Pickleball Groups in Chestertown
All Upcoming Pickleball Tournaments in Maryland
Dan's Maryland Singles Challenger
Sep 12 - Sep 13 2026
White Marsh, MD23mi
**CANCELLED** Upper Bay Pickleball @ Dill Dinkers White Marsh
Aug 7 - Aug 9 2026
White Marsh, MD23mi
Fall Classic Life Time Annapolis
Oct 17 - Oct 18 2026
Annapolis, MD30mi
4th Annual Blue Crab Classic Pickleball Tournament
Aug 21 - Aug 23 2026
Glen Burnie, MD31mi
NP Baltimore Classic Powered by Onix
Aug 28 - Aug 30 2026
Pikesville, MD37mi
Keystone Pickleball Classic at Bounce Baltimore
Sep 26 - Sep 27 2026
Pikesville, MD37mi
5th Annual Maryland Open - 2026, (A PPA World Championship Qualifying Tournament)
Oct 9 - Oct 11 2026
Columbia, MD41mi
Paddle Palooza - PickleRage Eldersburg
Aug 21 - Aug 23 2026
Sykesville, MD48mi
2026 DC DPR Pickleball Challenge and Senior Games - National Senior Games Qualifier
Aug 29 - Aug 30 2026
Temple Hills, MD56mi
Summer Showdown Mixed Doubles Combined 8.0 Max DUPR Moneyball Tournament
Aug 14 - Aug 14 2026
Gaithersburg, MD61mi
Road to 5.0 Men's Doubles Combined 9.0 Max DUPR Moneyball Tournament
Aug 21 - Aug 21 2026
Gaithersburg, MD61mi
Autumn Smash Pickleball Tournament
Sep 25 - Sep 27 2026
Salisbury, MD65mi
Shore Showdown '26
Nov 6 - Nov 8 2026
Salisbury, MD65mi
Fall 2026 DMV Senior Open
Sep 18 - Sep 20 2026
Boyds, MD66mi
World of Pickleball - Maryland - $2,000
Nov 21 - Nov 22 2026
Boyds, MD66mi
The Frederick Heatwave Open presented by LFG Tourneys
Aug 28 - Aug 30 2026
Frederick, MD77mi
6th Annual David L. Nycum Memorial Tournament
Sep 11 - Sep 13 2026
Hagerstown, MD92mi
Hub City Slam: Summer Sizzler
Aug 21 - Aug 23 2026
Hagerstown, MD94mi
IN A PICKLE Hagerstown Open
Dec 4 - Dec 6 2026
Hagerstown, MD94mi
Find Pickleball Near You in Chestertown, Maryland
Find pickleball lessons, courts, tournaments, and groups in Chestertown, Maryland using the simplest and most comprehensive pickleball directory.
Play at one of the 2 pickleball courts in Chestertown, and improve your skills with one of the 3 pickleball coaches in Chestertown.
Ready to compete? There are no upcoming pickleball tournaments in the city of Chestertown, but Maryland has 19 tournaments you can compete in.
Pickleball was meant to be played with friends - there are 1 pickleball communities in Chestertown. Join a group, schedule a round robin, and play!Play Pickleball at 2 Courts in Chestertown, Maryland
Finding places to play is the first step. There are 2 courts near you in your Chestertown, and many more in surrounding cities. In Chestertown, 1 court is free, 1 location has indoor courts, and 1 location has outdoor courts.
Frequently Asked Questions
Can I get pickleball lessons in Chestertown, Maryland?
Chestertown has 3 pickleball coaches. You can book with them directly on Bounce.
How many places are there to play pickleball in Chestertown, Maryland?
There are 2 pickleball courts in Chestertown that are available to play pickleball at. Recently, some the top places to play pickleball have been: Kent County Family YMCA, Roundtop Park.
Does Chestertown, Maryland have free or public pickleball courts?
There is 1 free court in Chestertown. These courts do not require a membership or fee to play. You may still need to reserve a court or check the schedule of play.
How can I find people to play pickleball with in Chestertown, Maryland?
There is 1 pickleball group pickleball groups in Chestertown. You can join groups to participate in their open plays and round robins
Can I compete in pickleball tournaments in Chestertown, Maryland?
There are 0 upcoming tournaments in Chestertown. You can compete in 19 tournaments in Maryland.