Snow Flake Alley is on Google Maps! Take a virtual stroll down the alley here - but make sure you visit in person, too!
Midnight Madness
Parking tips for downtown Annapolis

Our free circulator bus that runs throughout downtown Annapolis.
The historic downtown Annapolis area is a beautiful small area that is easily walkable or bikeable from any of our parking garages or parking lots. The majority of on-street parking is limited to 2-hour parking, this is perfect for those coming in for a short time and need quick access to their favorite store or restaurant. For those coming to spend longer periods of time, the parking garages all allow for all-day parking at very reasonable rates. All of the downtown parking garages are also served by a free circulator shuttle that runs every 20 minutes throughout downtown Annapolis. There are designated stops and you can also waive to the driver and they will stop and pick you up. See the circulator shuttle's current location and route by clicking here.
Midnight Madness – A Festive Shopping Celebration in Downtown Annapolis 2019
Thursdays, December 5 and 12 from 6PM until Midnight and December 19 from 6PM until 11PM

Experience Midnight Madness in Annapolis
Downtown Annapolis Partnership proudly presents Midnight Madness—a Historic Downtown Annapolis holiday tradition that encompasses the charm and character of our most beloved memories of Norman Rockwell and Charles Dickens. We will adorn the streets and participating storefronts with holiday decorations, trees, garland, snowflakes, bows and lights to create a Downtown Winter Wonderland. Residents and visitors are invited to stroll along Main Street, West Street, Maryland Avenue, State Circle, and Dock Street from 6 PM until Midnight to support our local businesses. When we Shop Local, we reinvest in our community and help our downtown businesses thrive. Check out all the stores, galleries, and boutiques along West Street, Maryland Ave, State Circle, Main Street, Market Space, Randall Street, and Dock Street.
A very special thank you to our premier sponsor, Sheehy Lexus of Annapolis for their ongoing support!
Some of our Featured Attractions:
- Holiday Light Canopy over West Street / Annapolis Arts District
- Snowflake Alley: A magical passageway to a delightful evening of fun, entertainment, shopping deals and treats to eat. | Main Street (Cabbage Alley)
- Holiday Christmas Tree at Market Space
Our historic, brick-lined streets will be full of carolers, choirs, musicians, and other street performers. We will offer fun photo opportunities for all ages. Downtown merchants may offer complimentary refreshments, specials, shopping incentives and a personalized approach to customer service that is certain to create a delightful sense of community and belonging. Please join us!
To make your experience more enjoyable:
- The Calvert Street Parking Garage is Free Parking between 6 pm and 6 am. Located at 19 St Johns Street
- Use the Park & Shop program is earn free parking at Hillman, Gott's Court, Park Place and Knighton Parking Garages.
- The Whitmore Parking Garage is free from 4 pm to 6 am. Located at 25 Clay Street.
- $5 parking at Park Place and Knighton Parking Garages when you prepay at www.annapolisparking.com
- Free Circulator buses run along West Street, Calvert Street, State Circle, and Main Street.
Midnight Madness – Annapolis 2019
Annapolis Shopping / Retail / Gallery
Alpaca International - alpaca clothing boutique
Blanca Flor Silver Jewelry - sterling silver jewelry boutique
Capital Comics - comic book store
The Gateway Florist - flower and gift shop
Graul's Market - grocery store
HERE. a pop-up shop - pop up gift boutique
Hobo - handbag boutique
Irish Traditions - Irish clothing and gift boutique
Lilac Bijoux - clothing boutique
Local by Design - local artisans shop
The Lucky Knot - clothing boutique
Maryland Federation of Art - gallery
Mills Fine Wine & Spirits - wine shop
Museum Store - gift shop
Shades of The Bay - sunglass and flip flop specialty store
Sheehy Lexus - car dealership
The Spice & Tea Exchange - seasoning and tea shop
Annapolis Restaurants & Food
Annapolis Market House - Annapolis cuisine
Blackwall Hitch - coastal cuisine
Buddy's Crabs & Ribs - seafood and ribs
Caliente Grill - Latino cuisine
Carpaccio Tuscan Kitchen - Italian cuisine
Chart House - seafood restaurant
Chick and Ruth's Delly - deli and bakery
Federal House Bar & Grille - bar and grille
Galway Bay Irish Restaurant - Irish pub
Iron Rooster - southern cuisine specializing in breakfast
Kilwins - ice cream and chocolate shop
Latitude 38 Waterfront Annapolis - seafood restaurant including Club 38 wine club
Level - a small plates lounge
Light House Bistro - social enterprise restaurant
Mason's Famous Lobster Rolls - lobster roll restaurant
McGarvey's Saloon and Oyster Bar - seafood and oyster bar
Middleton Tavern - Chesapeake cuisine
Miss Shirley's Cafe - Southern-inspired breakfast, brunch, and lunch
Mission BBQ - barbeque restaurant
O'Brien's Oyster Bar - seafood restaurant and bar
Paul's Homewood Cafe - Greek and American cuisine
Rams Head Tavern - American tavern fare
Rasa Juice Shop - juice shop
Reynolds Tavern - teahouse and pub
Stan and Joe's Saloon - American pub fare
Annapolis Hotel / Inns
Flag House Inn - bed & breakfast
Georgian House - bed & breakfast
Hilton Garden Inn Annapolis Downtown - hotel, conference rooms and restaurant
The Hotel Annapolis - hotel, conference rooms, ballroom and restaurant
Annapolis Events
Turning Point Sports - sports and teambuilding events
Annapolis Press / Publications / Radio
Eye on Annapolis - online publishing/news
N2 Publishing - publishes Life on the Hill magazine
SpinSheet Publishing Company - Chesapeake Bay Sailing Magazine
What's Up Magazine - events magazine
WNAV - radio
Annapolis Performing Arts / Entertainment / Museums
Annapolis Summer Garden Theatre - Outdoor theatre
Annapolis Symphony Orchestra - performing arts organization
Maryland Hall - performing and visual arts and education center
Mission Escape Rooms - interactive escape room experience
Mitchell Gallery - art gallery within St. John's College
Annapolis Tours / Visitor Services / Tourist Attractions
Hammond-Harwood House - historic mansion and museum with tours
Historic Annapolis Foundation - historic sites including Hogshead and William Paca House
Schooner Woodwind - Annapolis sailing cruises
Urban Eventours - transportation services and tours
Visit Annapolis - visitors center
Watermark - boat tours and charters
Annapolis Services and Groups
Annapolis Jaycees - community service
Campbell Property Management LLP - property management
Chesapeake Property Management Realty, LLC - property management
The City of Annapolis - local government
Fleet Reserve Club of Annapolis - Veterans organization
Gohn Hankey & Berlage LLP - law firm
Herrmann Advertising - marketing and branding firm
Naval Academy Business Service Division - Naval Academy Visitors Center and gift shop
St. John's College - liberal arts college
W&P Nautical - nautical property management and boat slips

"CoCo with the PoPo"
Annapolis - A National Treasure
There is no prettier time of the year to visit our beautiful City of Annapolis. We were voted one of America's Best Towns for The Holidays by Travel and Leisure. Make plans to enjoy your holiday season in Annapolis
Snowflake Alley