Chincoteague Island Events
It’s easy to find reasons to celebrate on amazing Chincoteague Island! Our little slice of heaven hosts everything from our famous Pony Swim to our one-of-a-kind Oyster Festival, and you’re always invited to join in the festivities. Check out these upcoming events on C.I. for 2022 and get ready to have some fun! Need help planning your getaway around an event? Give us a call - we’re always here to help, and no one knows our Island better than we do! Find your perfect vacation home and get ready to make some amazing memories.
Music at the Dock: Island Boys
Robert Reed Downtown Waterfront Park
Get ready for another unforgettable summer on the island! The Chincoteague Cultural Alliance and Seaside Vacations & Sales are teaming up once again to bring guests and locals a beloved summer tradition, a series of FREE waterfront concerts at Robert Reed Downtown Waterfront Park.
Set against the stunning backdrop of the bay, this concert series offers the perfect opportunity to gather with friends and family, soak in breathtaking sunsets, and enjoy incredible live music from talented regional performers. Whether you’re visiting for a week or taking a long weekend, these concerts are a must-experience part of Chincoteague’s warm-weather charm.
Full 2026 Summer Concert Schedule
July 4: Salisbury Community Band
July 11: Southern Fog
July 25: Randy Lee Ashcraft and the Saltwater Cowboys
August 1: Backroad
August 15: Island Boys
August 29: Bobby BlackHat Band
September 6: C.A.I.S.O.
Guests are encouraged to circle these dates on their calendars, grab some lawn chairs or a blanket, and settle in for evenings filled with great music, dancing, and unbeatable waterfront views. There’s simply nothing like listening to live music while the sun sets over the bay and the salty island breeze rolls in....
National Park Free Entrance Day
Chincoteague National Wildlife Refuge
Make your way to Chincoteague to experience a FREE day on the National Wildlife Refuge to celebrate the 110th Birthday of the National Park Service ! Head down beach road to see if you can spot the wild ponies roaming, catch a sunrise over the Atlantic Ocean (or sunset over the bay( or hit the trails for some exercise! ...
Music at the Dock: Bobby Black Hat
Robert Reed Downtown Waterfront Park
Get ready for another unforgettable summer on the island! The Chincoteague Cultural Alliance and Seaside Vacations & Sales are teaming up once again to bring guests and locals a beloved summer tradition, a series of FREE waterfront concerts at Robert Reed Downtown Waterfront Park.
Set against the stunning backdrop of the bay, this concert series offers the perfect opportunity to gather with friends and family, soak in breathtaking sunsets, and enjoy incredible live music from talented regional performers. Whether you’re visiting for a week or taking a long weekend, these concerts are a must-experience part of Chincoteague’s warm-weather charm.
Full 2026 Summer Concert Schedule
July 4: Salisbury Community Band
July 11: Southern Fog
July 25: Randy Lee Ashcraft and the Saltwater Cowboys
August 1: Backroad
August 15: Island Boys
August 29: Bobby BlackHat Band
September 6: C.A.I.S.O.
Guests are encouraged to circle these dates on their calendars, grab some lawn chairs or a blanket, and settle in for evenings filled with great music, dancing, and unbeatable waterfront views. There’s simply nothing like listening to live music while the sun sets over the bay and the salty island breeze rolls in.
...
Music at the Dock: C.A.I.S.O.
Robert Reed Downtown Waterfront Park
Get ready for another unforgettable summer on the island! The Chincoteague Cultural Alliance and Seaside Vacations & Sales are teaming up once again to bring guests and locals a beloved summer tradition, a series of FREE waterfront concerts at Robert Reed Downtown Waterfront Park.
Set against the stunning backdrop of the bay, this concert series offers the perfect opportunity to gather with friends and family, soak in breathtaking sunsets, and enjoy incredible live music from talented regional performers. Whether you’re visiting for a week or taking a long weekend, these concerts are a must-experience part of Chincoteague’s warm-weather charm.
Full 2026 Summer Concert Schedule
July 4: Salisbury Community Band
July 11: Southern Fog
July 25: Randy Lee Ashcraft and the Saltwater Cowboys
August 1: Backroad
August 15: Island Boys
August 29: Bobby BlackHat Band
September 6: C.A.I.S.O.
Guests are encouraged to circle these dates on their calendars, grab some lawn chairs or a blanket, and settle in for evenings filled with great music, dancing, and unbeatable waterfront views. There’s simply nothing like listening to live music while the sun sets over the bay and the salty island breeze rolls in.
...
Fall Roundup 2026
Chincoteague National Wildlife Refuge
Starts: 4:30 PM
The Chincoteague Volunteer Fire Company's Fall Roundup will take place September 25th (South Herd) and 26th (North Herd) to perform health checks on our beloved ponies, and to identify any foals that have been born since July's Pony Swim.
The South Herd Roundup on Friday takes 1-2 hours, and spectators are invited to watch from Beach Road or from the corral.
Saturday's North Herd Roundup takes 5-6 hours. Spectators are allowed to walk up to the cattle grate at anytime of day, but access further north is restricted until the Roundup is complete for the safety of everyone involved....
Endless Summer Cruisin' 2026
Inlet Parking Lot & Convention Center
The 29th annual Endless Summer Cruisin' will take place October 8th-11th in conjunction with annual Hot Rod & Custom Car Show, making it THE place to be for car enthusiasts of all ages!
Boardwalk Cruises, celebrity appearances, and LED light car show, live music and more highlight the weekend with over 500 trophies, plaques, and awards presented....
2026 Oyster Festival
Tom's Cove Park
Starts: 10:00 AM ‐ Ends: 4:00 PM
Celebrate the beginning of oyster season with a day filled with fun, friends, and food!
Enjoy all you can eat seafood, live music from Island Boy, and Extravaganza Raffle, and a Best Space contest that brings so much joy and creativity to the event.
Gates will open at 10:00 AM, with appetizers being served at 11, and seafood tents opening at Noon.
Tickets for the Seafood Festival are $65 per person (Children under 5 are FREE!) and can be purchased on the Chincoteague Chamber of Commerce website...
National Wildlife Refuge Week
Chincoteague National Wildlife Refuge
Kick off National Wildlife Refuge Week with a day of FREE entry onto the refuge! Head down beach road to see if you can spot the wild ponies roaming, catch a sunrise over the Atlantic Ocean, or hit the trails for some exercise! ...
National Park Free Entrance Day
Chincoteague National Wildlife Refuge
Make your way to Chincoteague to experience a FREE day on the National Wildlife Refuge in honor of Theodore Roosevelt's Birthday! Head down beach road to see if you can spot the wild ponies roaming, catch a sunrise over the Atlantic Ocean, or hit the trails for some exercise! ...
National Park Free Entrance Day
Chincoteague National Wildlife Refuge
Make your way to Chincoteague to experience a FREE day on the National Wildlife Refuge in honor of Veteran's Day! Head down beach road to see if you can spot the wild ponies roaming, catch a sunrise over the Atlantic Ocean, or hit the trails for some exercise! ...
Ocean City Running Festival
Get ready to hit the pavement and enjoy the scenic beauty of Ocean City and beyond at the Ocean City Running Festival, now in its fourth year! This exciting festival offers a variety of race options for runners of all levels: 5K 8K Half Marathon Full Marathon Participants will enjoy beautiful, scenic routes that take them along the coast and as far as Assateague State Park, providing unforgettable views of the ocean, wildlife, and the natural beauty of the area. ...
