Annapolis is a charming waterfront city where colonial streets, sailboats, and Chesapeake breezes come together to create a truly picturesque backdrop. Its blend of historic beauty and coastal elegance makes it an inviting place for guests to gather and celebrate. Whether your wedding is intimate or grand, Annapolis offers a warm, scenic setting that feels special from the moment guests arrive.
Annapolis offers a strong mix of well-located hotels that are used to hosting wedding room blocks and welcoming out-of-town guests.
- Easy access to Baltimore–Washington International Airport plus convenient local transportation around downtown, the waterfront, and nearby venues.
- Plenty of places for guests to meet, from seafood restaurants to cozy taverns and waterfront patios perfect for pre- or post-wedding gatherings.
- A variety of hotels that comfortably host wedding groups, including boutique inns, trusted national brands, and properties near both the harbor and the historic district. Common amenities for wedding guests include breakfast, parking, early check-in, late check-out, and shuttle service when available.
Choose a room block in Annapolis for a seamless, stylish, and guest-friendly experience your wedding weekend will truly benefit from.
Frequently asked questions
Savings can vary, but booking a room block usually gives your guests access to preferred rates that are lower than booking individually. You may also benefit from simplified logistics, like having all guests stay at one or two nearby hotels in the walkable downtown or waterfront areas.
While exact discounts depend on the hotel and date, most couples appreciate the convenience, clarity, and coordinated experience that a room block brings to a wedding weekend in Annapolis.
Yes, Annapolis sees noticeable seasonal shifts. Spring and fall often bring higher demand thanks to mild weather, waterfront events, and activity around the U.S. Naval Academy. During these times, rates may rise and hotels book up faster.
Winter and late summer can be more budget-friendly, giving you a wider selection of room types and potentially more flexibility. Asking for rates across different dates can help you see how the seasons affect pricing in this coastal city.
Yes, many Annapolis hotels offer suites or upgraded room types that are ideal for getting ready, unwinding, or enjoying a little extra space. Properties in the historic district often feature charming boutique-style suites, while modern hotels near the harbor and downtown provide spacious layouts perfect for hair and makeup.
If a suite is important for your timeline or photography, you can ask the hotel to note it early so they can show you their best available options. Some proposals may also include negotiable concessions such as complimentary suite upgrades, depending on availability.
Many Annapolis hotels offer shuttle options, though availability varies by property and the size of your group. Larger hotels near the harbor and along West Street often have shuttles or partnerships with local transportation companies that can help your guests reach waterfront venues, estates, or historic district locations.
If shuttle service is important to your wedding weekend, it’s helpful to mention it early so you can compare options and find a hotel that best supports your plans.
It is usually best to reserve your room block eight to twelve months before your wedding, especially if you’re planning a spring or fall date. Annapolis is a popular coastal destination during these seasons, so hotels tend to fill quickly.
If your venue is in Downtown Annapolis, booking earlier can help ensure your guests stay close to the waterfront, shops, and restaurants they’ll enjoy throughout the weekend. If your plans fall on a holiday or during the U.S. Naval Academy’s busy periods, booking well in advance adds even more peace of mind.
