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10/17/2026 - 10/18/2026

The 60th U.S. Oyster Festival (historically St. Mary's County Oyster Festival) is set for October 17–18, 2026 in Leonardtown, Maryland.

St. Mary's County Oyster Festival
St. Mary's County Fairgrounds
42455 Fairgrounds Road Leonardtown, Maryland 20650
United States

04/12/2019 - 04/14/2019

The Bay Bridge Boat Show will features a family-friendly theme celebrating on-the-water fun. Lots of activites, games and fun for children and families. This is the first opportunity of the year for experienced and novice boaters to shop.

Bay Bridge Boat Show
Bay Bridge Marina
357 Pier One Road Stevensville, Maryland 21666
United States

09/15/2018

Baltimore loves their seafood, that’s for sure! Baltimore also loves all the wonderful local restaurants that truly make this city one of the best places for foodies to live or visit.

Baltimore Seafood Festival
3001 Boston St Baltimore, Maryland 21224
United States

10/05/2017 - 10/09/2017

In October sailors from around the globe gather on miles of docks in historic Annapolis for the United States Sailboat Show. This internationally acclaimed sailboat show is the largest and oldest in-water sailboat show in the world.

United States Sailboat Show
City Dock
1 Dock Street Annapolis, Maryland 21401
United States

10/12/2017 - 10/15/2017

Every October boaters from around the world gather in the historic seaport of Annapolis, Maryland for the United States Powerboat Show. In its 43rd year, this is the world's oldest in-water powerboat show.

United States Powerboat Show
City Dock
1 Dock Street Annapolis, Maryland 21401
United States

07/05/2018 - 07/06/2018

Don’t miss out on this opportunity to treat yourself or your friends to delicious meals at reasonable prices! Reservations are recommended as this is a popular week to dine out.

ANNAPOLIS RESTAURANT WEEK
Restaurants in Downtown Annapolis
Anapolis, Maryland
United States

10/02/2021

October 2, 2021. Symphony Woods. Featuring Maryland beers, wines, spirits, and artisans. Live entertainment, local food, games, and more.

The Hops & Harvest Festival
Merriweather Park at Symphony Woods
10431 Little Patuxent Parkway Columbia, Maryland 21044
United States

02/05/2027 - 02/07/2027

Baltimore Boat Show is a continuing show; the next edition is February 5–7, 2027.

Baltimore Boat Show
Baltimore Convention Center
1 West Pratt Street Baltimore, Maryland 21201
United States

10/18/2026

Chesapeake Bay Maritime Museum oyster festival — coastal food celebration.

Chesapeake Bay Maritime Museum Oyster Festival
Chesapeake Bay Maritime Museum
213 North Talbot Street Saint Michaels, Maryland 21663
United States

1-410-745-2916

06/03/2017 - 06/04/2017

Great Grapes! has grown to be Baltimore’s premier casual Maryland wine festival with HUNDREDS of wines available for tasting. Hundreds of thousands of guests have enjoyed the Festival as an escape from the urban jungle.

Great Grapes Wine & Food Festival
Oregon Ridge Park
13401 Beaver Dam Road Hunt Valley, Maryland 21030
United States
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