Hell No! It’s Hudson Hill 2026 — Peekskill, NY

Date
January 1, 2026
Location
Peekskill, NY
Venue
55 Hudson Ave
Start Time
12:00 AM
Entry Fee
$25.00
Events
2026 Hudson Hill Challenge
Includes
T-Shirt
We all know it and hate it, that Strava segment that burns the legs and makes your heart pump. It's Taco Dive Bar Climb ! So here's the challenge: Run or walk up all of Hudson street at least 1 time each month of 2026. You need to start in front of Dylan's Wine Cellar and go all the way up, crossing Maple Street at the top to complete the entire segment. ✅Each month, submit your results on your Run Sign Up account under "My Profile/Upcoming Events". (Your success may be verified via a review of your Strava activities.) ⛰️Feel glory in the vert you collected and receive an awesome tee shirt to show off your success. 🥇There will be a special prize for the male and female with the fastest segment time. Brought to you by Run PB! *logo by Kevin Radar

Hotels Near This Race

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

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Hell No! It’s Hudson Hill 2026 — Peekskill, NY

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Race Travel Insurance

Don't forget travel insurance for January 1.

You've trained for months and booked a trip to Peekskill, NY. 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

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