Great Big Home Show
October 7 - 8, 2023
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!!!
Das Best Oktoberfest
October 7, 2023
dasbestoktoberfest.com
(800) 830-3976
Camden Yard Complex - Lot H beside M&T Bank Stadium - Baltimore, 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!
Savor Bowie Fall Fest
October 14 - 15, 2023
concertsforcausesinc.org
(301) 332-8318
Bowie Towne Center - Bowie, MD
Concerts for Causes Inc. Presents Savor Bowie 2023 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.
Baltimore Whiskey Wine & Fire Festival
October 14, 2023
whiskeywinefire.com
(800) 830-3976
Maryland State Fairgrounds - Timonium, MD
An elegant evening in the Infield - this exclusive foodie celebration will feature: Whiskey Bars, Elegant Wines & Cocktails, great music, tented Food Stations, Food Trucks & 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 & Wines and Food Galore! Enjoy great bbq, grilled meat selections, and other goodies...Food Trucks, plus a S'mores station! Enjoy seminars. Listen to live music and shop.
Urbana Indoor Art & Craft Show
October 28, 2023
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.
Annapolis Holiday Market
December 7 - 10, 2023
annapolisholidaymarket.com
(410) 858-5884
City Dock - Annapolis, MD
A fun festive Holiday Market where you can shop directly from the artisans on the waterfront of historic downtown Annapolis, Maryland. Special event nights are Thursday for the downtown wide Midnight Madness event and Saturday evening for the Eastport Light Parade.
Kris Kringle
December 8 - 10, 2023
charlescountyfair.com/kriskringlechristm..
(301) 643-9158
Charles County Fair Grounds - Laplata, MD
Christmas market with 185 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. SORRY ALL VENDOR SPACES ARE SOLD OUT FOR 2023
World of Pets Expo - Timonium
January 26 - 28, 2024
worldofpets.org
(800) 882-9894
Maryland State Fairgrounds - Timonium, MD
On January 26-28, 2024, the World of Pets Expo will be held at the Maryland State Fairgrounds in Timonium, MD. The Expo features something for everyone from the serious pet enthusiast to the casual pet admirer. There will be workshops, educational seminars and entertainment. Many activities and demonstrations will be directed toward children and the Expo is an exciting event for the entire family. TICA Cat Show, Dock Dog Competition, Dog Luring, Reptiles, Birds, Charm City Grooming Competition, Petting Zoo, Pony Rides and so much more! A Pet Lovers Paradise!
Events in Annapolis, MD — upcoming
September 30 - October 1, 2023
Annapolis Fall Home Owners Expo
The Byzantium Conference and Event Center, Annapolis, MD
Status: Updated 7/3/2023
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 1, 2023
First Sunday Arts Festival - October
Downtown Annapolis, Annapolis, MD
Status: Updated 1/7/2023
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.
October 5 - 8, 2023
United States Powerboat Show
Annapolis City Dock & Harbor, Annapolis, MD
Status: Updated 8/14/2023
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48.
October 12 - 15, 2023
United States Sailboat Show
Annapolis City Dock & Harbor, Annapolis, MD
Status: Updated 5/3/2023
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48.
October 14 - 15, 2023
Art @ the Park
Quiet Waters Park, Annapolis, MD
Status: Updated 9/29/2023
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 2023 (dates not updated) 
Harvest Hootenanny
Chesapeake Children's Museum, Annapolis, MD
Status: Updated 10/10/2022
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 Sat 2pm-5pm. Admission tickets are $8. This event will also include: petting zoo of farm animals, pumpkin painting, scarecrow stuffing, mini-hayrides.
August 26 - October 22, 2023
Maryland Renaissance Festival
Crownsville Road, Annapolis, MD
Status: Updated 2/16/2023
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.
October 22, 2023
Fall Festival on the Avenue
Downtown, Annapolis, MD
Status: Updated 1/9/2023
This Maryland Holiday Celebration will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 6 food booths.
November 5, 2023
First Sunday Arts Festival - November
Downtown Annapolis, Annapolis, MD
Status: Updated 1/7/2023
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-4pm. This event will also include demonstrations.
November 2023 (dates not updated)
Black Friday Vendor Expo
Corridor Opposite The Container Store, Annapolis, MD
Status: Updated 10/20/2022
This Maryland Holiday Celebration will have antique/collectibles, commercial/retail, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 2 food booths. This event will also include fashion parade. demonstrations from mary kay etc.
December 3, 2023
Annapolis Chocolate Binge Festival
Downtown Annapolis, Annapolis, MD
Status: Updated 1/7/2023
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.
December 7 - 10, 2023
Annapolis Holiday Market
City Dock, Annapolis, MD
Web: annapolisholidaymarket.com
Status: Updated 6/28/2023
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.
December 1 - 16, 2023
Tis the Season
Annapolis Mall, Annapolis, MD
Status: Updated 5/14/2023
This Maryland Holiday Celebration will have commercial/retail, corp./information and crafts exhibitors, and no food booths. There will be 1 stage with Local talent and the hours will be Fri 11am-6pm, Sat 11am-6pm, Sun 11am-4pm, Mon 11am-4pm, Tue 11am-4pm, Wed 11am-4pm, Thu 11am-4pm, Fri 11am-4pm, Sat 11am-4pm, Sun 11am-4pm, Mon 11am-4pm, Tue 11am-4pm, Wed 11am-4pm, Thu 11am-4pm, Fri 11am-4pm, Sat 11am-4pm.
February 2024 (dates not updated)
Annapolis Spring Home Owners Expo
The Byzantium Event Center, Annapolis, MD
Status: Updated 6/6/2022
This Maryland Home and Garden Show will have commercial/retail and corp./information exhibitors, and no food booths. There will be 1 stage with International talent and the hours will be Sat 10am-6pm, Sun 12pm-5pm. Admission tickets are $3 - $5.
March - April 2024 (dates not updated)
Art on Paper National Open Juried Exhibition
MFA Circle Gallery, Annapolis, MD
Status: Updated 1/9/2023
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.
April 2024 (dates not updated)
Annapolis Spring Sailboat Show
Annapolis City Dock and Harbor, Annapolis, MD
Status: Updated 1/3/2023
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $12 - $19. This event will also include demonstrations.
May 2024 (dates not updated)
Annapolis Up Rigging Festival
City Dock in Downtown Annapolis, Annapolis, MD
Status: Updated 12/3/2022
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.
May 2024 (dates not updated)
First Sunday Arts Festival - May
Downtown Annapolis, Annapolis, MD
Status: Updated 1/7/2023
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. This event will also include demonstrations.
June 2024 (dates not updated)
First Sunday Arts Festival - June
Downtown Annapolis, Annapolis, MD
Status: Updated 1/7/2023
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 2024 (dates not updated)
First Sunday Arts Festival - July
Downtown Annapolis, Annapolis, MD
Status: Updated 1/7/2023
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 All Days 11am-5pm. This event will also include demonstrations.
August 2024 (dates not updated)
First Sunday Arts Festival - August
Downtown Annapolis, Annapolis, MD
Status: Updated 1/7/2023
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.
August 2024 (dates not updated)
Maryland Seafood Festival
City Dock Annapolis, Annapolis, MD
Status: Updated 7/12/2023
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 2024 (dates not updated)
First Sunday Arts Festival - September
Downtown Annapolis, Annapolis, MD
Status: Updated 1/7/2023
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 2024 (dates not updated)
Bay Bridge Paddle
Sandy Point State Park East Beach, Annapolis, MD
Status: Updated 7/12/2023
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 Sat 7am-2:30pm. Admission tickets are $45 - $110.
