Annapolis, Maryland, known for its maritime heritage, charming streets, and vibrant cultural scene, offers a variety of boutique hotels that blend luxury, comfort, and distinctive character. Here are some of the best boutique hotels in Annapolis, each offering a unique experience.

What Makes Boutique Hotels Special?

Boutique hotels offer an intimate and distinctive lodging experience that sets them apart from large chain hotels. These hotels typically feature stylish décor, personalized service, and a sense of place that reflects the local culture. In Annapolis, boutique hotels can be found in various neighborhoods, each offering a unique vibe and attractions.

Best Boutique Hotels in Annapolis

  • 134 Prince - Luxury Boutique Hotel
    134 Prince - Luxury Boutique Hotel

 

1. 134 Prince – Luxury Boutique Hotel

Address: 134 Prince George St, Annapolis, MD 21401
Price per night: From $450
Number of rooms: 5

Located in the heart of downtown Annapolis, 134 Prince offers luxurious suites with unique decor. The hotel combines historic charm with modern amenities, providing a serene and elegant escape.

Why choose this hotel:

  • Historic building with modern amenities
  • Personalized concierge services
  • Central location near major attractions

Guest review: “A luxurious and elegant stay with impeccable service and beautiful surroundings”​

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  • Annapolis Waterfront Hotel, Autograph Collection
    Annapolis Waterfront Hotel, Autograph Collection

 

2. The Annapolis Waterfront Hotel, Autograph Collection

Address: 80 Compromise Street, Annapolis, MD 21401
Price per night: From $399
Number of rooms: 150

This hotel offers stunning views of the Annapolis Harbor and is located near the city’s historic district. It features luxurious rooms, a waterfront restaurant, and a rooftop bar.

Why choose this hotel:

  • Waterfront location with beautiful views
  • On-site dining with fresh, local cuisine
  • Close to historic sites and shopping

Guest review: “A picturesque and comfortable stay with great amenities and a prime location”​​.

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  • Graduate Annapolis
    Graduate Annapolis

 

3. Graduate Annapolis

Address: 126 West Street, Annapolis, MD 21401
Price per night: From $189
Number of rooms: 215

Graduate Annapolis combines collegiate charm with modern amenities. Located near the Naval Academy, this hotel offers unique decor, a fitness center, and an on-site restaurant.

Why choose this hotel:

  • Unique collegiate-themed decor
  • Proximity to the Naval Academy
  • Modern amenities and dining options

Guest review: “A fun and stylish stay with excellent service and a great location”​.

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  • The Inn at Chesapeake Bay Beach Club
    The Inn at Chesapeake Bay Beach Club

 

4. The Inn at Chesapeake Bay Beach Club

Address: 180 Pier One Road, Stevensville, MD 21666
Price per night: From $249
Number of rooms: 54

Situated near the Chesapeake Bay, this inn offers luxurious accommodations with beautiful views and exceptional amenities, including a spa, multiple dining options, and beautifully landscaped grounds.

Why choose this hotel:

  • Luxurious rooms with stunning views
  • On-site spa and dining options
  • Beautifully landscaped grounds

Guest review: “A peaceful and luxurious stay with excellent amenities and beautiful surroundings”​​.

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  • The Flag House Inn
    The Flag House Inn

 

5. The Flag House Inn

Address: 24 Randall Street, Annapolis, MD 21401
Price per night: From $250
Number of rooms: 5

This charming bed and breakfast offers a cozy and intimate setting with historic charm. Located near the Naval Academy, it features beautifully decorated rooms and a delicious complimentary breakfast.

Why choose this hotel:

  • Historic charm with modern comforts
  • Complimentary breakfast
  • Prime location near the Naval Academy

Guest review: “A charming and intimate stay with excellent hospitality and a great location”​

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  • Capital Hotel Annapolis
    Capital Hotel Annapolis

 

6. Capital Hotel Annapolis

Address: 25 State Circle, Annapolis, MD 21401
Price per night: From $225
Number of rooms: 6

The Capital Hotel Annapolis offers intimate and elegant boutique accommodations in the heart of downtown. This hotel features beautifully decorated rooms and a 1920s-style cocktail bar.

Why choose this hotel:

  • Intimate and elegant accommodations
  • Central location near downtown attractions
  • On-site 1920s-style cocktail bar

Guest review: “A peaceful and elegant stay with excellent amenities and a prime location”​​.

  • Inn at Perry Cabin
    Inn at Perry Cabin

 

7. The Inn at Perry Cabin

Address: 308 Watkins Lane, St Michaels, MD 21663
Price per night: From $499
Number of rooms: 78

This luxurious inn offers a serene retreat with beautiful gardens, a spa, and waterfront views. Located near St. Michaels, it provides a perfect getaway for relaxation and luxury.

Why choose this hotel:

  • Luxurious accommodations with stunning views
  • On-site spa and beautiful gardens
  • Serene and peaceful setting

Guest review: “A luxurious and peaceful stay with excellent amenities and beautiful surroundings”​​.

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https://trip.tp.st/Hu48Bsh2

 

8. The Tidewater Inn

Address: 101 East Dover Street, Easton, MD 21601
Price per night: From $199
Number of rooms: 95

The Tidewater Inn offers historic charm and modern amenities in the heart of Easton. The hotel features elegant rooms, an on-site restaurant, and a spa.

Why choose this hotel:

  • Historic charm with modern comforts
  • On-site dining and spa services
  • Central location in Easton

Guest review: “A charming and elegant stay with excellent service and a great location”​.

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  • Inn at Huntingfield Creek
    Inn at Huntingfield Creek

 

9. The Inn at Huntingfield Creek

Address: 4928 Eastern Neck Road, Rock Hall, MD 21661
Price per night: From $275
Number of rooms: 10

Located near the Chesapeake Bay, this inn offers a peaceful retreat with beautifully appointed rooms, a pool, and lush gardens. Guests can enjoy activities like kayaking and biking.

Why choose this hotel:

  • Peaceful retreat with modern amenities
  • On-site pool and lush gardens
  • Outdoor activities like kayaking and biking

Guest review: “A peaceful and relaxing stay with excellent amenities and beautiful surroundings”​​.

Book it

Local Tips for Exploring Annapolis

Discover Hidden Cafés and Bakeries

Annapolis is known for its vibrant café culture. Visit Brown Mustache Coffee for delicious coffee or Bakery Annapolis for a cozy pastry experience.

Explore Lesser-Known Museums

Beyond the popular attractions, check out the Banneker-Douglass Museum for fascinating exhibits or the Historic Annapolis Museum for a glimpse into local history.

Take a Walking Tour

Experience Annapolis’s history and culture by taking a guided walking tour. Companies like Annapolis Tours by Watermark offer comprehensive tours of the city’s most iconic sites.

Visit Local Markets

Explore the Annapolis Farmers Market for local crafts, fresh produce, and unique souvenirs. The Pennsylvania Dutch Farmers Market is also a must-visit for traditional goods and fresh products.

Enjoy the Nightlife in Downtown Annapolis

Downtown Annapolis is known for its vibrant nightlife. From trendy bars to lively clubs, it’s the perfect area to enjoy an evening out.

Embrace the Art Scene

Visit the Maryland Federation of Art for contemporary art or the Annapolis Opera for modern exhibitions and performances.

Attend Local Festivals

Plan your visit around local festivals such as the Annapolis Film Festival or the Maryland Renaissance Festival, which feature a range of entertainment and cultural events.

Explore the Outdoors

Annapolis offers plenty of outdoor activities. Walk through Quiet Waters Park, hike along Bacon Ridge Natural Area, or take a scenic boat tour on the Chesapeake Bay.

Conclusion

Choosing a boutique hotel for your stay in Annapolis ensures a unique and personalized experience. From the luxurious elegance of 134 Prince to the historic charm of The Robert Morris Inn, there’s something for every type of traveler. Explore the city’s cultural highlights, enjoy exceptional dining, and take advantage of special packages and eco-friendly practices offered by these distinctive hotels. Whether you’re here for a cultural exploration or a romantic getaway, Annapolis’s best boutique hotels are ready to welcome you with open arms and unforgettable experiences.

So, are you ready to book your stay at one of these amazing boutique hotels in Annapolis? Pack your bags, embrace the city’s vibrant culture, and get ready for an adventure like no other!

This article is part of a comprehensive guide to the best boutique hotels in Annapolis. For more information, check out our other travel guides and tips.