Events and Things to do in Chester, MD

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Landscaping with Feng Shui (Perfect for Spring!)
Sat, Mar 21, 11:00 AM
Annapolis · Annapolis Crystals
Landscaping with Feng Shui (Perfect for Spring!)
Sat, Mar 21, 11:00 AM
Annapolis · Annapolis Crystals
Bringing Love Into Your Life Using Feng Shui Tools
Sat, Mar 21, 1:00 PM
Annapolis · Annapolis Crystals
Bringing Love Into Your Life Using Feng Shui Tools
Sat, Mar 21, 1:00 PM
Annapolis · Annapolis Crystals
Almost full
Thomas Point Shoal Tour - Saturday, September 5th - 9:30 am
Sat, Sep 5, 9:30 AM
Annapolis · Dock Behind Annapolis Maritime Museum
Almost full
Thomas Point Shoal Tour - Saturday, September 5th - 9:30 am
Sat, Sep 5, 9:30 AM
Annapolis · Dock Behind Annapolis Maritime Museum
Almost full
In-Person Newborn Care
Sat, Jun 20, 10:30 AM
Annapolis · Belcher Pavilion
Almost full
In-Person Newborn Care
Sat, Jun 20, 10:30 AM
Annapolis · Belcher Pavilion
Annual 4th and 29 Golf Outing Hosted by Ray Rice
Wed, Apr 29, 9:00 AM
Pasadena · Compass Pointe Golf Course
Annual 4th and 29 Golf Outing Hosted by Ray Rice
Wed, Apr 29, 9:00 AM
Pasadena · Compass Pointe Golf Course
Vendors Wanted: Self-Care Saturday
Sat, May 9, 10:00 AM
Severna Park · Park Books Place: Community Space
Vendors Wanted: Self-Care Saturday
Sat, May 9, 10:00 AM
Severna Park · Park Books Place: Community Space
Live Arts Maryland presents "And the Winner is..."
Sun, Apr 26, 3:00 PM
Annapolis · Annapolis Mall
Live Arts Maryland presents "And the Winner is..."
Sun, Apr 26, 3:00 PM
Annapolis · Annapolis Mall
Sugar & Sisterhood Women of Purpose Dessert Fellowship
Sat, Jun 6, 1:30 PM
Easton · 10659 Hiners Ln
Sugar & Sisterhood Women of Purpose Dessert Fellowship
Sat, Jun 6, 1:30 PM
Easton · 10659 Hiners Ln
Art Bar: Create, Sip + Socialize
Thu, Mar 19, 6:00 PM + 9 more
Annapolis · AND Creative Studio
Art Bar: Create, Sip + Socialize
Thu, Mar 19, 6:00 PM + 9 more
Annapolis · AND Creative Studio
Maryland 2026 - Become the Master of Your Own Landscape Lighting Business!
Wed, Apr 1, 9:00 AM
Grasonville · Hyatt Place Kent Narrows & Marina
Maryland 2026 - Become the Master of Your Own Landscape Lighting Business!
Wed, Apr 1, 9:00 AM
Grasonville · Hyatt Place Kent Narrows & Marina
Almost full
Thomas Point Shoal Tour - Saturday, July 11th - 12:00 pm
Sat, Jul 11, 12:00 PM
Annapolis · Dock Behind Annapolis Maritime Museum
Almost full
Thomas Point Shoal Tour - Saturday, July 11th - 12:00 pm
Sat, Jul 11, 12:00 PM
Annapolis · Dock Behind Annapolis Maritime Museum
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
Lets Play Bingo!!!
Sun, Mar 22, 11:00 AM
Stevensville · Kent Island Resort
Lets Play Bingo!!!
Sun, Mar 22, 11:00 AM
Stevensville · Kent Island Resort
Spring Afternoon Tea at The Maryland Inn
Sun, Mar 29, 11:00 AM + 17 more
Annapolis · The Maryland Inn of the Historic Inns of Annapolis
Spring Afternoon Tea at The Maryland Inn
Sun, Mar 29, 11:00 AM + 17 more
Annapolis · The Maryland Inn of the Historic Inns of Annapolis
Thomas Point Shoal Tour - Saturday, October 10 - 12:00 pm
Sat, Oct 10, 12:00 PM
Annapolis · Dock Behind Annapolis Maritime Museum
Thomas Point Shoal Tour - Saturday, October 10 - 12:00 pm
Sat, Oct 10, 12:00 PM
Annapolis · Dock Behind Annapolis Maritime Museum
Sales end soon
Moon Phases: Pasadena, Twain’s Tavern with Artist Katie Detrich!
Wednesday at 6:30 PM
Pasadena · Twain's Tavern
Sales end soon
Moon Phases: Pasadena, Twain’s Tavern with Artist Katie Detrich!
Wednesday at 6:30 PM
Pasadena · Twain's Tavern
Easter Brunch at Kent Island Resort
Sun, Apr 5, 9:00 AM + 2 more
Stevensville · Kent Island Resort
Easter Brunch at Kent Island Resort
Sun, Apr 5, 9:00 AM + 2 more
Stevensville · Kent Island Resort
Almost full
Thomas Point Shoal Tour - Sunday, July 26th - 12:00 pm
Sun, Jul 26, 12:00 PM
Annapolis · Dock Behind Annapolis Maritime Museum
Almost full
Thomas Point Shoal Tour - Sunday, July 26th - 12:00 pm
Sun, Jul 26, 12:00 PM
Annapolis · Dock Behind Annapolis Maritime Museum
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
6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals
Wed, Jun 3, 12:30 PM
Annapolis · Annapolis Crystals
6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals
Wed, Jun 3, 12:30 PM
Annapolis · Annapolis Crystals

Trends in Chester

Explore more trends

Frequently asked questions about Chester

What are the best events to attend?

According to Eventbrite, the best events are:

Thomas Point Shoal Tour - Saturday, September 5th - 9:30 am

In-Person Newborn Care

Annual 4th and 29 Golf Outing Hosted by Ray Rice

Vendors Wanted: Self-Care Saturday

Which events are currently trending in Chester?

The trending searches this month in Chester are:

craft fairs near chester maryland

scouts

oyster

justina

Which events are coming up?

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

Moon Phases: Pasadena, Twain’s Tavern with Artist Katie Detrich!

Art Bar: Create, Sip + Socialize

Landscaping with Feng Shui (Perfect for Spring!)

Bringing Love Into Your Life Using Feng Shui Tools

Landscaping with Feng Shui (Perfect for Spring!)

Landscaping with Feng Shui (Perfect for Spring!)

Bringing Love Into Your Life Using Feng Shui Tools

Bringing Love Into Your Life Using Feng Shui Tools

Thomas Point Shoal Tour - Saturday, September 5th - 9:30 am

Thomas Point Shoal Tour - Saturday, September 5th - 9:30 am

In-Person Newborn Care

In-Person Newborn Care

Annual 4th and 29 Golf Outing Hosted by Ray Rice

Annual 4th and 29 Golf Outing Hosted by Ray Rice

Vendors Wanted: Self-Care Saturday

Vendors Wanted: Self-Care Saturday

Live Arts Maryland presents "And the Winner is..."

Live Arts Maryland presents "And the Winner is..."

Sugar & Sisterhood Women of Purpose Dessert Fellowship

Sugar & Sisterhood Women of Purpose Dessert Fellowship

Art Bar: Create, Sip + Socialize

Art Bar: Create, Sip + Socialize

Maryland 2026 - Become the Master of Your Own Landscape Lighting Business!

Maryland 2026 - Become the Master of Your Own Landscape Lighting Business!

Thomas Point Shoal Tour - Saturday, July 11th - 12:00 pm

Thomas Point Shoal Tour - Saturday, July 11th - 12:00 pm

Chart House Prime - Cakebread Cellars Wine Dinner

Chart House Prime - Cakebread Cellars Wine Dinner

Lets Play Bingo!!!

Lets Play Bingo!!!

Spring Afternoon Tea at The Maryland Inn

Spring Afternoon Tea at The Maryland Inn

Thomas Point Shoal Tour - Saturday, October 10 - 12:00 pm

Thomas Point Shoal Tour - Saturday, October 10 - 12:00 pm

Moon Phases: Pasadena, Twain’s Tavern with Artist Katie Detrich!

Moon Phases: Pasadena, Twain’s Tavern with Artist Katie Detrich!

Easter Brunch at Kent Island Resort

Easter Brunch at Kent Island Resort

Thomas Point Shoal Tour - Sunday, July 26th - 12:00 pm

Thomas Point Shoal Tour - Sunday, July 26th - 12:00 pm

Jonathan Sloane in Annapolis, MD

Jonathan Sloane in Annapolis, MD

6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals

6/3/26 - Connecting w/ Your Loved Ones - Medium Debbie @ Annapolis Crystals

Things to do around Chester

Trends in Chester

1. Craft fairs near chester maryland

2. Scouts

3. Oyster

4. Justina

5. Free shred day

6. Fall charcuterie workshop

7. Events near me

8. Crafts

9. Christmasparty

10. Annapolis

What are the best events to attend?

Which events are currently trending in Chester?

Which events are coming up?