Your 2026 Challenge Starts ANYTIME YOU'RE READY! Our goal is to raise $50,000 for Beautiful Together Animal Sanctuary (this is the return route for the Boston to Bar Harbor Challenge) Six months to complete! Join over 6,500 challengers and experience New England on an epic city-by-city expedition from Bar Harbor to Boston. Along the way, you will earn milestone badges for each major city/landmark in the across New England. Make no mistake, this virtual challenge will test you! But don't fret, as we will motivate you along the way! All challengers receive a limited edition Bar Harbor to Boston T-Shirt, a gorgeous Finisher's Medal, a complimentary window sticker and a custom Pre-Race Bib, as well as Live Map Tracking of your progress, a Challenger's Leaderboard, a digital Finisher's Certificate with your stats and access to our Challenger's Community on Facebook. Live Map Progress Tracking! You will be able to see your progress along the route as you enter your mileage! Our live map trac
Hotels Near This Race
Find accommodation close to the start line in Anywhere, MA. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.
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Bar Harbor to Boston Annual Challenge 2026 — Anywhere, MA
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Race Travel Insurance
Don't forget travel insurance for January 15.
You've trained for months and booked a trip to Anywhere, 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
