Vendor Events in Annapolis, MD
Festivals in Annapolis(4)
First Sunday Arts Festival
by Inner West Street Association
West Street and Calvert Street, Annapolis, Maryland
May 3 - November 1, 2026
Monthly arts festival running from May through November featuring local artists, crafts, and vendors on West Street in Annapolis.
Annapolis Holiday Arts Festival
by Inner West Street Association / Annapolis Arts District
Downtown Annapolis, MD 21401
November 5
The First Sunday Arts Festival is a monthly outdoor art and craft market held on the first Sunday of each month from May through November on West Street and Calvert Street in historic downtown Annapolis. The November festival features a holiday shopping focus with over 130 local and regional artisans selling paintings, photography, pottery, glass, jewelry, woodturning, sculpture, fiber arts, candles, home decor and more. Attendees enjoy free admission, live music from multiple stages, and dining at local restaurants. The festival runs 11 a.m. to 5 p.m. and serves thousands of shoppers seeking handmade and locally-created goods in a vibrant street fair setting. Free parking is available at nearby garages.
Maryland Renaissance Festival
by Maryland Renaissance Festival
1821 Crownsville Rd, Annapolis, MD 21401
August 29 - October 25, 2026 (weekends)
The Maryland Renaissance Festival is a 16th-century English Renaissance celebration held annually in the 27-acre Village of Revel Grove in Crownsville. The festival features approximately 100 craft vendors offering handmade wares alongside specialty vendors, food emporiums, games, and attractions. With over 230 performers across ten stages including a 3,000-seat jousting arena, the festival attracts over 340,000 visitors for the season, averaging nearly 18,000 per day. Vendors must be juried, creating handcrafted products themselves, and commit to participating at least half the event days. The festival runs weekends from late August through October during the picturesque autumn season, making it an ideal venue for artisans seeking substantial foot traffic and a dedicated renaissance faire audience across nine weekends.
Annapolis Holiday Market
by Annapolis Holiday Market
60 College Avenue, Annapolis, MD 21401
December 4, 2026
A highly visible and successful regional holiday market seeking handmade items (no resellers). Join 150 other artisans and holiday food makers, plus live daily entertainment. Located next to a successful regional shopping mall. Hotel available across the street.
Pop-Ups in Annapolis(1)
Farmers Markets in Annapolis(4)
Westfield Annapolis Farmers' Market
by Westfield Annapolis Farmers' Market Organizers
Jennifer Rd. & rt.50, Annapolis, MD 21401
Sun: 10:00 AM-2:00 PM, Jan 5 - Nov 23
Sundays in Annapolis bring a weekly gathering of local farmers and food producers to Jennifer Road near Route 50, where the community comes together for fresh seasonal produce and artisan goods. The Westfield Annapolis Farmers' Market runs year-round from January through late November, making it a reliable destination whether you're shopping for spring greens, summer berries, fall squashes, or winter root vegetables. This is a farmers market focused on food and produce, which means you'll find vendors selling what they grow and make themselves rather than resold wholesale goods, creating a direct connection between local growers and the Annapolis community. What draws people to farmers markets like this one is the variety and freshness you won't find in conventional grocery stores. Vendors here typically offer baked goods made fresh that morning, locally produced cheese, free-range eggs, herbs from their gardens, and whatever vegetables are in season. You'll also discover prepared foods, honey, and handmade crafts from artisans in the area. The Sunday morning timing makes it a natural part of weekend routines for many Annapolis residents, from busy families stocking up on groceries to home cooks seeking ingredients for the week's meals and longtime customers who've built relationships with their favorite vendors. The market is set up to be accessible to all shoppers. It accepts credit cards for convenient payment, and importantly, it's authorized to accept SNAP/EBT benefits as well as WIC, WIC Cash, and Senior FMNP vouchers. This means the Westfield Annapolis Farmers' Market serves the broader Anne Arundel County community, making fresh local food available to families across different income levels. Whether you're a vendor looking to build a regular customer base or a shopper looking for quality local products, the consistent Sunday schedule and year-round operation make this a stable market presence in the Annapolis area.
Anne Arundel County Farmers' Market (Riva)
by Anne Arundel County Farmers' Market (Riva) Organizers
Riva Road & Harry S Truman pkwy, Annapolis, MD 21401
Sat: 7:00 AM-12:00 PM, Apr 4 - Dec 31; Sun: 9:00 AM-12:00 PM, year-round
The Anne Arundel County Farmers Market at Riva is an established year-round venue open year-round on Sundays and seasonally on Saturdays. The market features over 50 vendor members selling fresh local produce, meats, seafood, baked goods, artisanal crafts, honey, eggs, coffee, and prepared vegetables. The covered pavilion provides shelter for shoppers and vendors alike. Sundays operate 9 AM to 12 PM consistently throughout the year. Saturday markets run from early April through late December, 7 AM to 12 PM, offering one of the longest market seasons in Maryland. The market accepts WIC and Senior FMNP checks, supporting community food access.
Annapolis FRESHFARM Market
by Annapolis FRESHFARM Market Organizers
Compromise Street, Annapolis, MD 21401
sun:8:30 AM - 12:00 PM, May to November
The Annapolis FRESHFARM Market is a seasonal farmers market held on Sunday mornings at the Donner Parking Lot on Compromise Street in downtown Annapolis. Located next to the water at City Dock, the market features fresh local produce, grass-fed meats, seafood including crab, farm-fresh eggs, cheeses, baked goods, mushrooms, honey, flowers, and other products from regional farmers and producers in Delaware, Maryland, Pennsylvania, and West Virginia. The market operates seasonally from May through November, attracting both local residents and tourists to downtown Annapolis. Vendors offer items harvested or produced recently, making it an active venue for local food producers and artisans seeking direct-to-consumer sales.
Annapolis Royal Farmers Market
by Annapolis Farmers Market Association
1 Harry S Truman Pkwy, Annapolis, MD 21401
Sundays, 9 AM - 1 PM, April - December
Located at 1 Harry S Truman Parkway in Annapolis, Maryland, this weekly farmers market brings together local growers, bakers, and artisans every Sunday morning from April through December. The waterfront setting near the state capital creates a vibrant community gathering where residents and visitors come together to source fresh, locally-produced goods. You'll find the market operates year-round during the growing season, with spring bringing early greens and seedlings, summer offering peak produce variety, fall showcasing root vegetables and preserves, and early winter still providing hardy crops and prepared foods. The market specializes in several core vendor categories that define the shopping experience. Fresh produce from regional farms makes up a significant portion of the offerings, with vendors rotating their selections based on what's in season. Baked goods from local bakeries and home-based producers line the stalls, ranging from artisan breads to pastries and prepared foods. Beyond fruits and vegetables, handmade goods vendors bring crafts, value-added products, and artisan items that reflect the creative community around the capital. Given Annapolis's proximity to the Chesapeake Bay, seafood vendors often participate, offering fresh catch that's a highlight for many shoppers. The Sunday morning time slot from 9 AM to 1 PM attracts a mix of weekenders, local households stocking up for the week, tourists exploring the capital area, and other vendors scouting products and networking. The waterfront location makes it a destination market rather than just a convenience stop, drawing people who are intentional about supporting local food systems and artisans. If you're a vendor in the produce, baked goods, or handmade goods categories, this established market offers consistent foot traffic and a customer base that values locally-sourced products. The April through December season gives you predictable scheduling while the weekly format builds customer loyalty and repeat visitors.
Vendor-Based Stores in Annapolis(3)
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Selling in Annapolis: common questions
How do I become a vendor at markets in Annapolis?
Create a free VendorsMap account, browse the 9 events listed in Annapolis, MD, and apply from each event page. Some events accept applications directly through VendorsMap; others link out to the organizer's own application.
How much are booth fees in Annapolis?
Booth fees vary by event and organizer. Weekly farmers markets are usually the most affordable, while large festivals and juried craft fairs typically charge more. Each event listing on VendorsMap shows the booth fee when the organizer has published one. Sign in free to see fees and deadlines.
When do applications open for Annapolis events?
It depends on the event. Many seasonal markets open applications in late winter or early spring, and annual festivals often open several months before the event date. Check each listing for its deadline, and create a free account to get alerts when applications open.
Is it free to find vendor events on VendorsMap?
Yes. Browsing events in Annapolis is free for any signed-in vendor, and a free account shows booth fees, deadlines, and application links. Optional membership adds first-access alerts the moment new Annapolis events are approved, plus the Scam Protection Promise, which reimburses up to $500 per claim on fraudulent events.