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  1. Events
  2. Maryland

Maryland Festivals, Holiday Celebrations, Craft Shows, Farmers Markets 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 421 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
Holiday Market of Crafts Galore!

December 6, 2025

vendormembersgroup.com

Timonium UMC - Timonium, MD

Vendor Members Group cordially invites you to the 2025 Holiday Market of CRAFTS GALORE! Sleigh bells will ring and jingle for this ultimate Holiday Shopping experience. Before heading over to Grandma's house, fill your sleigh ride w/an assortment of unique, affordable artwork (wooden, paper, acrylic, textile, etc), home decor, seasonal & custom designed wearables, jewelry, personal adornments, self-care essentials, polished stones, scented candles, specialty baked goods — All made by talented small business owners and food preparers Plus, you can have your event purchases wrapped while capturing a keepsake photo with Santa! See you there!

Kris Kringle

December 12 - 14, 2025

(301) 643-9158
Charles County Fair Grounds - Laplata, MD

Christmas market with 175 crafters. We light up the fairgrounds with thousands of lights. Santa comes to town on a fire truck. There is a live nativity, Live Entertainment a kid's area, and Fireworks on Saturday. All spaces for Bakers, Candy makers, and Soap makers inside are full.

World of Pets Expo - Timonium

January 23 - 25, 2026

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.

Market of Crafts Galore! - April

April 4, 2026

Official Website

Timonium UMC - Timonium, MD

Independently operated by Vendor Members Group, the market of CRAFTS GALORE! is a juried craft and artisan show held multiple times throughout the year. In 2026, held the first Saturday of April, May, (tentatively) June, Sep, Oct, Nov, and Dec from 9:30 am-2:30 pm. Meet us there!

Market of Crafts Galore! - May

May 2, 2026

Official Website

Timonium UMC - Timonium, MD

Independently operated by Vendor Members Group, the market of CRAFTS GALORE! is a juried craft and artisan show held multiple times throughout the year. In 2026, held the first Saturday of April, May, (tentatively) June, Sep, Oct, Nov, and Dec from 9:30 am-2:30 pm. Meet us there!

(Tentative) Market at Crafts Galore! - June

June 6, 2026

Official Website

Timonium UMC - Timonium, MD

Independently operated by Vendor Members Group, the market of CRAFTS GALORE! is a juried craft and artisan show held multiple times throughout the year. In 2026, held the first Saturday of April, May, (tentatively) June, Sep, Oct, Nov, and Dec from 9:30 am-2:30 pm. Meet us there!

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418 Maryland Events | New Search

Fairs & Festivals in Maryland 2026–2027

Easton Fall Craft Fair
October 2026 (dates not updated)

Easton Fall Craft Fair

Trinity Cathedral Easton -- on grounds, Easton, MD

Status: Updated 12/16/2024

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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 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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Fall Market
October 2026 (dates not updated)

Fall Market

Carroll County Agricultural Center, Westminster, MD

Status: Updated 9/30/2025

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This Maryland Farmers Market will have crafts, fine art, fine craft and homegrown products exhibitors, and 1 food booth. This event will also include: free drawings, weekly demonstrations.
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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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United States Powerboat Show
October 2026 (dates not updated)

United States Powerboat Show

Annapolis City Dock & Harbor, Annapolis, MD

Status: Updated 12/10/2024

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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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Lifestyle & Design Show
October 2026 (dates not updated)

Lifestyle & Design Show

Cultural Enrichment Center, Laurel, MD

Status: Updated 6/9/2025

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This Maryland Specialty-Theme Event will have commercial/retail and corp./information exhibitors, and no 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: entertainment, guest speakers, travel inspiration.
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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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First Sunday Arts Festival - October
October 2026 (dates not updated)

First Sunday Arts Festival - October

Downtown Annapolis, Annapolis, MD

Status: Updated 1/23/2025

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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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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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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.
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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 Glory Festival
October 2026 (dates not updated)

Autumn Glory Festival

Garrett County Fairgrounds, Mchenry, MD

Status: Updated 5/2/2025

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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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Annapolis Sailboat Show
October 2026 (dates not updated)

Annapolis Sailboat Show

Annapolis City Dock & Harbor, Annapolis, MD

Status: Updated 12/10/2024

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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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Fell's Point Fun Festival
October 2026 (dates not updated)

Fell's Point Fun Festival

Historic Waterfront at Fell's Point, Baltimore, MD

Status: Updated 3/18/2025

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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-Sun 11am-7pm. This event will also include: street performers, childrens area, beer gardens.
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