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Festivals in Annapolis, MD.
Craft Shows, Festivals, Vendor Events

Featured Events

March 22 - 23, 2024

beerandbourbon.com

(800) 830-3976
Maryland State Fairgrounds - Cow Palace - Timonium, MD

Get ready to enjoy all those pleasures that true Southerners enjoy - Beer, Bourbon and Lots of BBQ. Join us for a great day of beer sippin', bourbon tastin', music listenin', cigar smokin', and barbeque eatin'. Your admission buys you a sampling glass so you can enjoy an ALL-YOU-CARE-TO-TASTE sampling of beer and bourbon. It's a Southern Fried Good Time!

March 23 - 24, 2024

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!!!

April 14, 2024

historic-oakland.com

(410) 730-4801
Historic Oakland Manor - Columbia, MD

Our Annual Wedding & Event Showcase a popular event that highlights local vendors! Join us for an amazing time at Historic Oakland. Vendor Opportunities: Are you a wedding or event professional looking to increase your client base?  Join us for our 24th Wedding Event Showcase. We average 300-500 guests come through our show.

April 20 - 21, 2024

ConcertsforCausesinc.org

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

Complimentary Wine tastings! Great Food Vendors, Exhibitors and Artisans. Many areas of music and other entertainment!

April 27, 2024

tacosntaps.com

(800) 830-3976
Maryland State Fairgrounds - Lutherville-Timonium, MD

Put on your party sombrero! This festival will take you South of the Border for some foodie fun. This ALL-YOU-CARE-TO-TASTE Beer & Tequila Festival offers up some of the area's best Tacos and Mexican Food...along with great live music, margaritas, pinata punching, contests and many other surprises. This is NACHO average taco festival.

June 8, 2024

drinkeatrelax.com/event/wine-food-festival-..

(800) 830-3976
Maryland State Fairgrounds - Timonium, MD

Same great location as last year! Come and enjoy Wine, Beer, Spirits and Music at the Timonium Fairgrounds. Enjoy a day-drinking garden party filled with lots of green grass, great music and good vibes. The Festival will include International Wine Pavilions, Domestic Wine Tastings, Local Wine Favorites and Great Regional Bands on the Main Stage. Beer and Spirits too! The name says Wine, but the event offers a great selection of beers, with one area dedicated to Local Maryland Beers. As well, you'll see lots of seltzers and canned cocktails. 100+ to sample…in an ALL-YOU-CARE-TO-TASTE format with your Souvenir cup. Great Food Trucks!

June 8, 2024

facebook.com/events/928837721776370/?aconte..

(410) 417-6668
Harford County Equestrian Center - Bel Air, MD

Come alone or join a friend at our Annual Tastes & Tunes Festival on Saturday, June 8th, 11A-8:30P at the beautifully scenic grounds of the Harford County Equestrian Center (Bel Air, MD). Will YOU be there? 𝐎𝐍𝐋𝐘 𝟒𝟎 𝐦𝐢𝐥𝐞𝐬 outside of ᗷᗩᒪTIᗰOᖇE. Come spend the day on the picturesque grounds of the Harford County Equestrian Center listening to RNB, Smooth Jazz & Neo Soul, dancing, and great tasty treats--food & beverage.

June 8 - 9, 2024

gem-show.com

(301) 807-9745
Howard County Fairgrounds - West Friendship, MD

The Gem Miner's Jubilee Spring Show is an annual exhibition and sale of some of the finest products & collectibles available to collectors of Earth's treasures. 60+ vendors from around the country converge at the Howard County Fairgrounds in West Friendship MD for a festival of gems, minerals, fossils, beads, and jewelry. This is an opportunity to meet source dealers bringing the finest natural treasures at discounted prices. There is a separate Wholesale area to the trade. Free parking and an air-conditioned hall.

October 5, 2024

dasbestoktoberfest.com

(800) 830-3976
Maryland State Fairgrounds - Infield - Lutherville-Timonium, MD

Over 150 Beers, wines and Schnapps highlight this all-you-care-to-taste German-themed extravaganza! Join in the Beer Games with your friends, dance with the live music and kick it up with the oompah bands!

October 19, 2024

whiskeywinefire.com

(800) 830-3976
Maryland State Fairgrounds - Timonium, MD

An elegant evening in the Infield - this is an exclusive foodie celebration that features: Whiskey Bars, Elegant Wines and cocktails, great music, tented Food Stations, Food Trucks and restaurants, and Bonfires throughout. Relax around the fire gardens and enjoy an inspired take on fire-kissed BBQ, specialty grilling, and drink pairings. Enjoy the firebreathers and artists who set the night ablaze. Please dress appropriately, the event is outdoors. Souvenir glass to taste Whiskeys and wines and Food Galore! Enjoy great BBQ, grilled meat selections, and other goodies...Food Trucks, plus a S'mores station

October 26, 2024

wesleychapelurbana.com

(301) 662-5769
Urbana Vol. Fire & Rescue Company - Frederick, MD

Vendors will sell original crafts including jewelry, stained glass, woodworking, skin care, primitives, knitted and crochet, candles, fabric & textiles, floral, pottery, and seasonal crafts, artwork in several mediums and photography. Breakfast, lunch and bake table provided by the Church ladies of Wesley Chapel.

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Events in Annapolis, MD — upcoming

April 26 - 28, 2024

Annapolis Spring Sailboat Show

Annapolis City Dock and Harbor, Annapolis, MD

Status: Updated 2/1/2024

A Boat Auto Camping Show organized by Annapolis Boat Shows.
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $18 - $20. This event will also include demonstrations.
Art on Paper National Open Juried Exhibition
March - April 2024 (dates not updated)

Art on Paper National Open Juried Exhibition

MFA Circle Gallery, Annapolis, MD

Status: Updated 1/9/2023

A Gallery-Exhibition Event organized by Maryland Federation of Art.
This Maryland Gallery-Exhibition Event will have fine art and fine craft exhibitors, and no food booths. This event will also include open call for artwork.
May 5, 2024

First Sunday Arts Festival - May

Downtown Annapolis, Annapolis, MD

Status: Updated 2/12/2024

A Festival organized by Inner West Street Association.
This Maryland Festival will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-5pm.
Annapolis Up Rigging Festival
May 2024 (dates not updated)

Annapolis Up Rigging Festival

City Dock in Downtown Annapolis, Annapolis, MD

Status: Updated 12/3/2022

A Festival organized by Evans Management.
This Maryland Festival will have crafts, fine art and fine craft exhibitors, and no food booths. There will be 1 stage with Local talent and the hours will be See Website For Full Schedule. This event will also include tall ships and demonstrations.
June 2, 2024

First Sunday Arts Festival - June

Downtown Annapolis, Annapolis, MD

Status: Updated 1/15/2024

A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have antique/collectibles, 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.
July 7, 2024

First Sunday Arts Festival - July

Downtown Annapolis, Annapolis, MD

Status: Updated 2/13/2024

A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have antique/collectibles, 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.
August 4, 2024

First Sunday Arts Festival - August

Downtown Annapolis, Annapolis, MD

Status: Updated 2/13/2024

A Craft Show organized by Inner West Street Association.
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.
September 1, 2024

First Sunday Arts Festival - September

Downtown Annapolis, Annapolis, MD

Status: Updated 2/13/2024

A Craft Show organized by Inner West Street Association.
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.
September 14 - 15, 2024

Maryland Seafood Festival

Sandy Point State Park East Beach, Annapolis, MD

Status: Updated 12/13/2023

A Food Festival organized by ABC Events Inc..
This Maryland Food Festival will have commercial/retail, crafts, fine art and fine craft exhibitors, and 18 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat 11am-7pm, Sun 11am-7pm. Admission tickets are $15 - $100. This event will also include: crab picking contest, kids area.
September 15, 2024

Bay Bridge Paddle

Sandy Point State Park East Beach, Annapolis, MD

Status: Updated 12/13/2023

A Sports Event organized by ABC Events Inc..
This Maryland Sports Event will have commercial/retail exhibitors and 5 food booths. There will be 1 stage with Local talent and the hours will be Sun 7am-2pm. Admission tickets are $45 - $110.
Kunta Kinte Heritage Festival
September 2024 (dates not updated)

Kunta Kinte Heritage Festival

Annapolis City Dock - Susan Campbell Park, Annapolis, MD

Status: Updated 9/14/2023

A Festival organized by Kunta Kinte Celebrations, Inc..
This Maryland Festival will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft and homegrown products exhibitors, and 15 food booths. There will be 3 stages with National, Regional and Local talent and the hours will be Sat 10am-7pm. This event will also include children's tent and education booths.
West Annapolis Oktoberfest
September 2024 (dates not updated)

West Annapolis Oktoberfest

Downtown, Annapolis, MD

Status: Updated 9/15/2023

A Festival organized by West Annapolis Business Affiliation, Inc.
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.
Annapolis Fall Home Owners Expo
September - October 2024 (dates not updated)

Annapolis Fall Home Owners Expo

The Byzantium Conference and Event Center, Annapolis, MD

Status: Updated 7/3/2023

A Home and Garden Show organized by Mid Atlantic Expositions and Entertainment.
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-5pm, Sun 12pm-5pm. Admission tickets are $3 - $5.
October 6, 2024

First Sunday Arts Festival - October

Downtown Annapolis, Annapolis, MD

Status: Updated 2/13/2024

A Craft Show organized by Inner West Street Association.
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.
United States Powerboat Show
October 2024 (dates not updated)

United States Powerboat Show

Annapolis City Dock & Harbor, Annapolis, MD

Status: Updated 8/14/2023

A Boat Auto Camping Show organized by Annapolis Boat Shows.
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48.
October 10 - 14, 2024

United States Sailboat Show

Annapolis City Dock & Harbor, Annapolis, MD

Status: Updated 1/17/2024

A Boat Auto Camping Show organized by Annapolis Boat Shows.
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48.
Art @ the Park
October 2024 (dates not updated)

Art @ the Park

Quiet Waters Park, Annapolis, MD

Status: Updated 9/29/2023

A Music Festival organized by Friends of Quiet Waters Park Annapolis MD.
This Maryland Music Festival will have fine art and fine craft exhibitors, and 4 food booths. There will be 1 stage with Regional talent and the hours will be Sat 10am-5pm, Sun 10am-4pm. Admission tickets are $1 - $6. This event will also include demostrations.
October 19, 2024

Mid Atlantic Health Expo

Double Tree by Hilton, Annapolis, MD

Status: Updated 1/22/2024

A Lifestyle-Healthy Living Event organized by Mid Atlantic Health Expo.
This Maryland Lifestyle-Healthy Living Event will have commercial/retail and corp./information exhibitors, and no food booths. This event will also include: health screenings, fitness instructors, nutrition.
August 24 - October 20, 2024

Maryland Renaissance Festival

Crownsville Road, Annapolis, MD

Status: Updated 2/8/2024

A Renaissance-Medieval-Pirate Fair organized by Maryland Renaissance Festival, Ltd..
This Maryland Renaissance-Medieval-Pirate Fair will have crafts, fine art and fine craft exhibitors, and 42 food booths. There will be 10 stages with International, National and Regional talent and the hours will be Sat 10am-7pm, Sun 10am-7pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon 10am-7pm, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon closed, Tue closed, Wed closed, Thu closed, Fri closed, Sat 10am-7pm, Sun 10am-7pm, Mon 10am-7pm. Admission tickets are $8 - $30. This event will also include: children's area, games.
Fall Festival on the Avenue
October 2024 (dates not updated)

Fall Festival on the Avenue

Downtown, Annapolis, MD

Status: Updated 1/9/2023

A Holiday Celebration organized by Maryland Ave & State Circle Assocation.
This Maryland Holiday Celebration will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 6 food booths.
Harvest Hootenanny
October 2024 (dates not updated)

Harvest Hootenanny

Chesapeake Children's Museum, Annapolis, MD

Status: Updated 10/5/2023

A Family & Kids Festival organized by Chesapeake Childrens' Museum.
This Maryland Family & Kids Festival will have crafts, flea market and homegrown products exhibitors, and 4 food booths. There will be 1 stage with Local talent and the hours will be Sun 10am-1pm. Admission tickets are $8. This event will also include: petting zoo of farm animals, pumpkin painting, scarecrow stuffing, mini-hayrides.
November 3, 2024

First Sunday Arts Festival - November

Downtown Annapolis, Annapolis, MD

Status: Updated 2/13/2024

A Craft Show organized by Inner West Street Association.
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 4 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
December 1, 2024

Annapolis Chocolate Binge Festival

Downtown Annapolis, Annapolis, MD

Status: Updated 2/13/2024

A Festival organized by Inner West Street Association.
This Maryland Festival will have crafts, fine art and fine craft exhibitors, and no food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-4pm. This event will also include demonstrations.
Annapolis Holiday Market
December 2024 (dates not updated)

Annapolis Holiday Market

City Dock, Annapolis, MD

Status: Updated 6/28/2023

A Craft Show organized by Evans Management.
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 6 food booths. There will be 1 stage with Local talent and the hours will be Thu 4pm-10pm, Fri 11am-9pm, Sat 11am-9pm, Sun 11am-5pm.