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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

Autumn Glory Festival
October 7 - 11, 2026

Autumn Glory Festival

Garrett County Fairgrounds, Mchenry, MD

Status: Updated 6/10/2026

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This Maryland Craft Show will have crafts and fine art exhibitors, and tba food booths. There will be 1 stage with National, Regional and Local talent and the hours will be Wed 10am-6pm; Thu-Sun 10am-4pm. This event will also include: parade, antique show, children's activities.
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United States Powerboat Show
October 8 - 11, 2026

United States Powerboat Show

Annapolis City Dock & Harbor, Annapolis, MD

Status: Updated 5/5/2026

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This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48.
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Great Big Fall Home Show
October 10 - 11, 2026

Great Big Fall Home Show

Capital Clubhouse, Waldorf, MD

Web: greatbighomeshow.com

Status: Updated 3/3/2026

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This Maryland Trade Show will have commercial/retail, corp./information, crafts, fine art and homegrown products exhibitors, and no food booths. This event will also include free food tasting sat & sunday from 2pm - 4pm.
(240) 412-8530
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Savor Bowie Fall Fest
October 10 - 11, 2026

Savor Bowie Fall Fest

Bowie Towne Center, Bowie, MD

Web: concertsforcausesinc.org

Status: Updated 5/5/2026

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This Maryland Music Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art and fine craft exhibitors, and 20 food booths. There will be 2 stages with National, Regional and Local talent and the hours will be Sat-Sun 11am-6pm. This event will also include: parade, demos, kids entertainment.
(301) 332-8318
3.14/5
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Catoctin Colorfest
October 10 - 11, 2026

Catoctin Colorfest

Community Park, Thurmont, MD

Status: Updated 4/27/2026

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This Maryland Festival will have crafts and fine art exhibitors, and 18 food booths. There will be 1 stage with National and Local talent and the hours will be .
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Party With a Purpose Fall Festival
October 2026 (dates not updated)

Party With a Purpose Fall Festival

SHEW Rescue, Sykesville, MD

Status: Updated 7/8/2025

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This Maryland Festival will have no exhibit booths and no food booths. There will be Roving Performers with Local talent and the hours will be Sat 11am-4pm.
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Fall Harvest Festival
October 2026 (dates not updated)

Fall Harvest Festival

Steppingstone Farm Museum at Susquehanna State Park, Havre de Grace, MD

Status: Updated 9/16/2025

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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 4 food booths. There will be 1 stage with Local talent and the hours will be Sat 11am-4pm. Admission tickets are $20.
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Touch-A-Truck Presented by the MSW
October 2026 (dates not updated)

Touch-A-Truck Presented by the MSW

Montessori School of Westminster, Westminster, MD

Status: Updated 10/6/2025

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This Maryland Festival will have commercial/retail exhibitors and 2 food booths. This event will also include: games, face painting, bouncy house.
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Rock Hall Fallfest
October 2026 (dates not updated)

Rock Hall Fallfest

Downtown, Rock Hall, MD

Status: Updated 9/26/2025

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This Maryland Festival will have antique/collectibles, crafts, fine art and fine craft exhibitors, and local food booths. There will be 2 stages with Regional and Local talent and the hours will be Sat 10am-4pm.
3.14/5
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Country Fair Day
October 2026 (dates not updated)

Country Fair Day

St. John's Church Sweet Air Campus, Phoenix, MD

Status: Updated 7/7/2025

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This Maryland Craft Show will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and flea market exhibitors, and no food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 7am-3pm. This event will also include: silent auction, kids area, moon bounce, wildlife adventures.
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Patuxent River Appreciation Day
October 2026 (dates not updated)

Patuxent River Appreciation Day

Calvert Marine Museum, Solomons, MD

Status: Updated 10/7/2025

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This Maryland Family & Kids Festival will have antique/collectibles, crafts, fine art, fine craft, flea market and homegrown products exhibitors, and local food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 10am-4pm. This event will also include: boat rides, environmental exhibits, kids' activities.
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Traditional Arts Festival
October 2026 (dates not updated)

Traditional Arts Festival

Carroll County Farm Museum, Westminster, MD

Status: Updated 10/7/2025

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This Maryland Festival will have crafts, fine art and fine craft exhibitors, and local food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 11am-4pm. Admission tickets are $5.
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Autumn Reggae Wine & Music Festival
October 2026 (dates not updated)

Autumn Reggae Wine & Music Festival

Linganore Winecellars, Mount Airy, MD

Status: Updated 6/17/2025

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This Maryland Wine-Beer Event will have crafts, fine art and fine craft exhibitors, and local food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat-Sun 10am-6pm. Admission tickets are $35 - $100. This event will also include: wine tasting, tour.
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Oktoberfest at the Kentlands
October 2026 (dates not updated)

Oktoberfest at the Kentlands

The Kentlands Village Green, Gaithersburg, MD

Status: Updated 9/8/2025

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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 10 food booths. There will be 4 stages with National, Regional and Local talent and the hours will be Sun 12pm-5pm. This event will also include: food/beer/wine, family activities.
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Kentlands Art Show & Fall Craft Fair
October 17, 2026

Kentlands Art Show & Fall Craft Fair

Kentlands Market Square, Gaithersburg, MD

Status: Updated 3/25/2026

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This Maryland Festival will have antique/collectibles, commercial/retail, corp./information, crafts, fine art and fine craft exhibitors, and no food booths.
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Fort Ritchie Community Center Fall Craft Bazaar
October 17, 2026

Fort Ritchie Community Center Fall Craft Bazaar

Fort Ritchie Community Center, Cascade, MD

Status: Updated 1/8/2026

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This Maryland Craft Show will have commercial/retail, crafts, film, fine art, fine craft and homegrown products exhibitors, and 1 food booth.
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Annapolis Sailboat Show
October 15 - 18, 2026

Annapolis Sailboat Show

Annapolis City Dock & Harbor, Annapolis, MD

Status: Updated 6/10/2026

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This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48.
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Art @ the Park
October 17 - 18, 2026

Art @ the Park

Quiet Waters Park, Annapolis, MD

Status: Updated 1/14/2026

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This Maryland Music 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-Sun 10am-4pm. This event will also include demostrations.
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Oktoberfest at Schifferstadt
October 17 - 18, 2026

Oktoberfest at Schifferstadt

grounds of Schifferstadt, Frederick, MD

Status: Updated 4/17/2026

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This Maryland Craft Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 6 food booths. There will be 1 stage with Local talent and the hours will be Sat 11am-6pm; Sun 12pm-5pm. This event will also include living history demonstrations; heritage garden tours; house museum tours.
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Color Me Autumn Vintage & Handmade Market
October 2026 (dates not updated)

Color Me Autumn Vintage & Handmade Market

Middletown Community Park, Middletown, MD

Status: Updated 10/14/2025

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This Maryland Vintage will have antique/collectibles, crafts, fine art and fine craft exhibitors, and tba food booths. There will be 1 stage with National talent and the hours will be Sat 11am-5pm.
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Tilghman Island Day
October 2026 (dates not updated)

Tilghman Island Day

Kronsberg Park & Dogwood Harbor, Tilghman, MD

Status: Updated 10/14/2025

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This Maryland Festival will have no exhibit booths and local food booths. There will be 1 stage with Local talent and the hours will be Sat 10am-7pm. Admission tickets are $10. This event will also include: watermen contests, championship docking contest.
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Halloween in the Garden
October 2026 (dates not updated)

Halloween in the Garden

Annmarie Sculpture Garden & Arts Center, Dowell, MD

Status: Updated 10/10/2025

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This Maryland Family & Kids Festival will have commercial/retail, corp./information, crafts and homegrown products exhibitors, and 3 food booths. There will be Roving Performers with Regional talent and the hours will be Sat 10am-4pm. Admission tickets are $5.
5.00/5
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College Park Day
October 2026 (dates not updated)

College Park Day

College Park Aviation Museum and Airport, College Park, MD

Status: Updated 6/17/2025

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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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Laurel Lifestyles Pop-Up
October 2026 (dates not updated)

Laurel Lifestyles Pop-Up

Laurel Lifestyles Magazine, Laurel, MD

Status: Updated 7/6/2024

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This Maryland Lifestyle-Healthy Living Event will have commercial/retail and corp./information exhibitors, and no food booths. There will be Roving Performers with Local talent and the hours will be Sat 11am-4pm.
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Cities / Towns
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 Jarrettsville Kensington La Plata Lanham Laurel Leitersburg Leonardtown Libertytown Linthicum Lutherville-Timonium Mchenry Mechanicsville Middle River Middletown Millersville Mitchellville Montgomery Village Mount Airy Myersville National Harbor New Market Nottingham Ocean City Ocean Pines Odenton Owings Oxford Oxon Hill Parkton Parkville Phoenix Pittsfield Pittsville Pocomoke City Poolesville Port Republic Prince Frederick Reisterstown Rising Sun Rock Hall Rockville Rosedale Saint Michaels Salisbury 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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