advice, head to Shirley’s in Vineyard Haven.
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
Since the beginning, humans have adorned themselves in one way or another. Keep the tradition going with a special piece – Vineyard-shaped or not – from CB Stark Jewelers. Claudia provides a dazzling array of jewelry by local artisans and noted designers.
Best Men’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
If you want to both feel good and look good, the Green Room stocks comfortable, functional, and stylish clothing from brands such as Faherty and Tommy Bahama. Basics Clothing Company has all the building blocks for a classic, comfortable wardrobe from Carhartt or Helly Hansen.
Best New Store/Business: Oso
33 Circuit Avenue, Oak Bluffs, 508-207-2915, instagram.com/osoclothingmv
Runner-up: Second Nature at Eden
427 State Road, Vineyard Haven, 508-627-6594, secondnaturedesignsmv.com
Oso honors its predecessor, The Laughing Bear, while carving out its own space in fashion. Under owner Erin Tiernan, shopping isn’t just for buying clothes, it’s a therapy session. Stop by Second Nature at Eden for garden needs and to peruse the She-Shed, which features owner Renee Clermont’s own take on home goods.
Best Pharmacy: Conroy Apothecary
459 State Road, West Tisbury, 508-693-7070, conroy-apothecary.com
Runner-up: Stop & Shop Pharmacy
245 Edgartown–Vineyard Haven Road, Edgartown, 508-627-5107, pharmacy.stopandshop.com
At Conroy’s, it’s all in the mix: prescriptions, wellness essentials, beauty products, and even a delightful selection of stuffed animals. For everyday ease and convenience, Stop & Shop remains a trusted Island staple.
Best Shoes: The Green Room Shoe Store
65 Main Street, Unit 13, Vineyard Haven, 508-693-6888 ext. 15, greenroommv.com
Runner-up: Brickman’s of Martha’s Vineyard
8 Main Street, Vineyard Haven, 508-693-0047, brickmans.com
Always a step ahead, the Green Room Shoe Store pairs on-trend style with all-day comfort, carrying quality brands such as Hoka, Blundstone, and Back 70. Brickman’s offers a wide selection of all-weather shoes to keep your feet covered, rain or shine.
Best Women’s Clothing: The Green Room
71 Main Street, Vineyard Haven, 508-693-6888, greenroommv.com
(TIE) Runners-up: Bryn Walker
16 Main Street, Vineyard Haven, 508-693-8340, brynwalker.com
Chicken Alley Thrift Shop
38 Lagoon Pond Road, Vineyard Haven, 508-693-2278, chickenalley.org
Polished when you need it, relaxed when you don’t, the Green Room offers quality and practical pieces that fit your lifestyle from brands such as Free People and MOTHER Denim. Tied for runner-up, Bryn Walker and Chicken Alley prove individual style can be both refined and unexpected.
