Our Annapolis Waterfront Hotel travel guide covers practical planning for things to do at Annapolis Waterfront Hotel — the best time to visit, getting there, and what to do on the ground.
As the Roam States editorial team, we pride ourselves on delivering independent, specific, and actionable travel advice. When it comes to Annapolis, Maryland, the Annapolis Waterfront Hotel isn't just a place to stay; it's a launchpad for experiencing the city's rich maritime heritage and vibrant harbor life. Its prime location means you're never far from the action, whether you're gazing out at the sailboats on the Chesapeake Bay or stepping directly into the historic streets of downtown.
Why Visit Annapolis Waterfront Hotel
The Annapolis Waterfront Hotel, Autograph Collection, stands as the only hotel directly on the Annapolis waterfront, offering unparalleled access to the city's nautical heart. We find its location irreplaceable for visitors looking to immerse themselves in Annapolis's unique charm. From your room, you can enjoy stunning views of the harbor and Ego Alley, a bustling channel where boats parade in and out. This isn't just a hotel with a view; it's a hotel that puts you at the center of the action, with the Annapolis Yacht Basin and Annapolis Yacht Club right next door.
Beyond the scenic vistas, the hotel itself offers a blend of historical charm and modern comfort. Our team appreciates the thoughtful amenities, including a 24-hour fitness center, free Wi-Fi, and a rooftop terrace for enjoying those picturesque sunsets. The hotel is also home to Pusser's Caribbean Grille, a regional favorite, and in Summer 2026, two new waterfront restaurants, Armada Waterfront Tequila Bar & Cantina and Marmo Italian Chophouse, are set to open, further enhancing the dining experience right at your doorstep. Whether you're here to relax, explore, or conduct business, the Annapolis Waterfront Hotel provides a sophisticated base with everything you need within easy reach.
Who It's Best For
The Annapolis Waterfront Hotel caters to a diverse range of travelers, but our team believes it particularly shines for those seeking a quintessential Annapolis experience with convenience and a touch of luxury. It's ideal for:
- **Couples on a Romantic Getaway:** The harbor views, waterfront dining, and easy access to charming downtown streets make it perfect for a romantic escape. Imagine sunset strolls and dinners with a view.
- **Maritime Enthusiasts:** With the Annapolis Yacht Basin and Yacht Club adjacent, and boat tours departing steps away, anyone with a love for sailing and the sea will feel right at home.
- **History Buffs:** The hotel's proximity to the U.S. Naval Academy and historic downtown Annapolis means significant historical sites are just a short walk away.
- **Business Travelers:** The hotel offers a 24-hour business center, meeting rooms, and complimentary Wi-Fi, making it a functional choice for those traveling for work.
- **Families with Older Children:** While not a resort with extensive kids' facilities, its central location allows for easy exploration of Annapolis's attractions, including the Naval Academy and boat tours, which can be engaging for older children.
The hotel's design and amenities, including its ADA compliance, ensure a comfortable stay for guests of all abilities.
Getting There & Parking
The Annapolis Waterfront Hotel is conveniently located at 80 Compromise Street, Annapolis, MD 21401.
Driving to Annapolis Waterfront Hotel Maryland
Annapolis is easily accessible by car from major East Coast cities. From Baltimore, it's about a 40-minute drive, and from Washington D.C., it's roughly an hour. The hotel's address is straightforward for GPS navigation.
Parking at Annapolis Waterfront Hotel Maryland
Parking in downtown Annapolis, especially on the waterfront, can be a consideration. The Annapolis Waterfront Hotel offers on-site valet parking for a daily fee of $39.00 per day. It's important to note that oversized vehicles are not permitted for valet parking. For guests with electric vehicles, two charging stations are available at an additional cost, beyond the standard parking fees.
If you prefer self-parking or find the valet full, several public parking garages are available nearby. SpotHero lists options such as the Annapolis Elementary School lot (3-minute walk, around $21.73), a lot at 134 South St (11-minute walk, around $16.99), and the Gotts Court Garage (13-minute walk, around $9.99). The Hillman Garage is another option, particularly after June 15th, and the Calvert Street Garage offers free weekend parking, a short walk from many attractions. The Annapolis Circulator is also a public transportation option near the hotel.
Top Things to Do
When it comes to things to do at Annapolis Waterfront Hotel and its surroundings, the options are as varied as they are engaging. Our team has curated a list of must-do activities that capitalize on the hotel's prime location.
Explore Historic Downtown Annapolis
Step outside the hotel, and you're immediately immersed in the cobblestone streets and colonial architecture of historic Annapolis. We recommend simply strolling along Main Street, browsing the unique boutiques, and enjoying the vibrant atmosphere. Don't miss the chance to visit:
- Maryland State House: The oldest state house in continuous legislative use in the United States, and once the nation's capital. It's open daily from 9 AM to 5 PM, except on Christmas and New Year's Day, and offers self-guided tours. Security measures, including photo IDs and metal detectors, are in place.
- William Paca House & Garden: A beautifully restored 18th-century Georgian mansion and two-acre walled garden, once home to a signer of the Declaration of Independence. Guided tours of the house are available hourly on the half-hour, with the last tour 90 minutes before closing. Admission is $10 for adults, $9 for seniors, and $5 for children 6-17, with garden-only access for $7. The house is closed for tours in January. In 2026, events include a Maryland Day Celebration (March 20-22), a Garden Plant Sale (May 9-10), and a July 4th Celebration (July 3-4).
- U.S. Naval Academy: Just a short walk from the hotel, the Naval Academy offers a fascinating glimpse into the training of future naval officers. Guided walking tours are available daily, lasting 90 minutes, from 9:30 AM to 3:00 PM Monday-Saturday, and 11:30 AM to 3:00 PM on Sunday, except federal holidays. Tickets are purchased in-person/same-day at the Visitor Center for groups of 15 or less. Note that access to the Academy Grounds is limited; visitors 18 and older need a valid REAL ID compliant driver's license, U.S. Passport, or Enhanced Driver's License, and non-U.S. citizens require a U.S. citizen escort with DOD credentials.
Embrace the Waterfront & Chesapeake Bay
The hotel's location truly shines when it comes to water activities. We highly recommend getting out on the bay:
- Schooner Woodwind Sails: Departing directly from the docks at the Annapolis Waterfront Hotel, the Schooner Woodwind offers two-hour public sailing cruises on the Chesapeake Bay. You can even help hoist the sails! In 2026, weekday daytime sails are $76.10 per person, Sunday & Sunset sails are $79.55, and Saturday & Holiday sails are $84.20, including a complimentary soda or water. They sail rain or shine, unless the captain deems conditions unsafe.
- Annapolis Boat Tours: Watermark offers a variety of cruises, including the 40-minute Annapolis Harbor & USNA Cruise (March-October) and the 90-minute Chesapeake Bay Bridge Cruise (April-September). Prices vary, but these tours provide excellent perspectives of the city and its waterways. They also offer a "Day on the Bay to St. Michaels" on Saturdays from May-September, an 8-hour trip to a charming fishing village.
- Water Taxi: For a convenient and scenic way to get around, utilize the Annapolis Water Taxi. Fares start around $4.00, and it's a great way to avoid parking hassles while enjoying views of the harbor.
- Waterfront Dining: The hotel itself boasts Pusser's Caribbean Grille, and soon, Armada Waterfront Tequila Bar & Cantina and Marmo Italian Chophouse. Other popular waterfront restaurants include The Choptank, known for its Maryland crab cakes and views of Ego Alley, and Carrol's Creek Cafe, offering sophisticated seafood with panoramic harbor views.
Day Trips from Annapolis
While there are plenty of things to do at Annapolis Waterfront Hotel and in the city itself, Maryland offers many other incredible destinations. Consider extending your trip to explore:
- Best places in Maryland: Our comprehensive guide to the state’s top attractions.
- Assateague Island: Famous for its wild horses and pristine beaches.
- Fort McHenry National Monument: The birthplace of the Star-Spangled Banner.
Best Time to Visit
Choosing the best time to visit Annapolis Waterfront Hotel largely depends on your preferences for weather, crowd levels, and events. Our team has analyzed the climate and event calendar to help you plan.
Spring (April to May)
We consider spring an excellent time to visit. Temperatures are pleasant, ranging from the mid-40s to high 60s Fahrenheit, with moderate humidity. Rainfall is present but generally manageable. The city awakens with blooming gardens, and outdoor activities become very enjoyable. Events like the William Paca Garden Plant Sale (May 9-10, 2026) offer unique experiences.
Summer (June to August)
Summer is peak season in Annapolis, bringing warm to hot temperatures (highs in the 80s, sometimes reaching 88°F) and higher humidity, especially in July and August. This is when the Annapolis waterfront is most lively, with frequent boat tours, outdoor dining, and events. The Schooner Woodwind offers multiple daily sails. Major events include the July 4th Celebration (July 3-4, 2026). While vibrant, expect larger crowds and potentially higher hotel rates.
Fall (September to October)
Our team often recommends fall as the absolute best time to visit Annapolis Waterfront Hotel. The weather is typically delightful, with comfortable temperatures (highs in the 70s in September, 60s in October) and lower humidity. The fall foliage adds a beautiful backdrop to the historic city. September 2026 forecast shows daily highs from 70° to 85°F. Events like the Blazers. Bourbon. Cigars. fundraiser (September 24, 2026) and Autumn Jazz in the Garden (October 25, 2026) provide cultural highlights.
Winter (November to March)
Winter is the quietest season, with colder temperatures (average lows in the 20s-30s Fahrenheit) and some snowfall, mostly in January and February. While many outdoor activities slow down, the historic charm of Annapolis remains, often enhanced by holiday decorations. This can be a great time for budget-conscious travelers or those seeking a more serene visit. The Maryland State Legislature is scheduled to convene from January 14 to April 13, 2026, so you might catch some legislative activity if visiting during these months. The William Paca House is closed for tours in January.
Where to Stay Nearby
While the Annapolis Waterfront Hotel is our top recommendation for its prime location, we understand that travelers have diverse preferences and budgets. If you're looking for other options, here are some of the best hotels near Annapolis Waterfront Hotel, ranging from historic inns to modern chains.
Historic Inns of Annapolis
Comprising several beautifully restored 18th-century buildings, the Historic Inns of Annapolis offer a truly immersive experience in the city's past. These inns provide modern comforts while retaining their historic charm, and they are centrally located within walking distance of many attractions. They are also pet-friendly.
The Westin Annapolis
For those who prefer a more contemporary hotel experience with upscale amenities, The Westin Annapolis is an excellent choice. It's located a bit further from the immediate waterfront but still offers convenient access to downtown via a short walk or ride. The Westin also features a pool and spa services.
Graduate Annapolis
The Graduate Annapolis is known for its stylish, locally-inspired decor and vibrant atmosphere. It's in the heart of downtown, close to the City Dock and the U.S. Naval Academy. This hotel offers a lively and comfortable stay for those who appreciate unique design and a social ambiance.
Other Notable Options
- Gibson's Lodging: A charming option offering a bed and breakfast feel close to the waterfront.
- Flag House Inn: Another well-regarded inn providing a cozy and personalized stay.
- State House Inn: Offers views of downtown and is located about 0.5 miles from the Naval Academy.
- Chain Hotels: For those seeking familiar brands, options like the Fairfield by Marriott Inn & Suites Annapolis, SpringHill Suites by Marriott Annapolis, and Residence Inn by Marriott Annapolis are available a short drive from the historic district, often offering amenities like free parking and pools.
Annapolis Waterfront Hotel Travel Guide: Sample 2-Day Itinerary
To help you make the most of your visit, our team has crafted a sample 2-day itinerary focusing on the best things to do at Annapolis Waterfront Hotel and its captivating surroundings.
Day 1: Maritime History & Waterfront Charm
- Morning (9:00 AM - 12:00 PM): U.S. Naval Academy Exploration
- Start your day with a guided walking tour of the U.S. Naval Academy. Learn about its history, notable alumni, and the daily life of midshipmen. Tours last about 90 minutes and depart from the Armel-Leftwich Visitor Center. Remember to bring a valid ID for entry.
- After the tour, explore the Naval Academy Museum and the beautiful grounds at your leisure.
- Lunch (12:30 PM - 1:30 PM): Waterfront Dining
- Enjoy a delicious lunch at The Choptank, known for its classic Maryland seafood and prime views of Ego Alley, just a stone's throw from your hotel.
- Afternoon (2:00 PM - 5:00 PM): Sailing the Chesapeake Bay
- Experience the heart of Annapolis by embarking on a two-hour public sailing cruise aboard the Schooner Woodwind, departing directly from the Annapolis Waterfront Hotel docks. Feel the breeze, take in the views of the Bay, and perhaps even help with the sails.
- Evening (6:00 PM onwards): Historic Stroll & Dinner
- Take a leisurely stroll through the historic downtown streets, exploring the unique shops and admiring the colonial architecture.
- Dine at one of the hotel's new restaurants, Armada Waterfront Tequila Bar & Cantina or Marmo Italian Chophouse (opening Summer 2026), or venture out to Carrol's Creek Cafe for a sophisticated meal with harbor views.
Day 2: Colonial History & Garden Serenity
- Morning (9:30 AM - 12:30 PM): Maryland State House & William Paca House
- Begin your day with a visit to the Maryland State House. Take a self-guided tour to explore its historic chambers and learn about its significant role in American history.
- Afterward, walk to the William Paca House & Garden. Take a guided tour of the mansion and then wander through the meticulously restored two-acre colonial garden, a true oasis in the city.
- Lunch (1:00 PM - 2:00 PM): Local Flavors
- Grab a casual lunch at a local eatery in downtown Annapolis, perhaps trying some of Maryland's famous crab soup or a fresh seafood sandwich. Boatyard Bar & Grill in Eastport is a local favorite, known for its crab cakes and lively atmosphere.
- Afternoon (2:30 PM - 5:00 PM): Explore City Dock & Shopping
- Spend your afternoon enjoying the lively Annapolis City Dock. Watch the boats, browse the shops, and soak in the atmosphere. You might also consider a shorter Watermark cruise, like the 40-minute Spa Creek Cruise, to see more of the local waterways.
- Indulge in some souvenir shopping or find a cozy spot for a coffee or ice cream.
- Evening (6:30 PM onwards): Farewell Dinner & Sunset Views
- Enjoy a farewell dinner at a restaurant with panoramic views, perhaps the Chart House Prime, offering elevated steak and seafood with views of Spa Creek.
- Conclude your Annapolis experience with a final walk along the waterfront, watching the sunset over the harbor.
Annapolis Waterfront Hotel itinerary
A great Annapolis Waterfront Hotel itinerary would include a morning tour of the U.S. Naval Academy, followed by a waterfront lunch and an afternoon sailing cruise on the Schooner Woodwind, which departs directly from the hotel's docks. The next day could involve exploring the Maryland State House and the William Paca House & Garden, capped off with shopping at City Dock and a farewell dinner with harbor views.
Is Annapolis Waterfront Hotel worth visiting
Yes, the Annapolis Waterfront Hotel is absolutely worth visiting. Its unparalleled location directly on the Annapolis waterfront provides stunning harbor views and immediate access to downtown historic sites, dining, and boat tours. Our team considers it an ideal base for experiencing the best of Annapolis's maritime charm and colonial history.
How to get to Annapolis Waterfront Hotel
To get to the Annapolis Waterfront Hotel, you can drive to 80 Compromise Street, Annapolis, MD 21401. The hotel offers on-site valet parking for $39.00 per day. Alternatively, public parking garages are available nearby, and public transportation options like the Annapolis Circulator can be utilized.
Where to stay near Annapolis Waterfront Hotel
If you're looking for alternatives to the Annapolis Waterfront Hotel, nearby options include the Historic Inns of Annapolis for a charming, historic experience, The Westin Annapolis for modern luxury, or the Graduate Annapolis for a boutique stay with local flair. Other chain hotels are available a short drive away.
Annapolis Waterfront Hotel lodging
Annapolis Waterfront Hotel lodging offers 149 guestrooms and suites, many with harbor views, featuring modern amenities and sophisticated decor. As an Autograph Collection property, it provides a unique luxury experience. The hotel is fully ADA compliant, ensuring accessibility for all guests.
Annapolis Waterfront Hotel with kids
Visiting Annapolis Waterfront Hotel with kids can be a great experience, especially for families with older children who appreciate history and maritime activities. The hotel's central location makes it easy to walk to attractions like the U.S. Naval Academy and City Dock, where boat tours and water taxis are readily available. While the hotel doesn't have specific kid-focused amenities, the surrounding area offers plenty of engaging activities to keep them entertained.
Our team at Roam States stands by the Annapolis Waterfront Hotel as a premier choice for exploring this historic city. Its direct waterfront access, coupled with comfortable accommodations and proximity to key attractions, makes it an unbeatable base for any traveler seeking an authentic Annapolis experience. From sailing the Chesapeake Bay to stepping into colonial history, your stay here will be nothing short of memorable.
Last updated: 2026-07-06 by the Roam States team.