2ND Annual
2nd Annual Brewster Grin 'N Bear It 5K and 1 Mile Fun Run
2nd Annual Brewster Grin 'N Bear It 5K and 1 Mile Fun Run is a running race on October 24, 2026 in Brewster, NY, with entry fees from $17.92 to $32.08.
- Date
- October 24, 2026 (93 days to go)
- Price
- $17.92–$32.08
- Sport
- Running
From the Organizer
Join us for the Second Annual Brewster Teachers' Association 5K and inaugural 1 Mile Fun Run! This is a community event designed for runners and walkers of all ages and abilities! Set at our very own C.V. Starr Intermediate School, this 5-kilometer race will take you through the heart of our Brewster community and school district! It will offer both a challenge and enjoyable experience for participants. Whether you're an experienced runner looking to set a new personal record or just want to enjoy a fun, active day outdoors, this event is perfect for you! All proceeds will be used to add to our BTA Scholarships through the Brewster Education Foundation!
Shirts are guaranteed for the first 200 participants!
Events
Weather
Typical Conditions
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
57°
Typical Low
38°
Chance of Rain
38%
Based on US Climate Normals data from Carmel 4n, 4 mi from the venue.
Host City
About Brewster, NY
City Elevation
368 ft
Nearest Airport
HPN
Westchester County Airport · 24 mi
Major Hub
LGA
LaGuardia Airport · 46 mi
Time Zone
Eastern Time
From Endurance Grid
Line up lodging and travel early to lock in your race weekend.
Race Location
Your Next Start Line
What Are You
Waiting For?
Every finish line starts with a single decision. Claim your spot at 2nd Annual Brewster Grin 'N Bear It 5K and 1 Mile Fun Run, put it on the calendar, and turn “someday” into a start date.
93
Days to train
- Race
- 2nd Annual Brewster Grin 'N Bear It 5K and 1 Mile Fun Run
- Date
- October 24, 2026
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From Endurance Grid
About This Sport
Endurance Grid is here to help you understand the sport, decide if it’s the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.
Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.
Running
From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Coming Up
More Running races near Brewster, NY
The Perogie Dash
1K · 5K · From $25 · 74 Joe's Hill Rd.
5 miles away
Amber Room Run from the Sun 5K
5K · From $45 · The Amber Room Colonnade
7 miles away
TYathlon Sprint Triathlon & 5K
Sprint · From $45 · 1 Marina Drive
8 miles away
EDRRC - Ryan's Run Superhero 5k, Villain 10K and Kids (Free) Fun Run.
5K · 10K · From $25 · 2 Lakeside Park
9 miles away
Plan your trip
Make it a Racecation
Coming from out of town? There's more to Brewster than race day. We'll help you line up nearby lodging, flights, a rental car, and things to do so you can make the most of your racecation.
Plan your trip to BrewsterFrequently Asked Questions (FAQs)
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2nd Annual Brewster Grin 'N Bear It 5K and 1 Mile Fun Run
Oct 24, 2026