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Multisport events nearby

  • Distance: 4.9 km from Woodbury
    Sat, Sep 05, 2026 at 1:00 PM

    20th ANNUAL QUASSAPAUG SAILING CENTER OPEN WATER SWIMMING FESTIVAL

    Sponsored by and to Benefit the Quassapaug Sailing Center

    3 Mile

    $40.00 Postmarked before 5/1/26

    $45.00 Postmarked before 7/1/26

    $50.00 After 7/1/26

    $55.00 Day of Race

    Awards Categories:

    Male and Female Awards by 10-year age groups 1st, 2nd, 3rd places

    5 Mile Swimmers Awards- 1st, 2nd, 3rd Male and Female

    Wetsuit Competitors- 35 & Under and 36 & Over- 1st, 2nd, 3rd Male and Female

    1 1⁄2 Mile Race

    $35.00 Postmarked before 5/1/26

    $40.00 Postmarked before 7/1/26

    $45.00 After 7/1/26

    $50.00 Day of Race

    1⁄2 Mile Race

    $30.00 Postmarked before 5/1/26

    $35.00 Postmarked before 7/1/26

    $40.00 After 7/1/26

    $45.00 Day of Race

    Five Miles of Open Water Swimming Water

    Entry Fee for All 3 Races

    $80.00 Postmarked before 5/1/26

    $90.00 Postmarked before 7/1/26

    $95.00 After 7/1/26

    100.00 Day of Race

    Swimmers will be removed from the water based upon the following time limits:

    3 Mile Swim – 2 1⁄2 Hours

    1 1⁄2 Mile Swim – 1 1⁄2 Hours

    1⁄2 Mile Swim – 1 Hour

    Tickets for Post Race Food for Family, Relatives & Friends are on sale for $10.00 and can be Purchased at QSC on Day of Race Only.

    See full details
    1.5 Miles2 Miles3 Miles3.5 Miles4.5 Miles5 MilesOpen WaterSwim via RunSignup
  • Distance: 7.1 km from Woodbury
    Sat, Dec 05, 2026 at 9:30 AM

    Santa Made Me Do It! is a 5K road race, 2 mile walk and 1/4-mile kids fun run on December 5, 2026 in Bethlehem, CT. This race is organized by The First Mile and will be held in conjunction with the Bethlehem Christmastown Festival.

    Location and parking

    The race starts in front of the Memorial Hall on the Bethlehem Town Green.

    Parking will be at the Bethlehem Fair Grounds, 384 Main St North, Bethlehem, CT. Shuttle buses will bring runners and spectators to the Town Green beginning at 8:30 AM. The shuttle buses will run continuously throughout the day, so runners and their families can stay after the race and check out the festival.

    There will NOT be parking available at the Green and the road will be closed to traffic. Runners may also be dropped off at the Green.

    Race Day Information

    The 5K race and 2 mile walk start together at 10 AM. There is a free kids' fun run at 9:30 AM.

    Packet pick-up and day-of-race registration starting at 8:30 AM on the Town Green in front of Memorial Hall.

    Awards: Overall Male/Female/Non-Binary 5K finishers. Top three in the 5K in the following age groups: 6 and under, 7-12, 13-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80+

    Registration

    Pre-Registration: $30 Race Day Registration: $35

    Kids 12 and Under: $15

    T-Shirts for everyone registered by midnight Sunday, November 29th, 2026 (Must be present to receive)

    Free Santa Made Me Do It 2026 Ornaments for the first 200 registered.

    See full details
    5kFun RunRunWalk via RunSignup
  • Distance: 7.3 km from Woodbury
    Sat, Sep 26, 2026 at 9:00 AM

    Race Date: Saturday, September 27, 2025

    Location: Pies & Pub, One Store Road, Middlebury, CT

    Benefiting: American Cancer Society's Making Strides Against Breast Cancer

    Registration Fees:

    • Early Bird (Before August 1): $35

    • Kids under 12 : $25

    • Standard (August 1 – September 26): $40

    • Day of Race (September 27): $40

    Perks for Participants:

    • Free Race T-Shirt: Register by August 31, 2025, to receive a complimentary t-shirt.

    • Free Pizza: All participants enjoy delicious pizza courtesy of Pies & Pub.

    • Free Beer: Participants aged 21 and over receive a complimentary beer.

    To ensure a smooth start, here's the key info on bib pickup, parking, and race day:

    Bib Pickup:

    • Tomorrow, Friday, September 26th: Swing by Pies & Pub (1 Store Road, Middlebury, CT) from 4:00 PM to 6:00 PM during our Hops For Hope Happy Hour—grab your bib, t-shirt (if registered in time), and get in the spirit early!

    • Race Day (Saturday, September 27th): Pickup available starting at 8:00 AM at Pies & Pub, right before the 10:00 AM start. We recommend arriving early to avoid any last-minute rushes.

    Race Day Parking:

    Help keep things flowing smoothly for everyone—here are the best spots:

    • Across the street at the Vyne Restaurant lot.

    • At Smokey the Bear behind Pies & Pub.

    • On the streets near Westover School.

    • For a great warm-up option: Park at Meadowview Park Playground and stroll along the greenway to the start line—it's a scenic way to get those legs ready!

    Please avoid parking at the Middlebury Plaza, as local businesses rely on those spaces for their customers. Parking could be difficult and limited if you arrive last minute, so please come early on September 27th and give yourself plenty of time to park and get to the race start at Pies & Pub by 10:00 AM.

    Perks & Gratitude:

    All participants will enjoy free pizza, and those 21+ can savor a complimentary beer—special thanks to Pies & Pub and Counter Weight for their generous donations! Speaking of support, we’re deeply grateful to all our sponsors. Special Thanks to Major Sponsor: Connecticut Investment Advisors. Your contributions make this event possible!

    Stay Updated:

    Visit piesandpub.com for any last-minute info, or check our Facebook page https://www.facebook.com/Piesandpintstatatrot/ after the race for results. We can’t wait to see you tomorrow and Saturday!

    Spread the Word:

    It’s not too late—tell your friends to join us! They can sign up at https://runsignup.com/Race/CT/Middlebury/PiesPubTaTaTrot5k and be part of this incredible community effort.

    Race Map: Check out the course details with this QR code or visit https://ridewithgps.com/routes/52793047.

    Let’s paint Middlebury pink and trot toward hope together!

    With gratitude and excitement,

    The Pies & Pub Ta-Ta Trot Team

    Supporting Making Strides Against Breast Cancer

    #TaTaTrot5K #MiddleburyStrong

    See full details
    5kRun via RunSignup
  • Distance: 7.8 km from Woodbury
    Sat, Aug 08, 2026 at 8:30 AM

    6.4 Miles- Falls Rd, Minor Bridge Lollipop

    Active duty military/veterans and active first responders are encouraged to contact the race for a discount.

    6.4 MilesRun via RunSignup
  • Distance: 7.8 km from Woodbury
    Sat, Aug 15, 2026 at 8:30 AM

    4.2 Miles- South St, Wellers Bridge, Down/up Hemlock

    Active duty military/veterans and active first responders are encouraged to contact the race for a discount.

    4.2 MilesRun via RunSignup
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