Where to Stay in Annapolis: A Guide to the Best Accommodations
Annapolis, Maryland, a city rich in maritime history and vibrant culture, offers a variety of accommodations to suit every traveler's needs. Whether you’re visiting for the Renaissance Fair, U.S. Naval Academy Commissioning Week, the Annapolis Boat Show, or a wedding at one of the city’s charming venues, finding the perfect place to stay is key to enjoying your trip. This guide explores three top accommodation categories: Historic Inns, Hotels, and Private Home Rentals.
1. Stay in History: The Historic Inns of Annapolis
For travelers who appreciate history and charm, the Historic Inns of Annapolis provide a unique lodging experience in the heart of downtown. This collection includes three beautifully restored properties:
- The Maryland Inn – A colonial-era hotel featuring grand architecture and antique furnishings.
- Governor Calvert House – Once home to a colonial governor, this inn offers a mix of historic charm and modern comfort.
- Robert Johnson House – A more intimate option, perfect for those seeking a quiet retreat near the city’s attractions.
Each of these inns offers easy access to the U.S. Naval Academy, Main Street, and the Maryland State House. Whether you're in town for a historic tour or a special event, the inns provide a blend of luxury and history that makes for an unforgettable stay.
📍 Book Here: Historic Inns of Annapolis
2. Hotels with Modern Comfort: Waterfront Views & Business-Friendly Stays
For visitors seeking modern amenities, convenient locations, and full-service accommodations, hotels in Annapolis and the surrounding areas offer plenty of choices.
One of the top options is the Annapolis Waterfront Hotel, Autograph Collection, part of the Marriott brand. Located directly on the waterfront, it offers stunning views of the Chesapeake Bay, making it an ideal spot for boaters, wedding guests, and business travelers.
If you're looking for a business-friendly stay near Riva, Maryland, the Courtyard by Marriott Annapolis is a great choice. Conveniently located near the Riva Business District, this hotel offers:
- Spacious rooms with workspaces
- High-speed Wi-Fi
- An on-site fitness center
- Close proximity to Annapolis’ major attractions
📍 Book Here: Courtyard by Marriott Annapolis
3. Private Homes and Condo Rentals: A Home Away from Home
For families, larger groups, or travelers seeking a more private and flexible stay, vacation home rentals through Airbnb and Vrbo provide an excellent alternative to traditional hotels.
Private home rentals offer:
✔ More space for families and groups
✔ Full kitchens for home-cooked meals
✔ Unique locations, including waterfront homes and historic properties
✔ A local experience in Annapolis neighborhoods
A great example is this stunning Airbnb rental in Annapolis, perfect for visitors attending the Naval Academy graduation, weddings, or local festivals:
📍 Book Here: Annapolis Airbnb Rental
Choosing the Right Stay for Your Visit
- For history lovers → The Historic Inns of Annapolis offer charm and a central location.
- For business travelers & hotel comforts → The Courtyard by Marriott Annapolis near Riva is a solid choice.
- For families & groups → An Airbnb or Vrbo rental provides flexibility and home-like amenities.
No matter the reason for your visit, Annapolis has an accommodation option that will make your stay both comfortable and memorable. Book early for major events like the Annapolis Boat Show, Renaissance Festival, and Commissioning Week, as demand is high during peak seasons!
