Annapolis, Maryland, November 29, 2025

The annual Annapolis Holiday Market will return this December with an expanded schedule and a new location at St. John’s College. The market will span two weekends, featuring over 100 artisan vendors, specialty foods, and festive entertainment. Admission is free, providing more opportunities for local shoppers to find unique gifts. The market’s new venue allows for a spacious setting during the holiday season, enhancing the experience for visitors. Detailed parking information is available for those planning to attend.

Annapolis Holiday Market Expands to Two Weekends and Moves to St. John’s College

A New Chapter for Annapolis Holiday Market: Exciting News for Local Shoppers

Annapolis, Maryland – The annual Annapolis Holiday Market is set to return this December with an expanded schedule and a new location. The market will now span two weekends, offering visitors more opportunities to experience its festive offerings.

Event Details

The 2025 Annapolis Holiday Market will take place on the front lawn of St. John’s College, located at 60 College Avenue, Annapolis, MD 21401. The market is scheduled as follows:

• Saturday, December 13, 2025: 11:00 AM – 9:00 PM
• Thursday, December 18, 2025: 4:00 PM – 10:00 PM
• Friday, December 19, 2025: 11:00 AM – 9:00 PM
• Saturday, December 20, 2025: 11:00 AM – 9:00 PM
• Sunday, December 21, 2025: 11:00 AM – 5:00 PM

Admission to the market is free on all days. The new location at St. John’s College provides a spacious setting for the event, which was previously held at the City Dock. This change is due to ongoing renovations at the City Dock. The market is situated near the intersection of College Avenue and St. John’s Street, approximately one block from the Calvert Street Parking Garage, which offers over 700 free parking spaces on weekday evenings and all day on weekends. Street parking is also available, but time limits are strictly enforced. Tour bus groups and rideshare services can drop off attendees near the market entrance on St. John’s Street. For more detailed parking information, visitors can refer to the market’s official website.

Market Offerings

The Annapolis Holiday Market will feature over 100 artisan vendors, specialty food stalls, and festive entertainment. Visitors can shop for handcrafted gifts, including jewelry, pottery, glass art, and home décor, while enjoying specialty holiday beverages such as hot chocolate, apple cider, and spiced wines. Traditional holiday market foods, including bratwursts, crab soup, pretzels, pickles, cheeses, and sweet treats like strudels and cookies, will also be available. This diverse mix of local and regional artists and crafters provides an opportunity to find special gifts for everyone on your shopping list.

Additional Information

For those planning to attend, it’s recommended to park in one of the downtown garages, such as the Calvert Street Parking Garage (19 St. John’s Street), which is known to be one of the closest to the market. Street parking is available but has strict time limits. Dropping off people on a tour bus or in a big group should happen near where St. John’s Street and College Avenue meet. Parking meters in downtown Annapolis are also free for the first two hours during the holiday season when you use the ParkMobile app. For more information, visitors can refer to the market’s official website.

For more details about the Annapolis Holiday Market, including a full list of vendors and entertainment schedules, please visit the official website.

About Annapolis

Annapolis, the capital of Maryland, is known for its rich history, vibrant arts scene, and picturesque waterfront. The city offers a variety of attractions, including historic sites, museums, and a bustling downtown area filled with shops, restaurants, and entertainment venues. During the holiday season, Annapolis is beautifully decorated, with holiday greens, wreaths on lamp posts, and festive storefront windows, creating a charming atmosphere for residents and visitors alike.

Weather Forecast

For those planning to attend the Annapolis Holiday Market, it’s important to be prepared for the weather conditions during the event dates. Here’s the forecast for the first weekend of the market:

• Friday, December 5, 2025: Cold with intervals of clouds and sun, High: 38°F (3°C), Low: 35°F (2°C)
• Saturday, December 6, 2025: Rather cloudy and not as cold, High: 45°F (7°C), Low: 34°F (1°C)

Attendees are advised to dress warmly and check the latest weather updates closer to the event dates to ensure a comfortable experience.

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Annapolis Kicks Off Holiday Season with Grand Illumination

Author: STAFF HERE BALTIMORE WRITER

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