CALLING ALL DECKHANDS! A NEW VOYAGE AWAITS
Aye, Aye Matey! If you have been in these parts for a while like I have, then you know the legend of Chessie. Chessie is the mythical sea monster that trolls the Chesapeake Bay and has been part of sailor lore for a lifetime [Learn More ]. I have been sailing these waters since I was a wee lad and ne’er set an eye on her. Oh, but I have heard the tales!
My crew and me are setting out on a journey to find this Chessie. We’re looking for a few more deckhands if you are up for an adventure. We pay handsomely too—a few shiny medals and other lavish gifts await you. It’s a long voyage, about 7 months, but if you have the sea legs for it, we welcome you aboard!
As I say, I haven’t seen her myself, but some say Chessie has green eyes and will swallow your ship whole. Others say she is a docile creature who saves sailors that fall overboard and protects the Bay from evil. I don’t know what to believe but I do know one thing—we need all the help we can get to track her down and see what she is really about.
Rumor has it that she lies in the calms of the Severn River near Annapolis during the winter. She awakens from her hibernation come springtime to begin feeding once the landlubbers start pretending to be mariners near Ego Alley.
Once she’s had her fill there she travels north and spends quite a while in the Patapsco rummaging near Ballmer- sorry Bal – TEE – More. Some say she is there from June until October.
As the season turns, it’s been told that she heads south to the mouth of the Bay and out into the mighty Atlantic. Quite a few sightings in the Isle of Wright Bay in late fall. Lots of times she’s seen in the waters outside Seacret’s but I think its something else making those images appear if you know what I mean.
CHALLENGE REQUIRMENTS
Complete the following three races in the same calendar year to receive the added benefits:
- Annapolis Running Festival (5/3/26)
- Half-Marathon
- 10K
- 5K
2. Baltimore Ten Miler (6/6/26)
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- 10-Mile distance
OR
2. Baltimore Running Festival (10/17/26)
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- Marathon
- Half-Marathon
- 10K
- 5K
3. Ocean City Running Festival (11/14/26)
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- Marathon
- Half-Marathon
- 10K
- 5K
CHALLENGE DETAILS
CHALLENGE PERKS
FOUR MEDALS (or more!)
Those who register for the Chessie Challenge will receive a special spinning medal that depicts images from all three race locations. This is in addition to medals earned from each of the three races. (The Chessie Challenge medal as well as the added gift will be awarded at the Ocean City Running Festival.)
A SPECIAL GIFT
This year you wil receive a special gift of your choice emblazoned with the Chessie Challenge logo. Choose from down-walled 32 oz tumber, a cooler bag in your choice of color or a chair cover that works in your car, at the beach or the pool!
Gifts are awarded at the Ocean City Running Festival finish line and ae on a first come first serve basis.
VIP ACCESS AT SELECT EVENTS
Those who complete the Chessie Challenge are some of our most loyal runners. We will honor that commitment with a special VIP tent for those in the challenges.
Here you will enjoy complementary drinks & snacks as well as have the opportunity to celebrate (and commiserate) with other like minded runners who are also completing the challenge! Our way of saying THANK YOU!
SPECIAL DISCOUNTS AND OFFERS
you will receive exclusive deals on other CSE races, official merchandise as well as other special savings from race partners and sponsors. These will come throughout the year and like a rogue wave on the high seas, when you least expect it!
The deadline to join is Aug 1, 2026 – If you registered separately and would like to link your entries and be eligible, please fill out the form linked above. If you have questions or concerns, please email customerservice@corrigansports.com.