Next on the Maryland calendar is Chesapeake Bay boating season opener 2026, Apr 15 – Oct 31, 2026. The Sailing Capital wakes up — Chesapeake Bay season from Annapolis.
After it comes Preakness Stakes 2027 (152nd) (May 23, 2027).
None of these dates is confirmed in an organizer's own words yet; check each organizer's site before you book.
Coming up in Maryland
- Chesapeake Bay boating season opener 2026
The Sailing Capital wakes up — Chesapeake Bay season from Annapolis.
- Preakness Stakes 2027 (152nd)
Preakness 2027 — second jewel of the Triple Crown, run on a Sunday three weeks after the Derby at Pimlico.
Food festivals and fairs in and around Maryland
The next ones on our calendar in this state and the states around it, soonest first.
Rig guides for these eventsEach event, then the rig you would drive.
- Chesapeake Bay boating season opener 2026: BoatsRVsTrucks & vans
- Preakness Stakes 2027 (152nd): RVsTrucks & vans
After the Maryland calendar
Keep Maryland on your list
- Save a rig search for Maryland to your account.
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Asked about Maryland events
What is on in Maryland next?
Chesapeake Bay boating season opener 2026 (Apr 15 – Oct 31, 2026) and Preakness Stakes 2027 (152nd) (May 23, 2027) are the next dated events on the Maryland calendar; that is the whole list for now.
Are the Maryland dates confirmed?
None of these dates is confirmed in an organizer's own words yet; check each organizer's site before you book.
Where do I sleep near Maryland events?
Each event page names the verified campgrounds in its own town when there are any. We verify 9 Maryland campgrounds that take RVs.
Which rig fits Maryland's events?
1 of the 2 upcoming events here list boats first; 1 list RVs first. Each event page names the rig it suits and why.
When is the next National Hard Crab Derby?
The organizer has not announced dates for the next National Hard Crab Derby yet; the last edition ran Labor Day weekend 2026. We last read the derby's site on September 25, 2026. It showed: "The Crisfield National Hard Crab Derby is a favorite annual Labor Day weekend event on the Maryland Eastern Shore". It describes the event as "a favorite annual Labor Day weekend event" and names no days beyond that.
Maryland rules · last verified 2026-05-10
- State rental tax
- 7% · not collected by PickRV
- Min driver age
- 21+ std · 25+ Class A
- Gravel roads
- Allowed — disclosure required
- Generator quiet
- 22:00-07:00
More Maryland guidesCosts, campgrounds and places worth a detour.
Nearby & related
Keep planning Maryland
Sourced costs, campground directories, and the places worth a detour — the next layer of Maryland trip planning.