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  1. Events
  2. Maryland

Maryland Festivals, Craft Shows, Holiday Celebrations, Family & Kids Festivals 2026–2027.

Maryland is called “America in Miniature” because so much is packed into its mere 10,460 square miles: undulating mountains along the Appalachians; crashing waves along the Eastern Shore; farmland and a dense urban corridor. Ethnic groups of every origin call Maryland home. You'll find its 409 festivals as diverse as its people! And, this small state has some big events: Maryland Renaissance Festival, Preakness Celebration and Christmas Village in Baltimore. Scroll below to view the variety of culture, art, music and entertainment found at Maryland Festivals, Art Shows, Music Festivals and Craft Shows.

Featured Events
World of Pets Expo - Timonium

January 29 - 31, 2027

worldofpets.org

(800) 882-9894
Maryland State Fairgrounds - Timonium, MD

The World of Pets Expo is a fun and educational experience for the entire family and pets of all kind. For less than the price of a movie ticket you and your family can experience a full day of education and entertainment. There is truly something for every animal lover and pet owner. The World of Pets Expo will feature many returning popular entertainers and many new and exciting acts and exhibitors. In addition, there are educational opportunities, workshops and seminars addressing unique pet needs, food and nutrition, behavior and more, all offered by pet and animal experts.

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403 Maryland Events | New Search

Fairs & Festivals in Maryland 2026–2027

Annapolis Fall Home Owners Expo
September 2027 (dates not updated)

Annapolis Fall Home Owners Expo

The Byzantium Conference and Event Center, Annapolis, MD

Status: Updated 8/30/2026

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This Maryland Home and Garden Show will have commercial/retail and corp./information exhibitors, and no food booths. There will be 1 stage with National talent and the hours will be Sat 10am-6pm; Sun 11:30am-4:30pm.
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Smithsburg Steam Engine and Craft Show
September 2027 (dates not updated)

Smithsburg Steam Engine and Craft Show

Smithsburg Carnival Grounds, Smithsburg, MD

Status: Updated 8/30/2026

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This Maryland Specialty-Theme Event will have antique/collectibles, corp./information, crafts and flea market exhibitors, and no food booths.
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Slavic Heritage Festival
September 2027 (dates not updated)

Slavic Heritage Festival

St. Mary's Eastern Rite Catholic Church and Historic Village, Joppa, MD

Status: Updated 9/14/2026

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This Maryland Festival will have antique/collectibles, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 6 food booths. There will be 1 stage with International, Regional and Local talent and the hours will be Sat-Sun 12pm-7pm.
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West Annapolis Oktoberfest
September 2027 (dates not updated)

West Annapolis Oktoberfest

Downtown, Annapolis, MD

Status: Updated 8/16/2026

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This Maryland Festival will have antique/collectibles, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 6 food booths. There will be 1 stage with Regional talent and the hours will be Sun 11am-4pm.
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Dorchester Center For the Arts Showcase
September 2027 (dates not updated)

Dorchester Center For the Arts Showcase

Historic Downtown High Street, Cambridge, MD

Status: Updated 8/16/2026

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This Maryland Art Show will have crafts, fine art and fine craft exhibitors, and 6 food booths.
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Frederick's Oktoberfest
October 2027 (dates not updated)

Frederick's Oktoberfest

Frederick Fairgrounds, Frederick, MD

Status: Updated 3/10/2026

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This Maryland Ethnic Festival will have antique/collectibles, crafts and homegrown products exhibitors, and no food booths. There will be 3 stages with Regional and Local talent and the hours will be Fri 6pm-10pm; Sat 11am-10pm. Admission tickets are $6 - $22. This event will also include: healine bands, dance, children's area, games, contests for adults & kids.
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Brunswick Railroad Days
October 2 - 3, 2027

Brunswick Railroad Days

East and West Potomac Street, Brunswick, MD

Status: Updated 10/9/2026

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This Maryland Festival will have antique/collectibles, corp./information, crafts, fine art, fine craft and flea market exhibitors, and 16 food booths. There will be 2 stages with Regional and Local talent and the hours will be . This event will also include: train rides, train show, amusements.
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Czech & Slovak Festival
October 2027 (dates not updated)

Czech & Slovak Festival

The Legacy Hall - Sykesville, Sykesville, MD

Status: Updated 5/4/2026

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This Maryland Festival will have antique/collectibles, commercial/retail, crafts, fine art, fine craft and homegrown products exhibitors, and 6 food booths. There will be 1 stage with National talent and the hours will be Sat 12pm-6pm. Admission tickets are $1 - $15. This event will also include: kids' area, arts and crafts.
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Fall Marketplace
October 2027 (dates not updated)

Fall Marketplace

Shipley Arena at the Carroll County Ag Center, Westminster, MD

Status: Updated 9/5/2026

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This Maryland Craft Show will have crafts, fine craft and homegrown products exhibitors, and 2 food booths. This event will also include: raffles, children's crafts.
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College Park Day
October 2027 (dates not updated)

College Park Day

College Park Aviation Museum and Airport, College Park, MD

Status: Updated 10/5/2026

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This Maryland Festival will have corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 10 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 12pm-6pm.
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Hurlock Fall Festival
October 2027 (dates not updated)

Hurlock Fall Festival

Downtown, Hurlock, MD

Status: Updated 9/5/2026

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This Maryland Festival will have crafts exhibitors and tba food booths. There will be 1 stage with talent and the hours will be Sat 9am-4pm. This event will also include: parade, train rides.
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Easton Fall Craft Fair
October 2027 (dates not updated)

Easton Fall Craft Fair

Trinity Cathedral Easton -- on grounds, Easton, MD

Status: Updated 2/11/2026

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This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and no food booths. This event will also include: games, demonstrations, raffle, fun.
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Days End Farm Horse Rescue Benefit Concert
October 2027 (dates not updated)

Days End Farm Horse Rescue Benefit Concert

Days End Farm Horse Rescue, Woodbine, MD

Status: Updated 10/2/2026

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This Maryland Festival will have no exhibit booths and 3 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 4pm-9pm. Admission tickets are $35.
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Markets of Crafts Galore! - October
October 2027 (dates not updated)

Markets of Crafts Galore! - October

Grace Lutheran of Lutherville, Lutherville-Timonium, MD

Status: Updated 9/21/2026

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This Maryland Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 3-5 food booths. This event will also include: homemade food and goods for loved ones, kids, and pets.
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Fall Market
October 2027 (dates not updated)

Fall Market

Carroll County Agriculture Center, Westminster, MD

Status: Updated 2/4/2026

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This Maryland Vendor Event will have crafts, fine art and homegrown products exhibitors, and 1 food booth.
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Darlington Apple Festival
October 2027 (dates not updated)

Darlington Apple Festival

Downtown, Darlington, MD

Status: Updated 10/1/2026

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This Maryland Festival will have crafts, fine art and fine craft exhibitors, and 22 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-5pm. This event will also include: hayride, pony ride, apple pie contest.
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Jazz in the Country Jazz Festival
October 2027 (dates not updated)

Jazz in the Country Jazz Festival

Village Green Park, Indian Head, MD

Status: Updated 9/22/2026

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This Maryland Jazz Music Festival will have antique/collectibles, commercial/retail, corp./information and fine art exhibitors, and 5 food booths. There will be 1 stage with International, National, Regional and Local talent and the hours will be Sat 12pm-6pm. Admission tickets are $75 - $85.
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Oakland Mills Fall Festival
October 2027 (dates not updated)

Oakland Mills Fall Festival

Oakland Mills Village Center, Columbia, MD

Status: Updated 9/20/2026

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This Maryland Festival will have crafts, fine art and fine craft exhibitors, and 4 food booths. There will be 1 stage with Regional talent and the hours will be Sat 11am-3pm.
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Great Pumpkin Race & Fall Festival
October 2027 (dates not updated)

Great Pumpkin Race & Fall Festival

North Creek Community Center, Montgomery Village, MD

Status: Updated 9/20/2026

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This Maryland Festival will have no exhibit booths and Tbd food booths. There will be 1 stage with Regional talent and the hours will be Sat 11am-2:30pm.
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Calvert County Fair
September - October 2027 (dates not updated)

Calvert County Fair

Calvert County Fairgrounds, Prince Frederick, MD

Status: Updated 9/6/2026

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This Maryland State Fair will have commercial/retail, corp./information, crafts and fine craft exhibitors, and tba food booths. Admission tickets are $5 - $10.
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OrangeFest
October 2027 (dates not updated)

OrangeFest

Cultural Enrichment Center, Laurel, MD

Status: Updated 11/21/2025

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This Maryland Festival will have commercial/retail, crafts and fine art exhibitors, and 5 food booths. There will be Roving Performers with National, Regional and Local talent and the hours will be Thu-Sun 12pm-4pm.
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Fell's Point Fun Festival
October 2027 (dates not updated)

Fell's Point Fun Festival

Historic Waterfront at Fell's Point, Baltimore, MD

Status: Updated 5/1/2026

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This Maryland Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 100 food booths. There will be 2 stages with National, Regional and Local talent and the hours will be Fri 5pm-9pm; Sat 11am-7pm; Sun 12pm-5pm. This event will also include: street performers, childrens area, beer gardens.
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First Sunday Arts Festival - October
October 2027 (dates not updated)

First Sunday Arts Festival - October

Downtown Annapolis, Annapolis, MD

Status: Updated 1/8/2026

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This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 3 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
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Honey Harvest Festival
October 2027 (dates not updated)

Honey Harvest Festival

Oregon Ridge Nature Center, Cockeysville, MD

Status: Updated 8/6/2026

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This Maryland Festival will have crafts and homegrown products exhibitors, and 7 food booths. There will be 1 stage with Local talent and the hours will be Sun 11am-5pm. Admission tickets are $5. This event will also include: honey extraction, petting zoo, face paint, animal encounters, sing-a-long, crafts.
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Annapolis Arbutus Baltimore Bel Air Berlin Bethesda Boonsboro Bowie Boyds Brunswick Burtonsville Callaway Calverton Cambridge Cascade Catonsville Chesapeake Beach Chestertown Chevy Chase Clarksville Cockeysville College Park Columbia Cooksville Crisfield Crownsville Cumberland Darlington Deal Island Deale Denton Dowell Easton Edgewater Eldersburg Elkridge Elkton Ellicott City Essex Fallston Finksburg Fort Washington Frederick Fulton Gaithersburg Galena Germantown Glen Burnie Glenn Dale Grasonville Greenbelt Hagerstown Havre de Grace Hebron Huntingtown Huntingtown, Md Hurlock Hyattsville Indian Head Jarrettsville Joppa Kensington La Plata Lanham Laurel Leitersburg Leonardtown Libertytown Linthicum Lutherville Lutherville-Timonium Mchenry Mechanicsville Middle River Middletown Mitchellville Montgomery Village Mount Airy Myersville National Harbor New Market Nottingham Ocean City Ocean Pines Odenton Owings Oxford Oxon Hill Parkville Phoenix Pikesville Pittsfield Pittsville Pocomoke City Poolesville Port Republic Prince Frederick Reisterstown Rising Sun Rock Hall Rockville Rosedale Saint Michaels Salisbury Shady Side Silver Spring Smithsburg Snow Hill Solomons Sunderland Sykesville Takoma Park Taneytown Thurmont Tilghman Timonium Towson Waldorf Washington Grove West Friendship Westminster Williamsport Woodbine

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