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Regional Community Events

Chincoteague Island

Easter Decoy & Art FestivalApril

Local and national carvers and artists exhibit and sell their one-of-a-kind crafts.

2nd Saturday Art StrollApril through November

Participating galleries & shops open extended hours with special events.

Annual Chincoteague Seafood FestivalMay

Sponsored by Chincoteague Chamber of Commerce.

Annual International Migratory Bird CelebrationMay

Held at the Chincoteague National Wildlife Refuge, workshops, walks, activities, etc.

Annual Volunteer Fireman’s CarnivalJune through August

Rides, food, fun! Carnival leads up to the world famous Pony Swim & Auction.

Old-Fashioned Fireworks Display at Carnival GroundsJuly

Celebrate Independence Day on Chincoteague – Carnival Grounds.

Annual Chincoteague Island Blueberry FestivalJuly

Arts & crafts, food, & music – at Chincoteague Center.

Annual Pony Swim & AuctionJuly

Sponsored by the Chincoteague Volunteer Fire Co. The Swim & Auction are always held on the last Wednesday AND Thursday of July.

Chincoteague Decoy Carver’s Association Decoy ShowSeptember

Local carvers display their work.

Annual Chincoteague Oyster FestivalOctober

All you can eat oysters & more.

Assateague Island Waterfowl WeekendNovember

Chincoteague National Wildlife Refuge Open House with special events and programs.

Annual Deborah Waterfowl Show/AuctionNovember

Carvers and artists display for competition and sale.

Chincoteague Old-Fashioned Christmas ParadeDecember

Floats, bands, Fire companies from all around the Eastern Shore & special visit from Santa.


Eastern Shore of Virginia

Masquerade Ball – February

Annual mid-winter gala event features gourmet food stations, full bar, and a great dance band for the elegantly costumed crowd. Held at the Eastern Shore Yacht and Country Club the first weekend in February.

Le Tour de Shore – May

Bike the country roads of the Eastern Shore. Portion of proceeds benefit the Eastern Shore Coalition Against Domestic Violence.

Shore Fest Golf Tournament – May

Event is held at the Eastern Shore Yacht & Country Club in Melfa, Virginia. Enjoy a delicious lunch followed by a friendly yet competitive round on the greens for bragging rights and prizes.

Annual Awards Dinner – June

Dinner includes the presentation of awards such as the Small Business Person of the Year and the Outstanding Citizen Award. The nomination and election of new officers and directors are also held.

Eggs and Issues – December

A discussion of local and state issues presented by our elected representatives.



Statewide B2B Chamber of Commerce Expo – February

Event held at Dover Downs Hotel & Casino.

Annual Expo-Mixer – March

Carlisle Fire Company Banquet Hall.

‘10 of the Best’ Volunteer Appreciation & Anniversary Awards Dinner & Dance – April

Milford Senior Center.

Annual Girls Night Out, Featuring the Marvelous Men of Milford Fashion Show – May

Harrington Raceway & Casino Gold Ball Room.

Annual Golf Classic – May

Rookery North.

Annual Red, White & Brew 5K Run/Walk - June

Mispillion River Brewing Company.

Annual Riverwalk ‘Freedom’ Festival – September

Downtown Milford, with fireworks.

Forgotten Union Cemetery Lantern Tours – September/October

Annual Holiday Auction & Tastes of Milford - November


Ocean Pines

Annual Ocean Pines Business Expo – March

Complimentary beer, wine, soda, food, door prizes and networking. Exhibitors display their products and services – all community members and chamber members are invited to attend.

Annual Flounder Fishing Tournament – August

This tournament attracts anglers of all ages and cash prizes are awarded to winners.

Car Show and Parade – August

Vendor space, trophies to winners and lots of fun!

Pocomoke Area

Cypress Festival – June

Pocomoketoberfest – September

Annual ‘Drive Out Breast Cancer’ Walk - October

Christmas Arts & Crafts Festival – November


Salisbury Restaurant Week – April

For one week, the best, local restaurants in Salisbury, MD will offer 2-3 course, fixed priced menus for you to enjoy! Chefs will showcase their best dishes and even test of new item

Pork in the Park – April

Join us for this family-friendly community event, offering live music, great food and activities for the kids!

Cause for Paws Annual Walk – May

Help support the 1000’s of animals that come through the Humane Society of Wicomico County every year. Walk with or without a pet and enjoy food, craft vendors, pet contests, raffles, K-9 and Salisbury Kennel Club demonstrations and more!

Red, White & Boom – July

Enjoy a fireworks display, featuring fireworks exploding 600 feet in the air above the Salisbury athletic fields. Bring your family and friends for this free community event.

Wicomico County Fair - August

The Wicomico County Fair provides a fun-filled weekend of activities including children's games, animals, home arts, and entertainment. The Wicomico County Fair, previously known by the community as the Wicomico Farm and Home Show, has partnered with the Salisbury Area Chamber of Commerce to expand their fair traditions.

Geocache Dash – August

The Dash is a geotrail designed to introduce people to some of Wicomico County’s ‘Hidden Treasures’ and it can easily be completed in one day. In addition to the land locations, two boat-only caches will also be featured in the Dash so cachers can experience some of Wicomico’s beautiful waterways.

Delmarva Bike Week – September

Bike Week brings over 200,000 visitors to the Delmarva Peninsula. Attractions that can be enjoyed over the week are custom bike builders, rallies, live entertainment, contests and more.

Job Fair – October

Booths are set up throughout the main corridors of the mall for businesses to meet potential employees and give free resume evaluation.

Good Beer Festival - October

Celebrate great craft beer amongst the beautiful backdrop of Pemberton Park during this 2-day unlimited-tasting event.

Autumn Wine Festival – October

Explore Maryland Wine while enjoying delicious food, a great atmosphere and live entertainment at this 2-day unlimited-tasting festival.

Seagull Century – October

More than 7,500 Sea Gull Century cyclists embark from Salisbury University yearly for a 100 mile or 100 kilometer bike ride across the scenic Lower Shore.

Christmas Boat Parade – November

Hosted by the Wicomico Yacht Club, this parade of festive boats can be viewed any place along the river from Wicomico Creek to downtown Salisbury.

Community Tree Lighting – November

Enjoy carolers, choirs, dancers, bands and Santa at this family event in downtown Salisbury.

Decorating Delmarva – December

This 36-night event at the Delaware International Speedway and US 13 Dragway consists of six major destinations on a 2 mile drive through an animated tour of the North Pole, including holiday lights and community built displays. This charity event supports several groups on the Peninsula including local schools, charity groups, non-profit organizations and clubs, churches and volunteer fire companies.

Christmas Parade – December

This parade hosted by the Salisbury Jaycees is a yearly Christmas tradition in Salisbury. Starting at Civic Avenue, this parade features floats from non-profits in Salisbury.

Economic Forecast – December

Designed to help Delmarva businesses plan for the expected economic conditions for the future year ahead. Experts from around the Eastern Shore will gather to analyze the current challenges facing the regional, the national and global economy.

Governor’s Challenge Basketball – December

Catch the action as High School Boys' Basketball teams from Maryland and Delaware go head-to-head.


Easter Egg Hunt at Ross Mansion – March

Live for Chocolate – May

Trap Pond Bike Ride – May

Blades Anniversary Celebration and Nanticoke River Marine Festival – May

Laurel Strawberry Festival – May

Seaford Anniversary Celebration/Towne and Country Fair – May

Laurel Lions Club Fishing for Sight Tournament – June

Bridgeville Beer & Barrel Festival at Heritage Shores – June

Broad Creek Bike & Brew – June

First State Antique Tractor Club Annual Tractor Show – June

Laurel 4th of July Celebration – July

Riverfest – July

AFRAM Festival – August

Greenwood BIG Saturday ‘Yard & Flea’ Sale – September

Woodland Ferry Festival – September

Bridgeville Apple-Scrapple Festival – October

Decorating Delmarva Holiday Fest – November/December

Caroling in the Park – November

Laurel Christmas Parade – December

Christmas in Bridgeville Craft Show – December

Seaford Christmas Parade – December

Victorian Christmas at the Governor Ross Mansion – December