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  1. Events
  2. Maryland

Maryland Festivals, Craft Shows, Family & Kids Festivals, Art Shows 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 415 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
Fell's Point Fun Festival

October 2 - 4, 2026

fellspointfest.com

(410) 675-6750
Historic Waterfront at Fell's Point - Baltimore, MD

A festival built by a movement. The Fell's Point Fun Festival began in 1967 as a fundraiser to raise money to fight against a project that would have linked I-83 and I-95 and demolished an extensive area of Fell's Point. Thanks to the initial organizers of this festival our neighborhood fought back and Fell's Point as we know it was saved. Since then, the Annual Fell's Point Fun Festival has grown to cover 6 city blocks in the heart of our beautiful historic, eclectic, and unique neighborhood.

Great Big Fall Home Show

October 10 - 11, 2026

greatbighomeshow.com

(240) 412-8530
Capital Clubhouse - Waldorf, MD

Great Big Home Show | Admission: none | Days/Hours Open: Sat & Sun, 10am‑5pm | Address: 3033 Waldorf Market Place, Waldorf, MD 20603 Don't miss this Great Big Opportunity to save thousands on your next home remodeling project!!!

Savor Bowie Fall Fest

October 10 - 11, 2026

concertsforcausesinc.org

(301) 332-8318
Bowie Towne Center - Bowie, MD

Concerts for Causes Inc. presents Savor Bowie 2025 Food, Wine, and Music festival, now 2 days! featuring Free admission (You heard right, Free Admission) and Complimentary Food and Wine tastings from the top wineries in the area. Vendors and Artisans, Antique and New Car display. Two Stages & many areas of music and other entertainment! Great kid's area! A non-profit organization raising funds to give musical instruments to students.

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407 Maryland Events | New Search

Fairs & Festivals in Maryland 2026–2027

Smithsburg Steam Engine and Craft Show
September 2026 (dates not updated)

Smithsburg Steam Engine and Craft Show

Smithsburg Carnival Grounds, Smithsburg, MD

Status: Updated 9/16/2025

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This Maryland Specialty-Theme Event will have antique/collectibles, corp./information, crafts and flea market exhibitors, and no food booths. This event will also include parade.
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West Annapolis Oktoberfest
September 2026 (dates not updated)

West Annapolis Oktoberfest

Downtown, Annapolis, MD

Status: Updated 8/30/2025

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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 2026 (dates not updated)

Dorchester Center For the Arts Showcase

Historic Downtown High Street, Cambridge, MD

Status: Updated 9/16/2025

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This Maryland Art Show will have crafts, fine art and fine craft exhibitors, and 6 food booths. This event will also include: art and maritime heritage demonstrations, craft for kids, fiber arts.
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Frederick's Oktoberfest
October 2 - 3, 2026

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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Czech & Slovak Festival
October 3, 2026

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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Easton Fall Craft Fair
October 3, 2026

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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Fall Market
October 3, 2026

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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OrangeFest
October 1 - 4, 2026

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 2 - 4, 2026

Fell's Point Fun Festival

Historic Waterfront at Fell's Point, Baltimore, MD

Web: fellspointfest.com

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.
(410) 675-6750
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Monster Market
October 2026 (dates not updated)

Monster Market

Annmarie Sculpture Garden & Arts Center, Dowell, MD

Status: Updated 10/2/2025

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This Maryland Craft Show will have crafts, fine craft and homegrown products exhibitors, and no food booths.
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Fall Marketplace
October 2026 (dates not updated)

Fall Marketplace

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

Status: Updated 9/9/2025

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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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Hurlock Fall Festival
October 2026 (dates not updated)

Hurlock Fall Festival

Downtown, Hurlock, MD

Status: Updated 9/30/2025

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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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Days End Farm Horse Rescue Benefit Concert
October 2026 (dates not updated)

Days End Farm Horse Rescue Benefit Concert

Days End Farm Horse Rescue, Woodbine, MD

Status: Updated 8/11/2025

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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 $30 - $40.
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Darlington Apple Festival
October 2026 (dates not updated)

Darlington Apple Festival

Downtown, Darlington, MD

Status: Updated 3/4/2025

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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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Old Bowie Celebrates
October 2026 (dates not updated)

Old Bowie Celebrates

Downtown, Bowie, MD

Status: Updated 9/21/2025

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This Maryland Festival will have crafts exhibitors and tba food booths. There will be 3 stages with Regional and Local talent and the hours will be Sat 11am-5pm.
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Oakland Mills Fall Festival
October 2026 (dates not updated)

Oakland Mills Fall Festival

Oakland Mills Village Center, Columbia, MD

Status: Updated 9/22/2025

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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 2026 (dates not updated)

Great Pumpkin Race & Fall Festival

North Creek Community Center, Montgomery Village, MD

Status: Updated 9/7/2025

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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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First Sunday Arts Festival - October
October 4, 2026

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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Brunswick Railroad Days
October 2026 (dates not updated)

Brunswick Railroad Days

East and West Potomac Street, Brunswick, MD

Status: Updated 6/26/2025

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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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Takoma Park Street Festival
October 2026 (dates not updated)

Takoma Park Street Festival

Old Town, Takoma Park, MD

Status: Updated 6/26/2025

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This Maryland Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 17 food booths. There will be 3 stages with International, Regional and Local talent and the hours will be Sun 10am-5pm. This event will also include: farmers market, community info.
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Honey Harvest Festival
October 2026 (dates not updated)

Honey Harvest Festival

Oregon Ridge Nature Center, Cockeysville, MD

Status: Updated 9/4/2025

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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 10am-4pm. 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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Das Best Oktoberfest
October 10, 2026

Das Best Oktoberfest

Maryland State Fairgrounds - Infield, Lutherville-Timonium, MD

Status: Updated 10/21/2025

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This Maryland Wine-Beer Event will have commercial/retail, corp./information, crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 12pm-5pm. Admission tickets are $39 - $75.
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Frederick World Heritage Festival
October 10, 2026

Frederick World Heritage Festival

Carroll Creek Park, Frederick, MD

Status: Updated 3/25/2026

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This Maryland Festival will have commercial/retail, crafts, fine art, fine craft and flea market exhibitors, and 6 food booths. There will be 1 stage with National talent and the hours will be Sat 11am-5pm.
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Parkville Carney Festival
October 10, 2026

Parkville Carney Festival

St Ursula Church lot - corner of Harford & Putty Hill, Parkville, MD

Status: Updated 5/12/2026

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This Maryland Festival will have antique/collectibles, commercial/retail, corp./information and crafts exhibitors, and 6 food booths. This event will also include: kids games, demonstrations,car show.
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