Best events in
Galena

Looking for events or things to do in Galena, MD? The area's social life revolves around the Sassafras River waterfront and the historic streets of nearby Chestertown. Many annual gatherings and community events celebrate the region's colonial history and riverside setting.

Explore the Sassafras River waterfront for dockside dining and live music, with a particularly lively atmosphere on weekends.
Wander through historic Chestertown's Arts & Entertainment District, home to galleries, studios, and cultural performances.
Find community gatherings and seasonal fundraisers hosted at the Galena Community Park and Fire Department.

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Events near Galena

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Wood Carving: Faces and Details

Sat, Nov 7 • 1:00 PM

Gibby Center for the Arts

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The Party of the Year: GATSBY

Fri, Nov 13 • 8:30 PM

Chesapeake Inn Restaurant & Marina

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First State Brewing's Third Annual 0.1k Run

Sun, Nov 15 • 2:00 PM

First State Brewing Company

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Embrace: Women's Business Networking Lunch [Middletown]

Thu, Nov 19 • 11:30 AM

Pithari

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BOH-jolais: A Harvest Wine Dinner

Thu, Nov 19 • 5:00 PM

237 Bohemia Manor Farm Ln

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ASCEND 2026: A 48 Hours Shut-In Prophetic Prayer Retreat

Fri, Nov 20 • 4:00 PM

Sandy Cove Ministries

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PCBT's The Nutcracker: December 5, 2026

Sat, Dec 5 • 2:00 PM

Providence Creek Ballet Theater

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Christmas in Odessa 2026 • 62nd Anniversary

Sat, Dec 5 • 10:00 AM

201 Main St

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Wood Carving: Faces and Details

Sat, Nov 7 • 1:00 PM

Gibby Center for the Arts

Check ticket price on event

The Party of the Year: GATSBY

Fri, Nov 13 • 8:30 PM

Chesapeake Inn Restaurant & Marina

Check ticket price on event

First State Brewing's Third Annual 0.1k Run

Sun, Nov 15 • 2:00 PM

First State Brewing Company

Check ticket price on event

Embrace: Women's Business Networking Lunch [Middletown]

Thu, Nov 19 • 11:30 AM

Pithari

Check ticket price on event

BOH-jolais: A Harvest Wine Dinner

Thu, Nov 19 • 5:00 PM

237 Bohemia Manor Farm Ln

Check ticket price on event

ASCEND 2026: A 48 Hours Shut-In Prophetic Prayer Retreat

Fri, Nov 20 • 4:00 PM

Sandy Cove Ministries

Check ticket price on event

PCBT's The Nutcracker: December 5, 2026

Sat, Dec 5 • 2:00 PM

Providence Creek Ballet Theater

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Christmas in Odessa 2026 • 62nd Anniversary

Sat, Dec 5 • 10:00 AM

201 Main St

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Online Events

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thursday • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

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Wed, Nov 18 • 10:00 AM CST

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Fri, Nov 20 • 8:00 AM CST

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The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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The 1911 Triangle Shirtwaist Factory Fire in NY - Film History Livestream

Sat, Mar 13 • 3:00 PM EST

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thursday • 1:00 PM GMT

Check ticket price on event

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

Check ticket price on event

REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

Check ticket price on event

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Wed, Nov 18 • 10:00 AM CST

Check ticket price on event

Virtual - Powerful Gottman Method Couples Therapy Tools

Fri, Nov 20 • 8:00 AM CST

Check ticket price on event

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

Check ticket price on event

The 1911 Triangle Shirtwaist Factory Fire in NY - Film History Livestream

Sat, Mar 13 • 3:00 PM EST

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Frequently asked questions about Galena

Where are the best spots for live music events near Galena?

Deep Blue at Kitty Knight Inn is a popular choice for seasonal live music events on the Sassafras River. Its outdoor deck provides a scenic backdrop for performances, especially on weekends, making it a great spot to enjoy music with a meal.

What are some family-friendly activities in the Galena area?

The annual Galena Dogwood Festival is a highlight for families, featuring a parade, craft vendors, and entertainment. The Chestertown Tea Party Festival offers another great family event with raft races and historical fun over Memorial Day weekend.

Any date night ideas around Galena, MD?

A classic date night involves dinner and music along the Sassafras River. Deep Blue at Kitty Knight Inn offers dining with waterfront views and seasonal entertainment. For a more rustic setting for a private gathering, consider Jones Farm Station.

Where can I find art events in the area?

Head to historic Chestertown's Arts & Entertainment District for cultural events. The walkable downtown features numerous galleries and studios, creating a hub for artistic exploration. The weekly Chestertown Farmers' & Artisans' Market also showcases local crafts.

Which major annual festivals happen near Galena?

Key annual events celebrate local heritage and the waterfront. Don't miss the Chestertown Tea Party Festival over Memorial Day weekend or the Galena Dogwood Festival in May. Legacy Day, held each August, celebrates African American heritage.

Are there outdoor events happening near Galena?

The Sassafras River is the center for many outdoor activities and events. The Sassafras River Docking Contest & River Days is an annual waterside festival in late August. Galena Community Park also hosts various outdoor community gatherings.

How does the weekend scene differ from weekdays in Galena?

Weekends are noticeably more active, especially along the Sassafras River waterfront. Many people visit the Chestertown Farmers' & Artisans' Market on Saturday mornings before heading to the river for leisurely afternoons and evening entertainment.

What kinds of community events does Galena host?

Galena hosts several community-focused events throughout the year. The Galena Fire Department holds seasonal fundraising dinners, and the annual Dogwood Festival unites the town for a parade and other festivities in the park.

Events near Galena

Wood Carving: Faces and Details

The Party of the Year: GATSBY

First State Brewing's Third Annual 0.1k Run

Embrace: Women's Business Networking Lunch [Middletown]

BOH-jolais: A Harvest Wine Dinner

ASCEND 2026: A 48 Hours Shut-In Prophetic Prayer Retreat

PCBT's The Nutcracker: December 5, 2026

Christmas in Odessa 2026 • 62nd Anniversary

Wood Carving: Faces and Details

The Party of the Year: GATSBY

First State Brewing's Third Annual 0.1k Run

Embrace: Women's Business Networking Lunch [Middletown]

BOH-jolais: A Harvest Wine Dinner

ASCEND 2026: A 48 Hours Shut-In Prophetic Prayer Retreat

PCBT's The Nutcracker: December 5, 2026

Christmas in Odessa 2026 • 62nd Anniversary

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Nearby cities

Baltimore

Wilmington

Towson

Annapolis

Crownsville

Glen Burnie

Bel Air South

Catonsville

Dover

Middletown

Pleasant Hills

Owings Mills

Odenton

Cockeysville

Bel Air

Media

Timonium

Dundalk

Woodlawn

West Chester

Linthicum

Arbutus

Newark

Pikesville

Ellicott City

Downingtown

Arnold

Severn

Severna Park

Millville

Baltimore

Wilmington

Towson

Annapolis

Crownsville

Glen Burnie

Bel Air South

Catonsville

Dover

Middletown

Pleasant Hills

Owings Mills

Odenton

Cockeysville

Bel Air

Media

Timonium

Dundalk

Woodlawn

West Chester

Linthicum

Arbutus

Newark

Pikesville

Ellicott City

Downingtown

Arnold

Severn

Severna Park

Millville