Annapolis Holiday Market
holiday_markets_and_shopping

Artistic rendering โ€“ Event may differ

Annapolis Holiday Market

Historic waterfront holiday market with over 100 artisans.

About

Experience the charm of the Annapolis Holiday Market, a festive tradition set on the historic waterfront. Browse over 100 artisan and specialty food vendors offering unique handmade gifts and delicious seasonal treats. Immerse yourself in the Charles Dickens-inspired holiday atmosphere of downtown Annapolis, beautifully decorated for the season.

Our Take

Family Friendly

๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ (5/5)

Best For

Holiday shopping, family outings, festive atmosphere

Vibe

Festive, charming, historic, community-oriented

Energy Level

Moderate

Budget

FREE

Photo Friendly

๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท (4/5)

Weather Sensitivity

Low

Special Events & Promotions

  • Midnight Madness shopping party on Thursday evening
  • Eastport Light Parade on Saturday evening
  • Tubs Christmas Concert on Sunday
  • Jolly Express boat rides
  • Holiday walking tours

Tags

Christmas marketholiday marketfamily friendlyartisanal productsfestive foodholiday shoppingcommunity celebrationseasonal activitiesfree eventlocal artisans

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.

Location

1 Dock Street
Annapolis, MD
21401

Event Details

Pricing

FREE

Duration

4-5 hours per day

Ages

All ages

Neighborhood

Downtown Annapolis

Timed Entry

No

Organizer

Downtown Annapolis Partnership

Practical Information

Parking

Free parking available at Calvert Street Parking Garage (evenings/weekends), Whitmore Parking Garage (Sundays until 4 pm), and Hillman Parking Garage (one hour free daily Nov 29 - Jan 1, 2025). Paid parking at Hilman, Gotts Court, and Whitmore Garages. Free shuttles from Knighton and Park Place Garages.

Pet Policy

No pets allowed (service animals welcome)

Food & Drink

Specialty food vendors and dining partners available.

Tips & Advice

  • Arrive early on Thursday evening for the 'Midnight Madness' shopping party, where downtown stores stay open late with music filling the streets.
  • Check the Eastport Light Parade schedule for Saturday evening to see decorated boats, which can be viewed from the market area.
  • Consider booking dining or lodging in advance with nearby partners if you're bringing a large group, especially for restaurants that can accommodate groups.
  • Take advantage of the free parking options, especially the one-hour free parking at Hillman Garage from late November through early January.
  • Be mindful of waterfront safety, especially with children, as the market is located next to the water.

Frequently Asked Questions

What are the dates and hours for the Annapolis Holiday Market?

The market runs from December 12-15, 2024. Hours are Thursday 4-10 PM, Friday and Saturday 11 AM-9 PM, and Sunday 11 AM-5 PM.

Is there an admission fee for the market?

No, admission to the Annapolis Holiday Market is completely free.

Where is the best place to park?

Several parking garages offer free or paid options. The closest paid parking is at Hilman Parking Garage. Free shuttles are available from Knighton and Park Place Garages.

Are pets allowed at the market?

While pets are not ideal for busy venues, if brought, they must be friendly and leashed. It is recommended to leave pets at home.

What kind of vendors can I expect to find?

You can expect over 100 artisans and specialty food vendors offering a wide range of handmade gifts, crafts, and delicious seasonal treats.

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Contributors & Updates

Last Updated: Oct 14, 2025
Original Submitter: Sep 17, 2025 The ChristmasLocal.com editorial team

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