Baltimore Whiskey Wine & Fire Festival
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
Urbana Indoor Art & Craft Show
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.
Maryland Holiday Light Spectacular
December 12 - 30, 2024
mdholidaylights.com
(800) 830-3976
Maryland State Fairgrounds - Infield - Timonium, MD - Timonium, MD
Capture the Magic...Create a New Holiday Tradition at the new outdoor Maryland Holiday Light Spectacular - see over a million beautiful lights and dozens of displays on a half-mile walking trail. See larger than life holiday scenes, wonderful music throughout and oversized snow globes. There will be magical interactive wand elements throughout the event, Children's Activities, a Moon Bounce a Holiday Village complete with Boutiques, Shops and Rotating Food Trucks and so much more!
Kris Kringle
December 13 - 15, 2024
(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.
Events in Annapolis, MD — upcoming
October 10 - 14, 2024
United States Sailboat Show
Annapolis City Dock & Harbor, Annapolis, MD
Status: Updated 1/17/2024
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48.
August 24 - October 20, 2024
Maryland Renaissance Festival
Crownsville Road, Annapolis, MD
Status: Updated 2/8/2024
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 2024 (dates not updated)
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.
October 2024 (dates not updated)
Harvest Hootenanny
Chesapeake Children's Museum, Annapolis, MD
Status: Updated 10/5/2023
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
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
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 12 - 15, 2024
Annapolis Holiday Market
City Dock, Annapolis, MD
Status: Updated 10/11/2024
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.
February 2025 (dates not updated)
Annapolis Spring Home Owners Expo
The Byzantium Event Center, Annapolis, MD
Status: Updated 10/23/2023
This Maryland Home and Garden Show will have commercial/retail and corp./information exhibitors, and no food booths. There will be 1 stage with International talent and the hours will be Sat 10am-6pm, Sun 12pm-5pm. Admission tickets are $3 - $5.
April 2025 (dates not updated)
Annapolis Spring Sailboat Show
Annapolis City Dock and Harbor, Annapolis, MD
Status: Updated 2/1/2024
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.
May 2025 (dates not updated)
First Sunday Arts Festival - May
Downtown Annapolis, Annapolis, MD
Status: Updated 2/12/2024
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.
June 2025 (dates not updated)
First Sunday Arts Festival - June
Downtown Annapolis, Annapolis, MD
Status: Updated 1/15/2024
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 2025 (dates not updated)
First Sunday Arts Festival - July
Downtown Annapolis, Annapolis, MD
Status: Updated 2/13/2024
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 2025 (dates not updated)
First Sunday Arts Festival - August
Downtown Annapolis, Annapolis, MD
Status: Updated 2/13/2024
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 2025 (dates not updated)
First Sunday Arts Festival - September
Downtown Annapolis, Annapolis, MD
Status: Updated 2/13/2024
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 2025 (dates not updated)
Kunta Kinte Heritage Festival
Navy Marine Corps Stadium (Blue Lot), Annapolis, MD
Status: Updated 8/6/2024
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.
September 2025 (dates not updated)
Maryland Seafood Festival
Sandy Point State Park East Beach, Annapolis, MD
Status: Updated 12/13/2023
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 2025 (dates not updated)
Bay Bridge Paddle
Sandy Point State Park East Beach, Annapolis, MD
Status: Updated 12/13/2023
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 Sun 7am-2pm. Admission tickets are $45 - $110.
September 2025 (dates not updated)
West Annapolis Oktoberfest
Downtown, Annapolis, MD
Status: Updated 8/7/2024
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.
September 2025 (dates not updated)
Annapolis Fall Home Owners Expo
The Byzantium Conference and Event Center, Annapolis, MD
Status: Updated 8/5/2024
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-6pm, Sun 12pm-5pm. Admission tickets are $3 - $5.
October 2025 (dates not updated)
United States Powerboat Show
Annapolis City Dock & Harbor, Annapolis, MD
Status: Updated 6/25/2024
This Maryland Boat Auto Camping Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $5 - $48.
October 2025 (dates not updated)
First Sunday Arts Festival - October
Downtown Annapolis, Annapolis, MD
Status: Updated 2/13/2024
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 2025 (dates not updated)
Art @ the Park
Quiet Waters Park, Annapolis, MD
Status: Updated 4/19/2024
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.
