Annapolis · Maryland
Fairs, festivals and markets in Annapolis, MD
Annapolis, MD has 39 published events. Two of them are taking vendor applications right now. Five publish a booth fee, and the median is $100.
- Published events
- 39
- Accepting vendors now
- 2
- Median booth fee
- $100
Next events
See Annapolis on the map
Holiday marketAnnapolis, MD
Annapolis Holiday Market
Dec 4–13
Outside Annapolis Mall · 1040 Annapolis Mall Road
Unconfirmed
Fee not listed
OtherAnnapolis, MD
Annapolis Wedding Expo & Bridal Show
Dec 6
Crowne Plaza Hotel Annapolis · 173 Jennifer Road
Accepting vendors
Fee not listed
Holiday marketAnnapolis, MD
Midnight Madness on West - Annapolis Holiday Market
Dec 10–17
First block of West Street at West Street & Church Circle · West St & Church Cir
Unconfirmed
Fee not listed
FestivalAnnapolis, MD
Annapolis Spring Sailboat Show
Apr 23–25 next year
City Dock
Unconfirmed
Fee not listed
FestivalAnnapolis, MD
Annapolis Oyster Roast & Sock Burning
Next edition not announced
Annapolis Maritime Museum & Park — Museum Campus (723 Second Street waterfront campus) · 723 Second Street
Unconfirmed
Fee not listed
FestivalAnnapolis, MD
Hispanic Health Fest
3 dates · Seasonal
Moyer Recreation Center · 273 Hilltop Lane
Unconfirmed
Fee not listed
Farmers marketAnnapolis, MD
Annapolis Amish Market (Pennsylvania Dutch Farmer's Market)
Thursdays, Fridays & Saturdays
Annapolis Amish Market / PA Dutch Farmer's Market, Annapolis Harbour Center · 2472 Solomons Island Road
Unconfirmed
Fee not listed
Farmers marketAnnapolis, MD
Anne Arundel County Farmers Market
Saturdays & Sundays · Year-round
275 Harry S Truman Pkwy
Unconfirmed
Fee not listed
Community eventAnnapolis, MD
Food Truck Fridays Annapolis
Fridays · Seasonal
275 Harry S. Truman Pkwy
Unconfirmed
Fee not listed
Farmers marketAnnapolis, MD
Farragut Farmers Market
Next edition not announced
Navy-Marine Corps Memorial Stadium
Unconfirmed
Fee not listed
FestivalAnnapolis, MD
Maryland Seafood Festival
Next edition not announced
Sandy Point State Park (East Beach & Park Marina) · 1100 E College Pkwy
Applications closed
Fee not listedCommunity eventAnnapolis, MD
Annapolis Trash to Treasure Rummage Sale
1 dates · Seasonal
'Pip' Moyer Recreation Center (at Truxtun Park) · 273 Hilltop Lane
Accepting vendors
from $20booth fee
Holiday marketAnnapolis, MD
Annapolis Town Center Holiday Market
Next edition not announced
Annapolis Town Center
Unconfirmed
Fee not listed
Holiday marketAnnapolis, MD
Holiday Artisan Market, Artistic Gifts of the Season
Next edition not announced
Galleries at Quiet Waters Park (Visitor Center) · 600 Quiet Waters Park Road
Unconfirmed
Fee not listed
FestivalAnnapolis, MD
Annapolis Vintage Market
3 dates · Year-round
Vintage Vibe Finds & Artfully Acquired shop parking lot (40 Hudson Street, Unit 107) · 40 Hudson Street
Unconfirmed
Fee not listed
FestivalAnnapolis, MD
10th Annual Pints 4 Paws Homebrewing and Craft Beer Festival
Next edition not announced
Navy-Marine Corps Memorial Stadium · 550 Taylor Avenue
Applications closed
Fee not listed
FestivalAnnapolis, MD
2026 Annapolis Pride Parade & Festival
Oct 3
Bates Athletic Complex · 935 Spa Rd
Applications closed
from $100booth fee
FestivalAnnapolis, MD
36th Annual Kunta Kinte Heritage Festival
Sep 26
Navy-Marine Corps Memorial Stadium · 550 Taylor Ave
Applications closed
from $200booth fee
FestivalAnnapolis, MD
Annapolis Baygrass Music Festival
Sep 19–20
Sandy Point State Park
Applications closed
from $0booth fee
Street fairAnnapolis, MD
Naptown Flea x Lucky Girl Market
Sep 13
Maryland Avenue (Downtown Annapolis) · Maryland Avenue
Unconfirmed
Fee not listed
Concert seriesAnnapolis, MD
September Sunsets Concert Series
Sep 3–24
Park Campus, Annapolis Maritime Museum & Park · 7300 Edgewood Rd
Unconfirmed
Fee not listed
Pop-upAnnapolis, MD
Naptown Flea Night Market
Past edition · Aug 7
GameOn Bar + Arcade · 114 West Street
Applications closed
Fee not listed
Street fairAnnapolis, MD
Naptown Flea
Jul 12
Applications closed
Fee not listedCommunity eventAnnapolis, MD
July 4 - Annapolis 250
Jul 4
Applications closed
Fee not listed
FestivalAnnapolis, MD
Eastport a Rockin' 2026
Past edition · Jun 27
Eastport neighborhood (Back Creek & Second Street), surrounding the Annapolis Maritime Museum · Second Street & Eastern Avenue
Applications closed
Fee not listed
Pop-upAnnapolis, MD
Naptown Flea
Jun 14
24 Market Space
Applications closed
Fee not listed
FestivalAnnapolis, MD
Arts Annapolis Festival
Jun 13
Historic Downtown Annapolis (Inner West Street area) · 60 West Street
Applications closed
Fee not listed
Concert seriesAnnapolis, MD
Tides & Tunes
Thursdays · Jun 11 – Aug 20
Annapolis Maritime Museum · 723 Second Street
Unconfirmed
Fee not listed
FestivalAnnapolis, MD
Cape St. Claire Strawberry Festival
Jun 6
Cape St. Claire community beach and clubhouse (festival grounds inside the fence area by the beach); parade starts at the Cape St. Claire Fire Department · 1223 River Bay Rd
Applications closed
Fee not listed
FestivalAnnapolis, MD
Annapolis Greek Festival
May 30–31
Ss. Constantine & Helen Greek Orthodox Church · 2747 Riva Road
Unconfirmed
Fee not listed
Pop-upAnnapolis, MD
Anchors + Artisans Pop-Up Market
Third Sunday of the month · May 17 – Oct 18
Annapolis Town Center · 1906 Towne Centre Blvd
Applications closed
Fee not listed
FestivalAnnapolis, MD
First Sunday Arts Festival
First Sunday of the month · May 3 – Nov 1
First block of historic West Street and nearby sites (West Street, Calvert Street, People's Park, Weisman Park, Author's Alley at Truist Lot, Stan & Joe's Lot), downtown Annapolis
Applications closed
$110booth fee
FestivalAnnapolis, MD
2026 Wedding Fair at the Historic Inns of Annapolis
Past edition · Mar 22
Governor Calvert House at Historic Inns of Annapolis · 58 State Circle
Unconfirmed
Fee not listed
OtherAnnapolis, MD
Bubbly Bridal Expo
Past edition · Feb 22
Graduate by Hilton Annapolis · 126 West Street
Applications closed
Fee not listed
Community eventAnnapolis, MD
Annapolis Feb. 21-22 — The Home Owners Expo
Past edition · Feb 21–22
The Byzantium Event Center · 2747 Riva Road
Unconfirmed
Fee not listed
Pop-upAnnapolis, MD
Naptown Flea Vintage & Vinyl Market
Past edition · Feb 1
Maryland Hall · 801 Chase Street
Unconfirmed
Fee not listed
OtherAnnapolis, MD
Annapolis Home Owners Expo (Spring 2021)
Past edition · Apr 10–11 in 2021
Byzantium Event Center
Applications closed
Fee not listed
FestivalAnnapolis, MD
Annapolis Arts, Crafts & Wine Festival
Past edition · Jun 10–11 in 2017
Navy-Marine Corps Memorial Stadium · 550 Taylor Ave
Unconfirmed
Fee not listed
FestivalAnnapolis, MD
Annapolis Craft Beer and Music Festival
Past edition · Sep 17 in 2016
Navy-Marine Corps Memorial Stadium · 550 Taylor Ave
Applications closed
Fee not listed
Questions about events in Annapolis, MD
How many events in Annapolis, MD are accepting vendors?
Two of the 39 events in Annapolis, MD on Vendorbound are taking vendor applications now. Each status comes from the organizer’s own page at our last check.
What do booth fees cost at events in Annapolis, MD?
Five of the 39 publish a booth fee. Taking each one’s cheapest booth, the median is $100, and the middle half charge between $20 and $110. Each listing shows its fee, and the event page breaks it down by application.
