Course Maps


27 miles from Great Barrington Price Chopper Lot to Stockbridge Bowl.

Bike Spectator Tips

Safety: Spectators need to arrive at any of the ‘watching’ areas early and before cyclists come through. Please use  caution and beware of cyclists on the road to avoid any interference. It is especially important that spectators do not  pull out in front of any cyclists.


Start:Line the streets of downtown Great Barrington to watch the iconic start and cyclists fighting for position. Remember roads close before the start of the race so if you won’t be able to drive to the Bowl or Camp Mah-Kee-Nac until 2 pm.


Climbs: Your best views of the cyclists’ grimaced faces is while they’re climbing up the hills: • Taconic Hill (Great Barrington), Alford Rollers (Alford), Route 102-Sportsman’s Club (W. Stockbridge), Prospect Hill  (Stockbridge), Wheatleigh (Lenox)


Stockbridge (Red Lion Inn): There are great spectating areas along Route 102 heading into Stockbridge before the  intersection where cyclists take a hard left to climb Prospect Hill.


Final Turn (W. Hawthorne/Interlaken): Cyclists will be giving it their last effort before descending to the boat ramp  finish. Spectators get a great view and are close to Camp Mah-Kee-Nac for the finish / party.


Road Closures & Parking:Please note that Route 183 down to the boat ramp will be closed to vehicles at 8:30am.  Additionally, Hawthorne Road will close at 9 am. There is no on-road parking in either of these locations. If anyone wants to spectate around these areas, you’ll need to arrive by 9 am, park in the Tanglewood Lions Gate lot and walk to the different spots….it is an easy stroll with directional signs to Camp Mah-Kee-Nac for paddle, run and finish viewing  too!


5 mile Kayak/Canoe/Paddle Board

Paddle Spectator Tips

  • Waterfront: The closest spectator action is from a waterfront property or dock located on the Bowl….hit up a friend!
  • Camp Mah-Kee-Nac: Great viewing area with plenty of room for spectators to spread-out. You will also witness the transitions from paddle-to-run which is always a show!
  • Causeway: Another great spot to watch the paddlers! You will also see cyclists zip by earlier and runners as they start their journey. Due to safety precautions and road closures, there will be NO PARKING on the causeway this year.
  • Bring binoculars and tell your paddler to wear something noticeable that distinguishes them on the water.


6.4 miles around Stockbridge Bowl to Camp Mah-Kee-Nac

Run Spectator Tips

Camp Mah-Kee-Nac:

  • Start: There is plenty of space to watch the runners take off after the paddle-to-run transition.
  • Finish: Join the party at the soccer fields and surround the main entrance to watch your runners finish the race!

Goals & Target Finish Times

What are your goals? Are you targeting a specific time or placement? You can reference
2022’s results below to gauge the approximate finish times you’ll need (overall & individual

This prep deck is brought to you by Jeff Pratt and Berkshire Home Rentals


The 47th* Great Josh Billings RunAground Triathlon


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