Tournaments

Pickleball tournaments in Maryland

Every upcoming pickleball tournament in Maryland — when it runs, what it costs and how long you have to register. Finished events are not listed.

18
Coming up
18
Open for registration

November 2026

4th Annual Dinksgiving Registration closes today Annapolis · Nov 14 – Nov 15 · $40
Autumn Ace Men's Singles 3.5-4.0 DUPR Moneyball Tournament Registration closes in 3 days Gaithersburg · Nov 17 · $60
Turkey Bowl Women's Doubles 3.0-3.5 DUPR Moneyball Tournament Registration closes in 6 days Gaithersburg · Nov 20 · $60
Mega Moneyball at The Pickle Factory Registration closes in 7 days Bel Air · Nov 21 – Nov 22 · $50
World of Pickleball - Maryland Registration closes in 7 days Boyds · Nov 21 – Nov 22 · $70

December 2026

PickleMeSilly Holiday Spectacular Pickleball Tournament Registration open Finksburg · Dec 4 – Dec 6 · $65
Dill Dinkers DEMO tournament Registration open Finksburg · Dec 5 – Dec 19 · $40
2026 Pickle Factory Holiday Invitational Registration open Bel Air · Dec 11 – Dec 13 · $65
Winter Classic- PickleRage Eldersburg Registration open Eldersburg · Dec 11 – Dec 13 · $45
PutAway Tournament Series - Winter Edition Registration open Millersville · Dec 12 – Dec 13 · $40

January 2027

Chesapeake Pickleball Championship 3rd Annual Registration open Easton · Jan 2 – Jan 3, 2027 · $45
IN A PICKLE Hagerstown Open Registration open Hagerstown · Jan 15 – Jan 17, 2027 · $55
Keystone Pickleball Challenger at Pickle Rage Glen Burnie Registration open Glen Burnie · Jan 29 – Jan 31, 2027 · $35

February 2027

Ocean City Winter Pickleball Tournament 2027 Registration open Ocean City · Feb 20 – Feb 21, 2027 · $45
2nd Annual Big Dill USMH Spring Fundraiser Tournament Registration open Hagerstown · Feb 27 – Feb 28, 2027 · $55

April 2027

Keystone Pickleball Classic at Pickle Rage Glen Burnie Registration open Glen Burnie · Apr 2 – Apr 4, 2027 · $35

June 2027

Keystone Pickleball Challenger at Pickle Rage Glen Burnie Registration open Glen Burnie · Jun 25 – Jun 27, 2027 · $35

September 2027

Keystone Pickleball MD State Open at Pickle Rage Glen Burnie Registration open Glen Burnie · Sep 24 – Sep 26, 2027 · $35

Dates, prices and registration deadlines come from each tournament’s organiser and can change — check the registration link before you commit.

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