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Community Events and Things to do in Chester, MD

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Vendor Signup - An Island Harvest Fest
Sun, Sep 20, 12:00 PM
Stevensville · Kent Island Resort
Vendor Signup - An Island Harvest Fest
Sun, Sep 20, 12:00 PM
Stevensville · Kent Island Resort
AmericanK9's 3rd Annual Paws and Pumpkins Fall Fest!
Sat, Oct 17, 2:00 PM
Maryland · 3869 Birdsville Rd
AmericanK9's 3rd Annual Paws and Pumpkins Fall Fest!
Sat, Oct 17, 2:00 PM
Maryland · 3869 Birdsville Rd
The Author Space Book & Art Festival
Sat, Nov 14, 10:00 AM
Wells Corner · The Show Place Arena
The Author Space Book & Art Festival
Sat, Nov 14, 10:00 AM
Wells Corner · The Show Place Arena
DMV AFRICAN CARIBBEAN CULTURAL FASHION HERITAGE 5.0 & AFRICA FASHION WEEK
Sat, May 1, 3:00 PM
Odenton · 1316 Main Chapel Way
DMV AFRICAN CARIBBEAN CULTURAL FASHION HERITAGE 5.0 & AFRICA FASHION WEEK
Sat, May 1, 3:00 PM
Odenton · 1316 Main Chapel Way
Voices of History Street Fair
Sat, Sep 19, 11:00 AM
Oliver · The National Great Blacks In Wax Museum
Voices of History Street Fair
Sat, Sep 19, 11:00 AM
Oliver · The National Great Blacks In Wax Museum
Nigerian American Festival
Fri, Oct 16, 4:00 PM
Arbutus · Guinness Open Gate Brewery
Nigerian American Festival
Fri, Oct 16, 4:00 PM
Arbutus · Guinness Open Gate Brewery
Nigerian Independence Day Festival
Sun, Oct 11, 1:00 PM
Seabrook Acres · 9800 Good Luck Rd
Nigerian Independence Day Festival
Sun, Oct 11, 1:00 PM
Seabrook Acres · 9800 Good Luck Rd
HARVEST FALL FESTIVAL
Sat, Sep 26, 1:00 PM
Maryland · 1414 Georgianna Ln
HARVEST FALL FESTIVAL
Sat, Sep 26, 1:00 PM
Maryland · 1414 Georgianna Ln
Threads of Connection - Kinusaiga Craft Event
Fri, Oct 2, 6:00 PM
Wells Corner · GirlFit Workout Studio
Threads of Connection - Kinusaiga Craft Event
Fri, Oct 2, 6:00 PM
Wells Corner · GirlFit Workout Studio
Black Brilliance Vendor Market — Creative Arts & Literature Fair
Sat, Oct 31, 12:00 PM
Arbutus · 5417 East Dr t2
Black Brilliance Vendor Market — Creative Arts & Literature Fair
Sat, Oct 31, 12:00 PM
Arbutus · 5417 East Dr t2
The Good Girlfriends Upscale Yardsale
Sun, Sep 27, 11:00 AM
Jones Falls Area · KSM Candle Co
The Good Girlfriends Upscale Yardsale
Sun, Sep 27, 11:00 AM
Jones Falls Area · KSM Candle Co
Open House Eastern Neck Bayview Butterfly Garden 25 Year Anniversary
Sat, Sep 19, 9:00 AM
Maryland · Eastern Neck National Wildlife Refuge
Open House Eastern Neck Bayview Butterfly Garden 25 Year Anniversary
Sat, Sep 19, 9:00 AM
Maryland · Eastern Neck National Wildlife Refuge
2026 Historic Pennsylvania Avenue Cadillac Parade
Sun, Sep 27, 10:00 AM
Upton · Pennsylvania Avenue
2026 Historic Pennsylvania Avenue Cadillac Parade
Sun, Sep 27, 10:00 AM
Upton · Pennsylvania Avenue
Naptown Flea x Lucky Girl Market
Sun, Sep 13, 10:00 AM
Bloomsbury Square · Maryland Avenue
Naptown Flea x Lucky Girl Market
Sun, Sep 13, 10:00 AM
Bloomsbury Square · Maryland Avenue
2026 Baltimore Crown Awards: Celebrating 20 Years of The Baltimore Scene
Sun, Dec 6, 7:00 PM
Downtown · 316 Guilford Ave
2026 Baltimore Crown Awards: Celebrating 20 Years of The Baltimore Scene
Sun, Dec 6, 7:00 PM
Downtown · 316 Guilford Ave
Mushroom City Art Festival 2026!
Sat, Oct 17, 12:00 PM
Franklintown · Carrie Murray Nature Center
Mushroom City Art Festival 2026!
Sat, Oct 17, 12:00 PM
Franklintown · Carrie Murray Nature Center
Howard County Pride Festival
Sun, Oct 11, 12:00 PM
Columbia · The Chrysalis, Merriweather Park at Symphony Woods
Howard County Pride Festival
Sun, Oct 11, 12:00 PM
Columbia · The Chrysalis, Merriweather Park at Symphony Woods
Diwali & Garba - Free Admission!
Sat, Oct 24, 3:00 PM
Columbia · Color Burst Park
Diwali & Garba - Free Admission!
Sat, Oct 24, 3:00 PM
Columbia · Color Burst Park
For the Love of Jouvert 2026
Saturday at 6:00 AM
Reservoir Hill · Druid Hill Park Lake Pool
For the Love of Jouvert 2026
Saturday at 6:00 AM
Reservoir Hill · Druid Hill Park Lake Pool
ISA Festival is BACK!!! (Tons of Foodtruck & Bazaar Vendors)
Sat, Sep 19, 4:00 PM
Maryland · Makkah Learning Center
ISA Festival is BACK!!! (Tons of Foodtruck & Bazaar Vendors)
Sat, Sep 19, 4:00 PM
Maryland · Makkah Learning Center

Trends in Chester

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Frequently asked questions about Chester

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Vendor Signup - An Island Harvest Fest

AmericanK9's 3rd Annual Paws and Pumpkins Fall Fest!

The Author Space Book & Art Festival

DMV AFRICAN CARIBBEAN CULTURAL FASHION HERITAGE 5.0 & AFRICA FASHION WEEK

Which events are currently trending in Chester?

The trending searches this month in Chester are:

craft fairs near chester maryland

Which festival events are coming up?

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

For the Love of Jouvert 2026

Naptown Flea x Lucky Girl Market

Open House Eastern Neck Bayview Butterfly Garden 25 Year Anniversary

Voices of History Street Fair