Annapolis Holiday Market

AI image โ€“ Event may differ

Annapolis Holiday Market

Annapolis, MD

holiday_markets_and_shopping

Over 100 artisans and specialty food vendors

About

Step into a festive wonderland at the Annapolis Holiday Market, a cherished tradition transforming the historic waterfront into a vibrant celebration of the season. This beloved market, now in its third year, showcases over 100 local and regional artisans and specialty food vendors, offering a delightful array of art, crafts, and handmade gifts. Experience the charming Dickensian spirit of downtown Annapolis, adorned with festive greens and twinkling lights, making it a top Christmas town destination.

Our Take

Family Friendly

๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ (5/5)

Best For

Families, couples, shoppers seeking unique gifts

Vibe

Festive, charming, traditional, community-oriented

Energy Level

Moderate

Budget

Free Admission, Variable Spending On Vendors

Photo Friendly

High

Weather Sensitivity

Low

Tags

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
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Event Details

Pricing

Free Admission

Ages

All ages

Schedule

Thursday evening: Midnight Madness shopping party. Saturday evening 6 pm - 8 pm: Eastport Light Parade. Sunday: Tubs Christmas Concert. Boat rides on the Jolly Express. Holiday walking tours.

Organizer

Downtown Annapolis Partnership

Practical Information

Parking

Free Parking at Calvert Street Parking Garage (19 St. Johns Street), Commercial Streets downtown is free for 2 hours if using the Parkmobile App. Free parking at Whitmore Parking Garage on Sundays if you exit by 4 pm. Free parking at Hillman Parking Garage on Sundays if you exit by 2 pm or Hillman Parking Garage offers one hour of free parking every day from Friday, November 29, through January 1, 2025, when using the Premium Parking or ParkMobile app. Paid Parking at Hilman Parking Garage (150 Gorman Street - closest parking), Gotts Court Parking Garage (25 Northwest Street), Whitmore Parking Garage (25 Clay Street - $6 until 4 pm and $2 after 4 pm and Free on Sunday until 4 pm). Free shuttles from Knighton Parking Garage (1A Colonial Ave) and Park Place Parking Garage (1 Park Place).

Pet Policy

No pets allowed (service animals welcome)

Food & Drink

Specialty food vendors available

Tips & Advice

  • Arrive early on Saturday to experience the full range of vendors before they sell out, especially for unique handmade gifts.
  • Take advantage of the free parking options at the Calvert Street or Whitmore Parking Garages to avoid street parking limitations and enjoy a stress-free visit.
  • Check the schedule for special events like the Eastport Light Parade or holiday walking tours to enhance your market experience.
  • Wear comfortable shoes as you'll be exploring the historic waterfront and downtown area, which is best enjoyed on foot.
  • Consider visiting on a weekday evening for a potentially less crowded experience, especially during the 'Midnight Madness' shopping party.

Frequently Asked Questions

What kind of vendors can I expect at the market?

You can expect a wide variety of art, crafts, food, and handmade gift items from over 100 local and regional artisans and specialty food vendors.

Is there parking available?

Yes, there are several parking options including free parking at specific garages and paid options. They also offer free shuttles from certain locations. Street parking has time limits.

Are there any special events happening during the market?

Yes, the market features special events such as a Midnight Madness shopping party, the Eastport Light Parade, a Christmas Concert, boat rides on the Jolly Express, and holiday walking tours.

Is the market accessible for tour buses?

Yes, tour buses can drop off visitors at the entrance to the Annapolis Holiday Market.

What is the weather policy for the event?

The event is held rain, snow, or shine, so come prepared for any weather conditions.

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Contributors & Updates

The ChristmasLocal.com editorial teamOriginal submitter โ€ข Jul 1, 2025