Midnight Madness

Snow Flake Alley is on Google Maps!  Take a virtual stroll down the alley here - but make sure you visit in person, too!

Holiday Parking in Annapolis

The City of Annapolis is offering holiday parking specials this holiday season, with some changes designed to improve the downtown holiday experience for both drivers and pedestrians.  The changes were made in consultation with SP+, the city's comprehensive parking management firm.

Improved Valet Service: Free valet parking will be offered downtown each Thursday, Friday, Saturday, and Sunday from Friday, November 25 through Saturday, December 24. The valet drop off has been moved from Market Space to the Dock Street island this year to improve pedestrian safety and accommodate more vehicles.  By staging the valet service at Dock Street, drivers no longer have to maneuver through seven pedestrian crosswalks or make two trips around a traffic circle as they did last year.  The service will be offered the following dates and times:

  • Thursdays – 4 p.m. to midnight
  • Fridays –     4 to 9 p.m.
  • Saturdays – Noon to 9 p.m.
  • Sundays –   Noon to 5 p.m.

Pedestrian Friendly Main Street:  To make Midnight Madness more pedestrian friendly, the top of Main Street between Conduit Street and Church Circle will be closed to vehicles from 4 p.m. to midnight on December 1, December 8, and December 15.  Vehicles on lower Main Street can still exit downtown from Conduit Street or Francis Street.

Pre-Pay for Garage Parking:  To minimize downtown traffic, parking guests can purchase garage parking ahead of time online at http://www.AnnapolisParking.com.  For a 12% convenience fee, guests can reserve a parking space in the Hillman Garage, Gotts Garage and Knighton Garage by using a secure online transaction.  Simply visit the webpage for the garage of your choice to complete your transaction.  Garage rates are:

Hillman Garage Rates:

Gotts Court Garage & Knighton Garage Rates:

  • Thursdays & Fridays: Enter after 4 p.m. and leave before 6 a.m. for a flat rate of  $5.00
  • Saturdays & Sundays: $5.00 flat rate all day 
  • Prepaid available at annapolisparking.com

Free, 3-Hour Parking at Meters: The city will once again offer 3 hours of free parking at metered spaces downtown from November 25, 2016, through January 1, 2017.  The three hours of free parking will be available at all bagged parking spots on Main Street, Francis Street, West Street, Maryland Avenue, Prince George Street, City Dock, Calvert Street and Market Space.  This benefit is only for three hours only.  Violators will be ticketed.

Expanded Circulator Service: The city will provide extended Circulator service for Midnight Madness December 1, December 8 and on December 15.  On these days, the Circulator will be free and will run from 4 p.m. to Midnight.  One shuttle will run from West Gate Circle to Church Circle, and another will run from West Gate Circle to City Dock via Duke of Gloucester, east on Randall Street, up Prince George Street to College Avenue, and back to West Street.

eCruisers:  eCruisers from Urban EvenTours will also be available downtown.

Midnight Madness – A Festive Shopping Celebration in Downtown Annapolis

Thursdays, December 1, 8 from 6PM until Midnight and December 15 from 6PM until 11PM

Downtown Annapolis Partnership proudly presents Midnight Madness—an Historic Downtown Annapolis “Shop Local” 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 6PM until Midnight to support our local businesses. When we Shop Local, we reinvest in our community and help our downtown businesses thrive.

A very special thank you to our sponsor, Sheehy Lexus of Annapolis for their ongoing support!

Thank you to our partners for your generous contributions of time, talent and treasure:

Herrmann Advertising
City of Annapolis
Urban evenTours
Visit Annapolis and Anne Arundel County
Trusted Photo DC & Trusted Photo AmericaTrusted – Chris Petracco
Ward One Residents Assoc.
Annapolis Green

Some of our Featured Attractions:

  • Snowflake Alley: A magical passageway to a delightful evening of fun, entertainment, shopping deals and treats to eat. | Main Street (Cabbage Alley)
  • Secret Santa Shoppe for Children at Lil Lamb Boutique | 44 Maryland Avenue
  • Pirate's Night Before Christmas, A Christmas Craic, A Yule Log, and a Christmas Cottage in the Garden at Old Fox Books & Coffeehouse | 35 Maryland Avenue
  • Complimentary Gift Wrapping Courtesy of:  Ward One Residents Association at the Market House and Annapolis Green at 92 Maryland Avenue
  • The United States Naval Academy Mascot "Bill the Goat"
  • "Cocoa with a Cop" featuring the Annapolis Police Department
  • St. Martin's Kindness Club featuring Random Acts of Kindness so you can "Pay It Forward!"
  • Red Red Wine Jingle Bar Elfie Station
  • Green Drinks hosted by Annapolis Green helps kick off Midnight Madness at Pusser's Caribbean Grille from 5:30 to 7:30 pm.

To make your experience more enjoyable:

  • The City of Annapolis will offer FREE 3-hour valet parking, free Circulator buses and discounted garage parking.
  • We will feature eCruisers throughout downtown, compliments of George Palmer at Urban EvenTours.
  • To enhance your shopping experience, we will provide a Google Interactive Map, courtesy of Chris Petracco, President, TrustedPhotoDC - Washington,DC & Annapolis, MD.

Our historic, brick-lined streets will be full of carolers, choirs, musicians, and other street performers. We will offer fun photo opportuities 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!

LocationMidnight Madness December 1
Midnight Madness December 8
Eleventh Hour
December 15
Christmas Tree
Cousin Eddie
Cousin Eddie
Cousin Eddie
Window at Hats in the Belfry
Jocelyn Faro
Jocelyn Faro
Bell Ringer
Salvation Army Band
Salvation Army Band
Green Line Brass Quintet
MSTADance Center of Severna Park
Stretching for Shopping; Yoga with Mary Kay
SunTrust Triangle
Upper Main Street Pavilion outside Mason's Lobster Rolls
The Outcasts
The Outcasts
The Outcasts
The Annapolis Bookstore
Sarah Schabow, Ornament Scribe, painting customized ornaments from 7 to 10 pm
Open Space on the Corner of City Dock and Dock Street (across from Mission BBQ)
Green Line Brass Quintet
St. Anne's Children's Chorus
Freedom Choir
Upper Main Street Pavilion: Porch at Maryland Inn
Wiley H. Bates Performing Arts Chorus
Green Line Brass Quintet
Makela Temple Beth Shalom
Upper Main Street Pavilion: At Conduit Near Fox Den
Jeremy Ragsdale Voice Studio Lead Singer: Holiday Edition
Old Mill High School Steel Drum Band
Fast as Lightning
Upper Main Street Pavilion, Middle of the Street on Main at Church Circle
Free Coco at the HoHo with the PoPo
Free Coco at the HoHo with the PoPoFree Coco at the HoHo with the PoPo
Upper Main Street Pavilion: Alpaca International
AlpacasAlpacasPeruvian Dance Troupe
Upper Main Street Pavilion, The Red Bean near Lawrence Clothing
West Street Park (with Lexus)
Fiddle Oaks
Arundelair Chorus
Annapolis Pottery
Window of Lil Lamb Shop on Maryland Avenue
Bridgett Michaels
AL Goodies
St. Martin's School RAK
StrollingSons of Severn Chorus
Sons of Severn Chorus
Sons of Severn Chorus
StrollingChesapeake Revelers
Chesapeake Revelers
Chesapeake Revelers
StrollingPride of Baltimore Chorus

Key School Chorus
StrollingBell Arte Singers
StrollingMadrigal Singers

"CoCo with the PoPo"

Annapolis - A National Treasure

Some might say there is no prettier time of the year to visit our beautiful city. Remind your staff and your customers that we were voted one of America's Best Towns for The Holidays by Travel and Leisure.

Snowflake Alley


Make your holidays brighter with these specials from our local businesses:

On December 15 from 5 to 11 pm, visit Alpaca International at 206 Main Street for the first "Shop-Wine-Give" to benefit the children of CASA.  Enjoy refreshments and modeling while shopping the largest collection of garments and accessories crafted of 100% baby alpaca wool.  Alpaca will donate 15% of sales during this event to benefit Anne Arundel County CASA.

The Annapolis Arts Alliance hosts its Second Annual Holiday Gallery and Gift Shop at 63 West Street in Annapolis’s arts district.  A showcase of work by 24 local artists, the shop is open afternoons and evenings from Wednesday 11 am to 6 pm, Thursday 1 pm to midnight, Friday 1 to 10 pm, Saturday 11 am to 10 pm, and Sunday 1 to 6 pm through Christmas Eve.  The shop features exciting new art from Annapolis' well-known artists, including paintings, fused glass, maritime photographs, digital photography, torn paper art, fine jewelry, and watercolors framed and on coasters. Wimsey Cove Maps is also at the shop with its extensive inventory of bird’s eye views and historic maps of Annapolis and near and far away places.  As you browse, enjoy a cookie and a hot drink from the table in the rear.  The shop is staffed by the artists and make sure you always ask about new pieces coming in to replace sold items.  Don't miss Carly’s angels, beautiful fused glass ornaments hanging on the tree by the door.  Find more information about the AAA here.

Visit Blanca Flor Silver Jewelry at 34 Market Space during Midnight Madness on December 1, 8, and 15 for holiday cheer, discounts, and live music featuring Orlando Phillips (music December 8 and 15).

Escape the crowds and book your New Year's Eve with the Loews Annapolis Hotel.  New Year's Eve package starts at $314 for stays on December 31-January 1, 2017.  Enjoy nightly, coastal chic accommodations in our Four-Diamond service hotel; live entertainment, dancing, party favors, and champagne toast at midnight; Bubbles & Bliss: split of Moet champagne & souvenir champagne glasses in-room amenity upon arrival; hangover brunch for two in BAROAK Cookhouse & Taproom on New Year’s Day; valet parking for one vehicle per night; 2 PM checkout on New Year’s Day; want to stay an extra night? Special discount rate offered.  Special New Year's Eve 5-Course dinner for two at BAROAK Cookhouse & Taproom with 2 seatings available. $50 per person early seating, $75 per person late seating (includes party favors and champagne toast at midnight). Live music by blues artist Dean Rosenthal. www.baroakannapolis.com

Luna Blu at 36 West Street celebrates its 15th anniversary with several special events during the holiday season.  Enjoy chocolate and wine pairings during the Chocolate Binge Festival on Sunday, December 4, from noon to 5 pm.  During Midnight Madness, enjoy a delicious meal on any Midnight Madness night and get a $25 bonus gift card with the purchase of $100 in gift cards.  On Sunday, December 11, Luna Blu hosts a charity wine dinner at 5 pm, where 10% of each dinner will be donated to Alex's Lemonade Stand to help raise money fo childhood cancer research. View the wine dinner menu here, and make dinner reservations here.

Pusser's Caribbean Grille, in the Annapolis Waterfront Hotel at 80 Compromise Street, invites you to enjoy Breakfast with Santa this Saturday and Sunday, December 17 and 18, from 9 am to 1 pm.  Buffet incluese omelet, waffle, and carving stations, with $3.00 Mimosas and Marina Cays, and $5.00 Bloody Marys.  Cost is $5.95 for kids and $14.95 for adults. Reservations: 410-626-0004.

Rams Head Tavern at 33 West Street is offering a free $10 gift card with the purchase of $50 in gift cards through December 31.  Also, enjoy $3 Fordham drafts and 1/2 price appetizers after 9 pm during Midnight Madness.

Come visit the windows at Zachary's Jewelers at 100 Main Street this holiday season in honor of the 70th anniversary of the debut of “It’s a Wonderful Life” (and Steve Samaras’ favorite all-time movie). Lots of bells will be given away this Christmas! ”Look Daddy, teacher says every time a bell rings, an angel gets his wings”. (ZuZu Bailey). Bring in your little angels this Christmas - once they find "Chrissy," Zachary’s elf on the shelf, they will get to pick a gift from under the tree. During Midnight Madness December 1 and 8, and during Eleventh Hour on December 15, receive a diamond Alor bracelet ($600 value) with the purchase of $500 or more.  Start your wishlist now - stop in and take a fun photo in the “All I want for Christmas…is at Zachary’s Jewelers” photo booth, and they will send a personal photo to your “Secret Santa” so you get exactly what you want this holiday season. Hashtag it!  #Zacharysjewelers #allIwantforChristmas.  Enjoy cookies, baklava, egg nog and champagne as you shop.