Festival Schedule

Schedule updated September 1, 2016.   Please check back for additions and changes.

Click on the event links for additional information

Friday, October 28, 2016

Open-House on the Tall Ships (select ships only)
12:00-2:00pm / The Chestertown waterfront – free

Food & Drink on the Waterfront
12:00-9:00pm / Festival Tent behind the Fish Whistle Restaruant

Pub Fare on the River Packet
12:00-5:00pm / Onboard the River Packet at the Foot of High Street

Public Sail on the Tall Ships (select ships only)
3:00-5:00pm / Departing from the waterfront

Marc Castelli Exhibit & Oyster Bar
5:00-7:30pm / Massoni Art

Music: The Killer Darlings
5:00-7:00pm / Festival Tent behind the Fish Whistle Restaurant

River Packet Fireworks Cruise and Dinner
6:00-8:00pm / Boarding at the Foot of High Street

Lighting of the Ships
6:30pm / The Chestertown Waterfront

Tall Ships Illuminated
6:30-9:00pm / The Chestertown waterfront

Fireworks
7:00pm / The Chestertown Waterfront

Opening Night Party at Sultana’s New Education Center
7:00-10:00pm / 200 South Cross Street – free

Concert: Pam Ortiz Band
7:00pm / Garfield Center for the Performing Arts

Music:  Saltwater String Band
9:30pm (aprox) / The Fish Whistle Restaruant

Saturday, October 29, 2016

Dock Dogs
8:00am – 5:00pm / Kingstown Farm, Home and Garden / 7119 Church Hill Road, Chestertown

Open-House on the Tall Ships 
9:00am-10:00am / Chestertown waterfront – free

Food & Drink on the Waterfront
9:00am-6:00pm / Festival Tent behind the Fish Whistle Restaurant

Classic Cars and Boats
9:00am-5:00pm / Foot of High Street

Children’s Activities at Sultana’s New Education Center
10:00am-4:00pm / Sultana Education Center /  200 South Cross Street

Marc Castelli Downrigging Exhibit
10:00am-7:00pm / Massoni Art / 203 High Street

Public Sail on the Tall Ships 
10:30am-1:00pm / Departing from the waterfront

Book Talk: Stuart Walker on “Travels on Thermopyale”
11:00am / The Book Plate / 112 S. Cross St.

Music: Dovetail Trio
11:00am – 1:00pm / Festival Tent behind the Fish Whistle Restaurant

Fish Fry & Drinks on the River Packet
11:00am-6:00pm / Onboard the River Packet at the foot of High Street

Crab Skiff Rumble
11:30am / The Chestertown waterfront

Chesapeake Wine Trail Pavilion
Noon-5:00pm / Chestertown Marina building next to the Fish Whistle Restaurant

Music: Chestertown Ukulele Club
1:15-2:15pm / Festival Tent behind the Fish Whistle Restaurant

Public Sail on the Tall Ships
2:30-5:00pm /Departing from the waterfront

Public Viewing of the Naval Academy Schooner SUMMERWIND
3:00-4:30pm / The Chestertown Waterfront

Music: Lions of Bluegrass
3:00-4:30pm / Festival Tent behind the Fish Whistle Restaurant

Oysters at the Waterfront
3:00-4:30pm / Foot of Cannon Street

Music: Bagpipes at the Foot of High Street With Brian McCandless
3:00-4:00pm / Foot of High Street by the River Packet

Book Talk: Roger Taylor on “L. Francis Herreshoff: Yacht Designer”
3:00pm / The Book Plate / 112 S. Cross St.

Crab Skiff Rumble
3:30pm / The Chestertown waterfront

Black Watermen on the Shore
4:00pm / Sumner Hall / 206 S. Queen St.

Tall Ships Illuminated
Dusk-9:00pm / The Chestertown waterfront

Lecture: Gary Jobson
6:00pm / Sultana Education Center / 200 South Cross Street

Cruise & Dinner on the River Packet
7:00-9:00pm / Departing from the Foot of High St.

Concert: Holy Ghost Tent Revival
8:00pm / The Garfield Center for the Performing Arts

Music: Levy Stephens & Working Class Heroes
9:30pm (approx.) / The Fish Whistle Restaurant

Sunday, October 30, 2016

Dock Dogs
8:30am – 2:30pm / Kingstown Farm, Home and Garden / 7119 Church Hill Road, Chestertown

Chester River Challenge 5k & Half Marathon
8:00am registration / 9:00am start/ Wilmer Park

Food & Drink on the Waterfront
9:00am – 4:00pm / Festival Tent behind the Fish Whistle Restaurant

Classic Cars and Boats
10:00am-4:00pm / Foot of High Street

Sunday Brunch Cruise on the River Packet
10:00am-Noon / Departing from the foot of High St.

Open-House on the Tall Ships
11:00am-Noon / The Chestertown waterfront – free

Music: Dovetail Trio
11:00am – 1:00pm / Festival Tent behind the Fish Whistle Restaurant

Marc Castelli Downrigging Exhibit
11:00am-3:00pm / Massoni Art

Chesapeake Wine Trail Pavilion
Noon-4:00pm / Chestertown Marina building next to the Fish Whistle Restaruant

Public Sail on the Tall Ships
1:00-3:30pm / Departing from the waterfront

Music: Mike Buccino Trio
1:30-3:00pm / Festival Tent behind the Fish Whistle Restaurant

Eastern Shore Wind Ensemble
4:00-5:00pm / Emmanuel Episcopal Church / 101 N. Cross St.

Cruise & Dinner on the River Packet
4:00-6:00pm / Departing from the foot of High St.

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This schedule is subject to change. Please visit regularly for updates and additional details.