Oak Bluffs Marina and Harbor in Winter: A Walking Guide
Oak Bluffs Harbor in winter: empty marina, gingerbread cottages, year-round restaurants, and a quiet walking route through town.
Guides and pages
Fishing on Martha’s VineyardDiscover fishing on Martha’s Vineyard including surfcasting, fly fishing, charters, seasons, species, and loca...→Menemsha, Martha's Vineyard: Fishing Village, Seafood and SunsetsExplore Menemsha on Martha’s Vineyard, a historic fishing village known for its lobster shacks, the working ha...→Martha's Vineyard Events 2026: What's OnUpcoming Martha's Vineyard events with verified 2026 dates: Grand Illumination, the Ag Fair, the Derby, firewo...→Top Outdoor Activities on Martha's VineyardTop outdoor activities on Martha's Vineyard: hiking, biking, kayaking, fishing, wildlife, scenic trails, and s...→Martha's Vineyard Activities: Outdoors, Tours and FunThings to do on Martha's Vineyard: hiking trails, bike routes, sailing, fishing, beaches, walking tours, and s...→RestaurantsComplete Martha's Vineyard restaurant guide: 68+ restaurants across all six towns with hours, prices, and seas...→Events
81st Striped Bass and Bluefish DerbyFive weeks of the island’s fishing tournament, run every fall since 1946.September 13 – October 17 · Island-wideDerby Awards CeremonyThe 81st Derby hands out its prizes, including the grand-prize key ceremony.October 18 · Oak BluffsOak Bluffs Harbor in winter: empty marina, gingerbread cottages, year-round restaurants, and a quiet walking route through town.
Lagoon Pond Road and Beach Road connect Vineyard Haven to Oak Bluffs via the $52M drawbridge, passing a 570-acre estuary, Wind's Up!, and MV Hospital.
Read More: Lagoon Pond Road and Beach Road: Vineyard Haven to Oak Bluffs (2026)Lake Tashmoo Town Beach in Vineyard Haven sits where a freshwater lake meets Vineyard Sound. Calm waters, soft sand, and a relaxing island escape.
Read More: Lake Tashmoo Town Beach, Vineyard HavenMV shopping by town: Bunch of Grapes, Vineyard Vines origin story, Black Dog history, glassblowing, thrift shops, and no chain stores.
Read More: Martha's Vineyard Shopping Guide: Best Stores in Every Town (2026)Dates, the lighthouse lighting, the Main Street parade, winter ferries and who is open: a fact-checked local guide to the island's biggest December weekend (Dec 10-13, 2026).
Read More: Christmas in Edgartown 2026: The 45th Festival Weekend, Planned RightThinking about a September or October visit? Good call. A friendly heads-up on what shifts after Labor Day 2026: the ferry switch to Vineyard Haven, each boat's last day, what stays open through Columbus Day, and how far room rates fall.
Read More: Martha's Vineyard After Labor Day (2026): The Ferry Switch, What Stays Open and What It CostsWhere to photograph Martha's Vineyard, by subject and by light: the five lighthouses and their best hours, the working harbors, the ferries, the gingerbread cottages, the Aquinnah cliffs and the rules that protect them, the up-island stone walls, the Jaws bridge, Mytoi and Menemsha Hills, seasons and weather, and the drone, cliff and private-beach rules, illustrated with our own photographs.
Read More: Martha's Vineyard Photo Spots: Where and When to Photograph the Island, by a Local (2026)Mytoi, the Japanese garden on Chappaquiddick: how to get there on the Chappy ferry, the 15-car lot, hours and admission by season, the pond and bridge, birch walk and camellia dell, the story of Hugh Jones, Mary Wakeman and the rebuild after Hurricane Bob, rules, accessibility and when to go.
Read More: Mytoi Japanese Garden, Chappaquiddick: Hours, Admission, History and How to Get There (2026)Felix Neck Wildlife Sanctuary in Edgartown: the four easy trails and what each passes, the ospreys, the butterfly garden, hours and admission, Mass Audubon's kayak tours and prices, accessibility, the Wampanoag and Smith-farm history, and when to go.
Read More: Felix Neck Wildlife Sanctuary, Edgartown: Trails, Ospreys, Kayak Tours and What to Know (2026)Who summered where on Martha's Vineyard, and what a visitor can actually see: Eisenstaedt's Menemsha, Benton's Chilmark, Cronkite's Edgartown harbor, Styron and Buchwald in Vineyard Haven, McCullough and Katharine Graham in West Tisbury, Belushi's grave at Abel's Hill, and the Onassis farm in Aquinnah that opened to the public in 2025. Public places named, private homes left alone.
Read More: The Vineyard's Famous Summer People: Who Lived Where, and What You Can Still See (2026)MV packing list: tick protection (Lyme at 11x state avg), cash for Chappy Ferry, light jacket for July evenings, and what to rent not bring.
Read More: What to Pack for Martha's Vineyard: The Complete Checklist (2026)Is Martha's Vineyard a dry island? Town by town: Chilmark is fully dry and BYOB, West Tisbury and Aquinnah pour beer and wine with meals, Vineyard Haven serves full liquor but has no liquor store, and only Oak Bluffs and Edgartown have package stores. Corkage, beach rules, the ferry and the state laws, checked September 2026.
Read More: Is Martha's Vineyard a Dry Island? Alcohol Rules, BYOB and Package Stores Town by Town (2026)Photos and stories
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