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Events and Things to do in Chester, MD

Search for something you love or check out popular events in your area.

Daphne Eckman Band, Dream Punch, Joy on Fire, and Noise Merchants
Fri, Jun 26, 7:00 PM
Annapolis · Metropolitan Kitchen & Lounge
Daphne Eckman Band, Dream Punch, Joy on Fire, and Noise Merchants
Fri, Jun 26, 7:00 PM
Annapolis · Metropolitan Kitchen & Lounge
Almost full
Barbecue Masterclass | A Workshop with Bark BBQ
Sat, Jun 20, 6:00 PM
Saint Michaels · 113 North St
Almost full
Barbecue Masterclass | A Workshop with Bark BBQ
Sat, Jun 20, 6:00 PM
Saint Michaels · 113 North St
Classic Reels and Good Feels...A Summer Movie Night
Wed, Jun 17, 6:00 PM
Stevensville · Kent Island Resort
Classic Reels and Good Feels...A Summer Movie Night
Wed, Jun 17, 6:00 PM
Stevensville · Kent Island Resort
The Annapolis Arts Week ART PARTY!
Fri, Jun 12, 6:00 PM
Annapolis · AND Creative Studio
The Annapolis Arts Week ART PARTY!
Fri, Jun 12, 6:00 PM
Annapolis · AND Creative Studio
Almost full
Expansion: Creating Space for New Possibilities — Gazespotting, Meditation
Sun, Jun 28, 10:00 AM
Pasadena · Dun-Pikin Farm
Almost full
Expansion: Creating Space for New Possibilities — Gazespotting, Meditation
Sun, Jun 28, 10:00 AM
Pasadena · Dun-Pikin Farm
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
DMV R&B Wine Festival
Sat, Jun 20, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Jonathan Sloane in Annapolis, MD
Mon, Jun 15, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Jonathan Sloane in Annapolis, MD
Mon, Jun 15, 7:30 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Krimson Tide: The Kritical Yacht Party of the Summer
Sat, Jul 18, 6:00 PM
Annapolis · 1 Dock St
Krimson Tide: The Kritical Yacht Party of the Summer
Sat, Jul 18, 6:00 PM
Annapolis · 1 Dock St
Almost full
Dream Baby Decor (Annapolis,MD) Hosting Silhouettes by Chris
Thu, Jun 18, 1:00 PM
Annapolis · Dream Baby Decor
Almost full
Dream Baby Decor (Annapolis,MD) Hosting Silhouettes by Chris
Thu, Jun 18, 1:00 PM
Annapolis · Dream Baby Decor
Almost full
3 week birth class series (AAMC) -IN PERSON
Tue, Jun 16, 4:30 PM
Annapolis · AAMC Belcher Pavilion
Almost full
3 week birth class series (AAMC) -IN PERSON
Tue, Jun 16, 4:30 PM
Annapolis · AAMC Belcher Pavilion
Make Imposter Syndrome Your Superpower!
Sat, Jun 13, 10:00 AM
Annapolis · Annapolis Crystals
Make Imposter Syndrome Your Superpower!
Sat, Jun 13, 10:00 AM
Annapolis · Annapolis Crystals
LA Guns VIP // June 07 Annapolis, MD
Sun, Jun 7, 4:00 PM
Annapolis · Rams Head On Stage
LA Guns VIP // June 07 Annapolis, MD
Sun, Jun 7, 4:00 PM
Annapolis · Rams Head On Stage
SUMMER SOCIAL- Women in Business
Today at 11:00 AM
Severna Park · SE Salon
SUMMER SOCIAL- Women in Business
Today at 11:00 AM
Severna Park · SE Salon
The Black Feathers in Annapolis, MD
Wed, Jun 17, 8:00 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
The Black Feathers in Annapolis, MD
Wed, Jun 17, 8:00 PM
Annapolis · 49 West Coffeehouse, Winebar & Gallery
Almost full
2026 Fall Craft Fair
Sat, Nov 14, 10:00 AM
Pasadena · Chesapeake High School
Almost full
2026 Fall Craft Fair
Sat, Nov 14, 10:00 AM
Pasadena · Chesapeake High School
Gathering of Light | Nancy’s Akashic Records Circle
Sun, Jun 7, 12:00 PM
Annapolis · Annapolis Crystals
Gathering of Light | Nancy’s Akashic Records Circle
Sun, Jun 7, 12:00 PM
Annapolis · Annapolis Crystals
Chart House Prime - Cakebread Cellars Wine Dinner
Thu, Jul 16, 7:00 PM
Annapolis · Chart House Prime
Chart House Prime - Cakebread Cellars Wine Dinner
Thu, Jul 16, 7:00 PM
Annapolis · Chart House Prime
Sunset Floating Sound Bath with Artist Katie Detrich
Sat, Jun 20, 6:45 PM
Pasadena · Cedarwood Cove Pool Association
Sunset Floating Sound Bath with Artist Katie Detrich
Sat, Jun 20, 6:45 PM
Pasadena · Cedarwood Cove Pool Association
Afro - Soca Wine Music & Food Festival
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Afro - Soca Wine Music & Food Festival
Sun, Jun 21, 1:00 PM
Crownsville · Anne Arundel County Fairgrounds
Almost full
Thomas Point Shoal Tour - Saturday, August 29th- 12:00 pm
Sat, Aug 29, 12:00 PM
Annapolis · Dock Behind Annapolis Maritime Museum
Almost full
Thomas Point Shoal Tour - Saturday, August 29th- 12:00 pm
Sat, Aug 29, 12:00 PM
Annapolis · Dock Behind Annapolis Maritime Museum

Trends in Chester

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Frequently asked questions about Chester

What are the best events to attend?

According to Eventbrite, the best events are:

Daphne Eckman Band, Dream Punch, Joy on Fire, and Noise Merchants

Barbecue Masterclass | A Workshop with Bark BBQ

Classic Reels and Good Feels...A Summer Movie Night

Expansion: Creating Space for New Possibilities — Gazespotting, Meditation

Which events are currently trending in Chester?

The trending searches this month in Chester are:

craft fairs near chester maryland

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

SUMMER SOCIAL- Women in Business

Gathering of Light | Nancy’s Akashic Records Circle

LA Guns VIP // June 07 Annapolis, MD

The Annapolis Arts Week ART PARTY!