The 8 BEST Hotels with Christmas Decorations in Annapolis 2026
Explore Annapolis stays decked for the holidays, from historic inns to welcoming hotels. Finding Annapolis hotels that truly embrace Christmas can take time. This list highlights festive stays with seasonal charm, convenient locations, and memorable holiday atmosphere.
110 Prince George St, Annapolis, MD 21401
Twinkling lights and wreaths meet townhouse charm. At Christmas, twinkling lights and wreaths bring a warm glow to this historic inn. The festive touches feel right at home among its townhouse rooms and garden setting. From here, you’re steps from the U.S. Naval Academy’s Gate One and a short walk to City Dock. You get an intimate, distinctly Annapolis holiday stay with cheer right inside the inn.
173 Jennifer Road, Annapolis
A Christmas tree sets the scene for holiday gatherings. A Christmas tree and festive event spaces bring seasonal color to this full-service hotel. Its restaurant and gathering rooms give the holiday atmosphere a lively, welcoming feel. The Annapolis Mall is about a five-minute drive away, while downtown and the Maryland State House are roughly four miles away. You get a cheerful, comfortable holiday stay with room to celebrate together.
58 State Circle, Annapolis
Historic rooms and a holiday market on Church Circle. The inn’s colonial-era buildings make an atmospheric setting for Annapolis’s traditional holiday season. Its Maryland Inn location brings seasonal shopping and local festivities close to the hotel’s historic public spaces. You’re steps from the Maryland State House and about a five-minute walk from City Dock. You get an old-Annapolis holiday stay that feels especially at home among the city’s winter traditions.
126 West Street, Annapolis
Nautical lobby character beside Annapolis’s festive streets. Nautical flags, vintage ship paintings, and a bright, open lobby give the hotel plenty of character for a winter visit. When Annapolis’s decorated streets light up for the holidays, the lively West Street setting keeps the festive mood close. The Maryland State House is about a 15-minute walk away, and City Dock is roughly a mile away. You get a spirited, design-forward stay with the city’s Christmas bustle within reach.
80 Compromise Street, Annapolis
Harbor views put the holiday-lit waterfront close. Waterfront windows and a polished, welcoming feel set a lovely scene for a Christmas-season stay. The harbor setting puts Annapolis’s seasonal lights and decorated downtown streets just outside your door. City Dock is steps away, and the Maryland State House is about a 10-minute walk. You get a relaxed, waterside holiday escape with the historic district close at hand.
100 Westgate Circle, Annapolis
A spacious lobby for a polished holiday-season pause. A generous lobby and calm, contemporary style offer a comfortable welcome during Annapolis’s festive season. From here, it’s easy to head downtown for the historic district’s Christmas lights and seasonal displays. The Maryland State House is about a 15-minute walk away, and the Naval Academy is roughly a mile away. You get a polished, full-service stay with holiday charm just a stroll away.
174 West Street, Annapolis
West Street puts holiday lights within an easy stroll. Warm colors and traditional décor give the hotel an inviting feel for a winter visit. Its West Street setting puts Annapolis’s holiday lights, wreaths, and seasonal storefront displays nearby. City Dock is about a 20-minute walk away, while the Maryland State House is roughly 10 minutes away. You get a comfortable downtown stay with the city’s festive streets close by.
189 Admiral Cochrane Drive, Annapolis
Spacious suites make a cozy holiday home base. Separate sitting areas give you room to unwind after a day among Annapolis’s Christmas lights and seasonal displays. The relaxed lobby and lounge make coming back from the historic district feel easy and welcoming. Annapolis Harbor is about five miles away, and the Kunta Kinte–Alex Haley Memorial is roughly one and a half miles away. You get a roomy, laid-back stay for a festive Annapolis getaway.
Frequently Asked Questions
Which hotels in Annapolis are known for their festive Christmas decorations?
The Historic Inns of Annapolis, the Westin Annapolis, and the Annapolis Waterfront Hotel are popular for their beautiful holiday displays, both inside and outside.
What are some key events happening at hotels during the holiday season?
Many hotels host tree lighting ceremonies, holiday brunches, and special events like visits from Santa. Check the hotel's event calendar for details.
Are there any hotels that offer special holiday-themed packages?
Yes, several hotels offer holiday packages that may include festive meals, complimentary drinks, or tickets to local holiday events. It's best to visit their websites or call directly for availability.
Which hotel is closest to historic holiday attractions in Annapolis?
The Historic Inns of Annapolis is centrally located near attractions like the Maryland State House and various holiday markets, making it an ideal choice for exploring.
Can you recommend hotels with outdoor Christmas decorations?
The Annapolis Waterfront Hotel and the Westin Annapolis typically feature stunning outdoor decorations, including lights and festive displays along the waterfront.
What is a good time to visit Annapolis for the best Christmas decorations?
Visiting in early December is ideal, as many hotels have their decorations up and local events, such as the annual Annapolis Christmas Parade, take place during this time.
Are there any family-friendly activities at hotels during the holiday season?
Many hotels offer family-friendly activities, such as cookie decorating workshops, holiday movie nights, and storytelling sessions with Santa.
Which hotels have indoor decorations that provide a cozy atmosphere?
The Historic Inns of Annapolis and the O'Callaghan Annapolis Hotel often create warm, inviting indoor spaces with traditional decorations, perfect for enjoying the holiday spirit.
How can I find out about last-minute Christmas events at hotels?
Follow the social media pages of hotels and sign up for their newsletters. This is a great way to stay informed about last-minute events and specials.
What dining options are available at hotels during the holiday season?
Most hotels offer special holiday menus in their restaurants. Make reservations in advance to enjoy festive meals prepared by talented chefs.
