Best Hotels in Annapolis, Maryland: 7 Luxury Boutique & Waterfront Stays

Table of Contents

  • Introduction
  • 86 State Circle – Luxury Boutique Hotel
  • 134 Prince – Luxury Boutique Hotel
  • Flag House Inn
  • Annapolis Waterfront Hotel, Autograph Collection
  • 1313 West Luxury Boutique Hotel
  • Graduate by Hilton Annapolis
  • The Westin Annapolis
  • Travel Tips for Visiting Annapolis
  • Conclusion
  • Related Posts

Introduction

Looking for the best hotels in Annapolis Maryland? Maryland’s charming capital is famous for its colonial architecture, Chesapeake Bay waterfront, and the prestigious U.S. Naval Academy. Whether you’re planning a romantic getaway, a family vacation, or a weekend exploring historic streets and waterfront restaurants, choosing the right accommodation makes your trip even more memorable.

Additionally, Annapolis offers everything from luxury boutique hotels inside restored historic homes to upscale waterfront resorts and modern business hotels. Many of the city’s top accommodations are within walking distance of City Dock, the Maryland State House, and the Naval Academy, making sightseeing easy and convenient.


86 State Circle – Luxury Boutique Hotel

Located directly across from the Maryland State House, 86 State Circle – Luxury Boutique Hotel offers one of the most exclusive stays in Annapolis. This beautifully restored historic townhouse combines elegant interiors with modern luxury, featuring only a handful of guest rooms for an intimate experience. Guests can enjoy premium amenities, personalized service, and easy walking access to City Dock, Main Street, and the U.S. Naval Academy.

Reserve


134 Prince – Luxury Boutique Hotel

Just steps from the U.S. Naval Academy, 134 Prince – Luxury Boutique Hotel delivers an upscale boutique experience with only five luxurious suites. Every room features spa-inspired bathrooms, premium furnishings, and thoughtful personalized service. Its location in the Historic District makes it ideal for travelers wanting to explore Annapolis on foot while enjoying refined accommodations.

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Flag House Inn

Flag House Inn is a charming bed-and-breakfast located in the heart of historic Annapolis. Guests appreciate its welcoming hospitality, elegant rooms, homemade breakfast, and peaceful atmosphere. The property sits within walking distance of City Dock, boutique shops, waterfront restaurants, and the Naval Academy, making it an excellent choice for couples seeking an authentic Annapolis experience.

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Annapolis Waterfront Hotel, Autograph Collection

Situated along the Chesapeake Bay, Annapolis Waterfront Hotel, Autograph Collection offers spectacular harbor views and direct access to Annapolis City Dock. Stylish guest rooms, waterfront dining, and easy access to sailing tours make this one of the city’s premier luxury hotels. Travelers looking for convenience and scenic surroundings will appreciate its unbeatable downtown location.

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1313 West Luxury Boutique Hotel

1313 West Luxury Boutique Hotel occupies a beautifully restored 19th-century farmhouse transformed into a sophisticated boutique property. Guests enjoy designer interiors, fireplaces, elegant common areas, and a peaceful residential setting just minutes from downtown Annapolis. The hotel offers a perfect blend of historic charm and contemporary comfort.

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Graduate by Hilton Annapolis

Located in Annapolis’ vibrant Arts District, Graduate by Hilton Annapolis features playful collegiate-inspired interiors celebrating local history and the nearby U.S. Naval Academy. Guests can easily walk to downtown attractions while enjoying spacious rooms, on-site dining, and comfortable amenities. Its unique design and convenient location make it popular among families, alumni, and leisure travelers.

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The Westin Annapolis

The Westin Annapolis offers upscale accommodations with spacious rooms, signature Heavenly Beds, an indoor pool, and excellent business facilities. Located just outside the Historic District, the hotel provides easy access to the Maryland State House, City Dock, and local restaurants. It’s an ideal option for both business travelers and vacationers seeking comfort and convenience.

Reserve


Travel Tips for Visiting Annapolis

Additionally, staying in Historic Downtown Annapolis allows you to explore many attractions on foot, including the Maryland State House, City Dock, boutique shops, and waterfront restaurants.

Meanwhile, travelers visiting the U.S. Naval Academy during graduation ceremonies or football weekends should reserve accommodations several months in advance due to high demand.

Furthermore, spring and fall offer pleasant temperatures for walking tours, sailing excursions, and outdoor dining along the Chesapeake Bay.

Finally, consider choosing a waterfront or boutique hotel if you want the most authentic Annapolis experience.


Conclusion

The best hotels in Annapolis Maryland offer something for every traveler, from elegant boutique properties inside beautifully restored historic buildings to luxurious waterfront hotels overlooking the Chesapeake Bay.

Whether you’re visiting for history, sailing, business, or a romantic weekend, these accommodations provide convenient access to Annapolis’ most popular attractions while delivering outstanding comfort and memorable hospitality.


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