Events & Entertainment

Stage performances, interactive arts activities, & unique events

Some activities that Summerfest offers are, including but not limited to:

Ride a firetruck
Jump in bounce houses
Free Rec-Creations stations
and so much more!

Friday's Schedule

Check back soon for updates!

Friday
5:00pm - 5:45pm

To be determined

Artist NameShort bio. Link to socials!

We can put a little info in here.

Friday
5:00pm - 5:45pm

Another great artist

Artist NameShort bio. Link to socials!

We can put a little info in here.

Friday
6:00pm - 8:00pm

Friday Night Car Show

An exclusive display of classic and custom cars in partnership with the Ridgely Car Show Foundation! An annual highlight of Caroline Summerfest.

Top 30 trophies and Best in Show awarded by 8pm. Dash Plaques for the first 50 cars registered. Registration Details

Friday
5:00pm - 9:00pm

Ride a Firetruck!

Fun for all ages! Get in line early for this popular Summerfest tradition.

Friday
5:00pm - 9:00pm

Bouncy House Bonanza

Lots of bouncy fun for little kids and older ones. Don't lose your shoes!

Saturday's Schedule

Check back soon for updates!

Saturday AM
TBD

Rivah Run

A fun 2-mile paddling event for children and adults of all ages!

Rivah Run is a fun, open, 2-mile paddling event for children and adults of all ages (under 18 must be with adult).

Any type of paddle craft is eligible for this “POKER RUN.”Beginning and ending at the Choptank River Yacht Club, each paddler stops at a series of five Dealer checkpoints to receive a playing card. At the finish, the best 5 card poker hand wins the first pick of prize options with a cash value of $750.

Learn More and Register

Saturday

5:00pm - 5:45pm

Artist Name

A fun 2-mile paddling event for children and adults of all ages!

Rivah Run is a fun, open, 2-mile paddling event for children and adults of all ages (under 18 must be with adult).

Learn More and Register

Saturday
5:00pm - 5:45pm

Artist Name

Artist NameShort bio. Link to socials!

We can put a little info in here.

Saturday
Dusk

Fireworks!

Head on down Market Street for a great view of the fireworks show over the Choptank River!

Saturday
5:00pm - 9:00pm

Ride a Firetruck!

Fun for all ages! Get in line early for this popular Summerfest tradition.

Saturday
5:00pm - 9:00pm

Bouncy House Bonanza

Lots of bouncy fun for little kids and older ones. Don't lose your shoes!

Strolling Entertainment

Friday
5:00pm - 5:45pm

To be determined

Artist NameShort bio. Link to socials!

We can put a little info in here.

Friday
5:00pm - 5:45pm

Another great artist

Artist NameShort bio. Link to socials!

We can put a little info in here.

Family Fun

Caroline Summerfest Parade

Artist NameShort bio. Link to socials!

We can put a little info in here.

Date/Time

Fireworks!

Head on down Market Street for a great view of the fireworks show over the Choptank River!

Date/Time

Car Show

Artist NameShort bio. Link to socials!

We can put a little info in here.

Date/Time

Rivah Run

Info, Info, Link to more info

Date/Time

Face Painting

Artist NameShort bio. Link to socials!

We can put a little info in here.

Location goes here

Balloon Art

Artist NameShort bio. Link to socials!

We can put a little info in here.

Location

Sand Sculptures and Play

We may be on the mid-shore, but we've brought the beach!

View this year's phenomenal sand sculptures, and let the kids create their own.

Insider's Tip: The morning after Summerfest ends, free sand is available for pick-up! Take what you need and haul it away. Watch our Facebook page on the Saturday of Summerfest for info about timing and availability.