Official Overall Tour Award Winners:
| Place | Division | Name | Age | Team | Stage Finishes | Award |
| 1 | Overall | Lara Dorsky | F25 | DWRT | 6, |
Tour Winner Socks & $100 Brooklyn Running Company gift card |
| 2 | Overall | Elizabeth Laseter | F31 | DWRT | 2, |
Tour Winner Socks & $75 Brooklyn Running Company gift card |
| 3 | Overall | Kirby Mosenthal | F31 | DWRT – Westchester | 5, 3, |
Tour Winner Socks & $50 Brooklyn Running Company gift card |
| 1 | Overall | David Niquille | M32 | DWRT – Boston | 5, 7, |
Tour Winner Socks & $100 Brooklyn Running Company gift card |
| 2 | Overall | Kerome Bramwell | M29 | DWRT | 2, 8, 9, |
Tour Winner Socks & $75 Brooklyn Running Company gift card |
| 2 (tie) | Overall | Johnny Shea | M25 | DWRT | 4, 13, |
Tour Winner Socks & $75 Brooklyn Running Company gift card |
| 1 | Masters | Catherine Lee | F46 | DWRT – MN | Tour Winner Socks | |
| 2 | Masters | Loren Ambinder | F50 | DWRT – Westchester | 2, |
Tour Winner Socks |
| 3 | Masters | Cleo Ferris | F50 | DWRT – MN | Tour Winner Socks | |
| 1 | Masters | Christopher Irwin | M47 | Taconic | 2, 2, 1, 3, |
Tour Winner Socks |
| 2 | Masters | Terrence McGovern | M42 | DWRT | 5, 5, 1, |
Tour Winner Socks |
| 3 | Masters | Greg Diamond | M63 | Taconic | 4, |
Tour Winner Socks |
Most Outstanding Female 50+ & 60+ Tour Winners:
| Place | Division | Name | Age | Team | Stage Finishes | Award |
| 1 | 50+ & 60+ | Julie McElroy | F53 | DWRT – Westchester | 4, |
Tour Winner Socks |
| 2 | 50+ & 60+ | Kim Corrans | F50 | DWRT | 5, |
Tour Winner Socks |
| 3 | 50+ & 60+ | Maria Calidonna | F55 | Taconic | 6, 4, |
Tour Winner Socks |
Most Outstanding Male 50+ & 60+ Tour Winners:
| Place | Division | Name | Age | Team | Stage Finishes | Award |
| 1 | 50+ & 60+ | David Isaac | M57 | Taconic | 17, 5, 6, 5, |
Tour Winner Socks |
| 2 | 50+ & 60+ | Martin Fitzgerald | M57 | Taconic | 9, 9, 8, |
Tour Winner Socks |
| 3 | 50+ & 60+ | Steven Calidonna | M65 | Taconic | 10, 10, 14, |
Tour Winner Socks |
Team Tour Winners
| # | Men’s Team | Highest-Placed Team Members | Award |
| 1 | DWRT | Kerome Bramwell, Johnny Shea, James Stucker | Three $50 Tracksmith gift cards |
| 2 | DWRT – Westchester | Skyler Mosenthal (4x), Po Wu (3x), David Pond (3x) | One $50 Tracksmith gift card & two $50 Running Warehouse gift cards |
| # | Women’s Team | Highest-Placed Team Members | |
| 1 | DWRT | Elizabeth Laseter (3x), Lara Dorksy (2x), Katherine Edwards | Three $50 Tracksmith gift cards |
| 2 | DWRT – Westchester | Kirby Mosenthal (5x), Loren Ambinder (5x), Julie McElroy (3x) | One $50 Tracksmith gift card & two $50 Running Warehouse gift cards |
Winners of the Volvo Discount for doing all five stages:
David Niquille
Johnny Shea
Skyler Mosenthal
Kerome B
Dave Pond
James Stucker
Martin Hansson
Matt Siefker
Austin Duckworth
Po Wu
Michael Fosco
Jeremy Adler
Sam Burlingame
Eric Walpert
Geoffrey Scott
Kirby Mosenthal
Lara Dorsky
Elizabeth Laseter
Katherine Edwards
Brigette Kolson
Lila Benini
Maggie Mocete
Rebekah Mills
Janet Lee
Christopher Irwin
Terrence McGovern
greg diamond
Chris Muskopf
David Isaac
Gerardo Javier
Joseph Lipari
Keith Slyman
Q Dunn
Jordan Wolff
Martin Fitzgerald
Andrew Grosso
Brian Skorney
Kenneth Pfaff
Chris Forti
A.J. Khaw
Steven Calidonna
Bobby Vasquez
Loren Ambinder
Catherine Lee
Cleo Ferris
Julie McElroy
Kim Corrans
Deborah Young
Maria Calidonna