Vineyard Classic 5k 2026 — Oak Bluffs, MA

Date
August 11, 2026
Location
Oak Bluffs, MA
Venue
Chapman Avenue
Start Time
9:00 AM
Entry Fee
$40.00
Events
Vineyard Classic 5k
Includes
T-Shirt
Register NowRegistration Open

The Vineyard Classic 5K takes place on August 11, 2026, in Oak Bluffs, Massachusetts, on Chapman Avenue. This 5K running event starts at 9:00 AM and costs $40 to enter. The race offers a straightforward distance option for runners looking to compete in a local New England event during mid-summer. If you're traveling to Martha's Vineyard for the race, you'll want accommodation within reasonable driving distance of the Chapman Avenue start point to make the early morning start manageable.

From the Race Organizer
The Vineyard Classic 5k is an annual event held in Oak Bluffs, Marthas Vineyard. This year, it will take place on August 11th, from 9:00 am to 12:00 pm. Race bibs, shirts and post race refreshments will be provided. Our route takes us through the historic town of Oak Bluff's, along the Town Beach for a refreshing seaside breeze, and ends amongst the towns open air markets. Proceeds will be donated to a local charity on the island as well as the host non-profit, Torchline Foundation. Come out for the event, bring your family and move your body in a healthy way!

Hotels Near This Race

Find accommodation close to the start line in Oak Bluffs, MA. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.

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Vineyard Classic 5k 2026 — Oak Bluffs, MA

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Race Travel Insurance

Don't forget travel insurance for August 11.

You've trained for months and booked a trip to Oak Bluffs, MA. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.

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Frequently Asked Questions

When is Vineyard Classic 5k 2026 — Oak Bluffs, MA?

Vineyard Classic 5k 2026 — Oak Bluffs, MA takes place on August 11, 2026. The race is held in Oak Bluffs, Massachusetts.

Where is Vineyard Classic 5k 2026 — Oak Bluffs, MA held?

Vineyard Classic 5k 2026 — Oak Bluffs, MA is held at Chapman Avenue in Oak Bluffs, Massachusetts.

Where can I find hotels near Vineyard Classic 5k 2026 — Oak Bluffs, MA?

RaceHotelFinder shows hotels sorted by distance from the race venue in Oak Bluffs. Use the map or list view on this page to compare options and book race weekend accommodation.