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Williamsburg Running Workouts

Williamsburg Running Workouts

Upcoming Colonial Road Runners Activities October 2019


Monday, October 14CRR Movie Night (Movie Tavern, 7 p.m.), and pre-movie dinner (Plaza Azteca)


Tuesday, October 15 – Billsburg Running Club/CRR group run, 6 p.m. (every Tuesday at 6 p.m.).


Saturday, October 19 – World Class Gymnastics Freedom Run 8K (Grand Prix) and 5K, Hornsby Middle School (CRR Grand Prix)


Saturday, October 26 – Governor’s Land 5K, Park East (CRR Grand Prix and Hampton Roads Super Grand Prix)


Sunday, October 27 – CRR Monthly Group Run at Billsburg Brewery, 11 a.m. Group run to Jamestown Island followed by social with food truck and Billsburg brews.


Saturday, November 2 – Yorktown Battlefield 10 Miler (Peninsula Track Club Grand Prix and Hampton Roads Super Grand Prix) – PTC and CRR combine forces in age-graded team competition against the Tidewater Striders.


Saturday, November 9 – Powhatan Creek Trail 5K Run, Clara Byrd Baker Elementary School (CRR Grand Prix)


Sunday, December 8 – Christmas Town Dash 8K Run (CRR Grand Prix)


Saturday, December 14 – Sentara Sleighbell 5K Run (CRR Grand Prix)


Williamsburg Weekly Running Workouts (Updated April, 2018)


Mondays at 6:00 p.m. – Williamsburg – The DOG Street Pub Running Club 5K fun runs continue at 6 p.m. from the DOG Street Pub, Merchants Square, 401 W. Duke of Gloucester Street. Registration (no fee) starts at 5:30 p.m., 5K fun run (no official times) starts at 6 p.m. and goes through Colonial Williamsburg and the William and Mary campus. Late starts OK until 7 p.m. but must know course. Post-race social with drink specials every week from Williamsburg’s Alewerks Brewing Company, along with sandwich wrap specials. Weekly event all year long, casual, family and dog friendly. Contact DOG Street Pub at 757-293-6478.


Wednesdays at 6:00 p.m. – Yorktown – The Water Street Grille Running Club 5K fun runs (no official times) continue at 6 p.m. from the Water Street Grille, 323 Water St., Yorktown 23690. Registration (no fee) starts at 5:30 p.m., fun run at 6 p.m. Run along the Yorktown Riverwalk, the beach loop, past the Yorktown Visitor Center, Main Street and finish under the Coleman Bridge. Post-race social with drink specials and food specials every week. Weekly event, casual, and family friendly. Contact Water Street Grille at (757) 369-5644.


Thursdays at 3:00 p.m. – Williamsburg – Warhill Trail Distance Run Workout, 3:00 p.m., meet at parking lot in front of WISC (Williamsburg Indoor Sports Complex), nearest the soccer fields of the Warhill Sports Complex (off Longhill Road, just past Lafayette High School). Course is totally soft-surface of hard-packed gravel and dirt Warhill Nature Trail, a wooded, shaded, scenic route. Distance options of 4 to 8 miles, including warm-up (main loop is 3.6 miles). Usually led by Jim Gullo. Contact Jim Gullo (856-404-0032, or Rick Platt (757-229-7375, 757-345-1431,


Thursdays at 6:00 p.m. – Williamsburg – The Williamsburg Winery Run Club 5K run or walk, Wessex Hundred, The Williamsburg Winery, off Lake Powell Road. Starting at 6:00 p.m. (first workout for the season was April 5). To be held weekly through November, weather permitting. Paved route. Registration starts at 5:30 p.m. Post-run food and drink specials 6:30 to 8:00 p.m. at the Gabriel Archer Tavern. Complete five runs and get a free Williamsburg Winery Run Club T-shirt. Website:


Saturdays at 6:00 a.m. – Williamsburg – “Enterprisers” distance run, 6:00 a.m., Merchants Square of Colonial Williamsburg. Meet in parking lot between the Baskin-Robbins ice cream shop and the Trellis Restaurant. Distance runs of as much as 16 miles, including optional 3 mile add-on, starting at 5:30 a.m. Workout routes are announced each week on Thursday or Friday. Lisa Osterhoudt email: or Bob Fairbairn email:

See more about courses and workouts at


Monthly runs from the Billsburg Brewery/Jamestown Marina – Williamsburg – Colonial Road Runners Group Run and Social Gathering – Sunday, April 15 – 11:00 a.m. – Open to CRR members and non-members of all ages and skill levels. Due to numerous Saturday morning races, these runs have switched to a Sunday morning race time, specific date determined monthly by workout coordinator David Glass. Meet at 11:00 a.m. for workout start, but can arrive early for warm-up or stretching. Course goes out to the Jamestown Island visitor’s center and Jamestown Island tour loops. Multiple distance options: a 2-3 mile out-and-back, and 6-mile or 8-mile out-and-back with two loop options. Jogger-stroller friendly routes. Following the run, gather at the Billsburg Brewerey tap room for refreshments, with beer, soda, juice boxes, water and light snacks. Typically a food truck is on site on weekends. The brewery opens at 12 noon. Some skip the run and come just for the social at Billsburg. Questions: David Glass email: or Jason Miller email:


There are also smaller “Enterprisers” group runs Mondays through Fridays, and Sundays at 6:00 a.m. in Williamsburg, with further details on the Enterprisers “about” page. To be added to the “Enterprisers” email list for the specific weekly Saturday workouts, email Lisa Osterhoudt at


Entry forms for upcoming CRR Grand Prix races and many other area races, and further information (club membership, workouts, race results, articles) on the Colonial Road Runners can be found on the CRR website at: Colonial Road Runners contact: Rick Platt (757-229-7375 or 757-345-1431 cell). Email:


CRR race entry forms are also available at all CRR races (and many Peninsula Track Club races), and at Colonial Sports at their store location in the Colony Square Shopping Center, 1303 Jamestown Road #111, Williamsburg (next to ReStore), or you can enter many races online at, or