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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

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

05/17/2019 - 05/19/2019

This horse race is the second leg of the famous triple crown: the Kentucky Derby, the Preakness, and the Belmont. There is a full week of outstanding entertainment leading up to the main event. Come out and get into the excitement.

Preakness Week
Pimlico Race Course
5201 Park Heights Avenue Baltimore, Maryland 21215
United States

09/08/2018

Features beautifully handcrafted works by local and regional artisans, more than 200 wines to taste from Maryland and national wineries, a beer tent featuring small batch beers, a lounge to watch college football games, live entertainment, etc...

Deep Creek Lake Art • Beer & Wine Festival
Garrett County Fairgrounds
270 Mosser Rd Maryland 21541
United States