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Events and Things to do in Chester, MD

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Green Hearts Open Charity Golf Tournament
Mon, Jun 8, 7:30 AM
Pasadena · Compass Pointe Golf Courses
Green Hearts Open Charity Golf Tournament
Mon, Jun 8, 7:30 AM
Pasadena · Compass Pointe Golf Courses
Sales end soon
4th Fridays – Couples Latin Date Night (Bachata + Salsa) Double Date Deal!
Friday at 7:30 PM + 5 more
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
Sales end soon
4th Fridays – Couples Latin Date Night (Bachata + Salsa) Double Date Deal!
Friday at 7:30 PM + 5 more
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
One Nine Paint Party
Tue, Apr 7, 6:00 PM
Edgemere · The One Nine
One Nine Paint Party
Tue, Apr 7, 6:00 PM
Edgemere · The One Nine
Sultana's Annual Gala, May 9, 2026
Sat, May 9, 6:00 PM
Chestertown · Clovelly Farm
Sultana's Annual Gala, May 9, 2026
Sat, May 9, 6:00 PM
Chestertown · Clovelly Farm
Sunday Evening Sound Bath at Yoga Barn (Weekly)
Sun, Mar 29, 7:30 PM + 3 more
Severna Park · Yoga Barn
Sunday Evening Sound Bath at Yoga Barn (Weekly)
Sun, Mar 29, 7:30 PM + 3 more
Severna Park · Yoga Barn
Sip & Swirl: A Tie-Dye & Wine Experience!
Sat, Apr 11, 1:00 PM
Easton · Far Eastern Shore Winery
Sip & Swirl: A Tie-Dye & Wine Experience!
Sat, Apr 11, 1:00 PM
Easton · Far Eastern Shore Winery
Sales end soon
Spring Break Opening Day Bus Party by The Greene Turtle
Thursday at 11:00 AM
Gambrills · The Greene Turtle Sports Bar & Grille
Sales end soon
Spring Break Opening Day Bus Party by The Greene Turtle
Thursday at 11:00 AM
Gambrills · The Greene Turtle Sports Bar & Grille
Bingo Disco: We Still Owtside 2
Sat, Apr 25, 8:00 PM
Easton · Blake Blackston Post
Bingo Disco: We Still Owtside 2
Sat, Apr 25, 8:00 PM
Easton · Blake Blackston Post
Almost full
Delta Garden Day Soirée... 43rd Annual Outstanding Minority Scholar Awards
Sun, Apr 26, 1:00 PM
Crofton · Crofton Country Club
Almost full
Delta Garden Day Soirée... 43rd Annual Outstanding Minority Scholar Awards
Sun, Apr 26, 1:00 PM
Crofton · Crofton Country Club
2026 SAME Mid-Maryland Scholarship Spring Golf Tournament
Fri, Apr 24, 8:00 AM
Davidsonville · Renditions Golf Course
2026 SAME Mid-Maryland Scholarship Spring Golf Tournament
Fri, Apr 24, 8:00 AM
Davidsonville · Renditions Golf Course
Easter Elegant Afternoon Tea at Brampton 1860
Sun, Apr 5, 2:00 PM
Chestertown · 25227 Chestertown Rd
Easter Elegant Afternoon Tea at Brampton 1860
Sun, Apr 5, 2:00 PM
Chestertown · 25227 Chestertown Rd
Sales end soon
Grape Expectations: Brampton 1860 “A Taste of the Emerald Isle”
Thursday at 6:00 PM
Chestertown · 25227 Chestertown Rd
Sales end soon
Grape Expectations: Brampton 1860 “A Taste of the Emerald Isle”
Thursday at 6:00 PM
Chestertown · 25227 Chestertown Rd
Sales end soon
Boost Your Project Management Techniques Training in Severna Park, MD
Friday at 9:00 AM + 19 more
Severna Park · Regus
Sales end soon
Boost Your Project Management Techniques Training in Severna Park, MD
Friday at 9:00 AM + 19 more
Severna Park · Regus
19th Talbot County Business Appreciation Summit and Community Impact Awards
Thu, May 14, 8:00 AM
Easton · Tidewater Inn
19th Talbot County Business Appreciation Summit and Community Impact Awards
Thu, May 14, 8:00 AM
Easton · Tidewater Inn
Almost full
1950's Prom Themed Murder Mystery Dinner
Sun, Apr 19, 5:00 PM
Crofton · Ashling Kitchen & Bar
Almost full
1950's Prom Themed Murder Mystery Dinner
Sun, Apr 19, 5:00 PM
Crofton · Ashling Kitchen & Bar
Sales end soon
✨ Sewing Classes for Adults (Ages 16+) in Glen Burnie! ✨
Thursday at 6:30 PM + 22 more
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
Sales end soon
✨ Sewing Classes for Adults (Ages 16+) in Glen Burnie! ✨
Thursday at 6:30 PM + 22 more
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
Sales end soon
Amazing Annapolis Scavenger Hunt
Tomorrow at 11:00 AM + 299 more
Annapolis · Brown Mustache Coffee, LLC
Sales end soon
Amazing Annapolis Scavenger Hunt
Tomorrow at 11:00 AM + 299 more
Annapolis · Brown Mustache Coffee, LLC
Watercolor Chill Meditation -A Sip and Paint Experience
Sat, Apr 4, 5:00 PM + 8 more
Annapolis · 17 Francis St
Watercolor Chill Meditation -A Sip and Paint Experience
Sat, Apr 4, 5:00 PM + 8 more
Annapolis · 17 Francis St
Saturday Sunrise Yoga in Annapolis
Sat, Apr 4, 10:00 AM + 8 more
Annapolis · 17 Francis St
Saturday Sunrise Yoga in Annapolis
Sat, Apr 4, 10:00 AM + 8 more
Annapolis · 17 Francis St
Sales end soon
Puerto Rican Bomba with Sheila Brown! BSDC Winter Dance Workshop Series!
Saturday at 3:00 PM + 1 more
Glen Burnie · BSDC Latin, African & Cultural Dance Institute
Sales end soon
Puerto Rican Bomba with Sheila Brown! BSDC Winter Dance Workshop Series!
Saturday at 3:00 PM + 1 more
Glen Burnie · BSDC Latin, African & Cultural Dance Institute

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:

Green Hearts Open Charity Golf Tournament

4th Fridays – Couples Latin Date Night (Bachata + Salsa) Double Date Deal!

One Nine Paint Party

Sultana's Annual Gala, May 9, 2026

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:

Amazing Annapolis Scavenger Hunt

Spring Break Opening Day Bus Party by The Greene Turtle

Grape Expectations: Brampton 1860 “A Taste of the Emerald Isle”

✨ Sewing Classes for Adults (Ages 16+) in Glen Burnie! ✨