![The Absolute Best Bed and Breakfast in Annapolis [Updated 2025]](/images/posts/b/bed-and-breakfast-annapolis.webp)
After exploring countless cozy corners and charming nooks, I’ve narrowed it down to twelve standout locations that truly capture the spirit of Annapolis. Each one has its own unique charm and character, making them perfect for a memorable getaway or a romantic escape.
You can trust my recommendations because I’ve spent years indulging in the local culture, savoring the flavors, and soaking up the history that make this city so special. Whether you’re a first-time visitor or a seasoned local looking for a staycation, I’ve got you covered with the best of the best—where warm hospitality meets the perfect slice of Maryland's coastal life. Let's dive into these hidden gems together!
Flag House Inn
| Highlights |
|---|
| Phenomenal accommodations |
| Exceptional, attentive staff |
| Historical charm and cleanliness |
| Perfect downtown location |
| Delicious breakfast options |
Stepping into the Flag House Inn felt like entering a cozy chapter of Annapolis history. With its impressive historical charm and immaculate cleanliness, it was a delightful escape that exceeded my expectations. The accommodations are nothing short of phenomenal; each room is thoughtfully decorated, making it a perfect blend of comfort and style.
What truly stood out was the exceptional, attentive staff. From the moment I arrived, they anticipated my needs and made me feel right at home. They weren’t just staff members; they were my new friends, eager to share local insights and recommendations.
Located perfectly in downtown Annapolis, I found that I could easily explore the vibrant culture and beautiful waterfront, all within a short stroll. And let’s talk about breakfast! Each morning was a culinary delight, featuring a delightful array of options that were as delicious as they were beautifully presented.
All in all, Flag House Inn left an indelible mark on my heart. If you’re looking for a bed and breakfast that encapsulates the essence of hospitality and charm in Annapolis, this enchanting gem should be your top choice!
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Inn at Horn Point
| Highlights |
|---|
| Warm, attentive service |
| Delicious, gourmet breakfasts |
| Beautiful, updated accommodations |
| Perfect downtown location |
| Serene, relaxing atmosphere |
Let me tell you about my delightful stay at the Inn at Horn Point, where the charm of hospitality meets the comfort of home. From the moment I arrived, it was clear that the staff prioritized warm, attentive service, ensuring I felt welcome and at ease. The gourmet breakfasts served each morning were simply divine! Imagine indulging in a menu that changes daily, with dishes that highlight local flavors while satisfying the palate to the fullest.
The accommodations? Absolutely beautiful and updated, blending modern comforts with a touch of classic charm. I appreciated the serene and relaxing atmosphere, perfect for unwinding after a day of exploring Annapolis. Nestled in a perfect downtown location, the inn provided easy access to bustling shops and the captivating waterfront, allowing me to soak in the city’s vibrant culture.
As I sipped my coffee on the porch overlooking the tranquil surroundings, I felt that Inn at Horn Point perfectly embodies the essence of a top-tier bed and breakfast. If you're planning a getaway, this gem deserves a top spot on your list!
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Historic Inns of Annapolis
| Highlights |
|---|
| Exceptional customer service |
| Centrally located accommodations |
| Blend of historic and modern |
| Spacious and clean rooms |
| Friendly and helpful staff |
Nestled in the heart of Annapolis, Historic Inns of Annapolis is truly a gem for anyone seeking a delightful getaway. From the moment I stepped inside, I was greeted with exceptional customer service, making me feel right at home. The staff is not just friendly; they're genuinely helpful, eager to share local tips and enhance your stay.
What sets this charming B&B apart is its wonderful blend of historic charm and modern comforts. Each room is spacious and meticulously clean, allowing you to relax and unwind after a day of exploring the stunning streets of Annapolis. The central location makes it convenient to stroll to the vibrant waterfront, historic sites, and delightful eateries, all just moments away.
As I settled into my room, I couldn't help but appreciate the unique decor that echoed the city's rich past while providing contemporary conveniences. My experience at the Historic Inns of Annapolis was not just a stay; it was a warm, inviting embrace of what it means to experience Annapolis. If you find yourself in this picturesque city, do not miss the opportunity to indulge in this delightful B&B!
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Inn on Main
| Highlights |
|---|
| Great Location |
| Friendly and Accommodating Staff |
| Quiet Rooms |
| Discounted Parking Available |
| Perfect for Local Events |
Inn on Main in Annapolis: A Hidden Gem
Nestled in the heart of Annapolis, Inn on Main is nothing short of a delightful escape. From the moment I arrived, I was welcomed like an old friend by the friendly and accommodating staff, who defined hospitality. They provided insightful recommendations for local hotspots, which made my stay all the more enjoyable.
One of the standout features was the great location. Just a leisurely stroll away from the charming streets of downtown, it felt perfectly positioned to soak up the lively atmosphere of this historic city. Yet, despite being so close to the excitement, my room was an oasis of calm. I cherished the quiet rooms, where restful nights were guaranteed.
I also appreciated the discounted parking available, which is a rare find in such a bustling area. This particularly came in handy, making out-and-about excursions seamless and stress-free. If you’re looking for a base to explore local events while enjoying a cozy, personalized atmosphere, Inn on Main is the place to be. I left feeling rejuvenated, inspired by its charm, and already planning my next visit!
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Capital Hotel Annapolis
| Highlights |
|---|
| Easy check-in via text |
| Beautiful, clean rooms |
| Prime location |
| Spacious accommodations |
| Super clean bathrooms |
Review of Capital Hotel Annapolis
From the moment I arrived at Capital Hotel Annapolis, I was charmed by the seamless check-in process via text message. Talk about a modern twist on hospitality! The location is simply unbeatable — nestled in the heart of downtown Annapolis, offering easy access to the lively waterfront and historic sites.
Stepping into my room, I was greeted by a welcoming ambiance that felt both elegant and cozy. The beautifully decorated space was impressively clean, and the size of the room made it feel quite luxurious. Not to mention the bathroom was simply sparkling, reflecting the hotel's commitment to cleanliness.
One thing that stood out was the attention to detail, with every corner of the space showcasing thoughtful touches. After a day of exploring the charming streets, returning to such a spacious accommodation felt like a warm hug.
Overall, my experience at Capital Hotel Annapolis was delightful and absolutely worthy of a shout-out in any guidebook for the best bed and breakfast options in Annapolis. If you’re looking for a place that seamlessly blends comfort with convenience, this hotel may just be your perfect getaway!
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Wades Point Inn On The Bay
| Highlights |
|---|
| Breathtaking waterfront views |
| Immaculate and beautifully decorated rooms |
| Personalized breakfast options |
| Serene and peaceful atmosphere |
| Friendly and accommodating staff |
Nestled along the picturesque shores of the Chesapeake Bay, Wades Point Inn On The Bay truly feels like a hidden gem waiting to be discovered. The moment I arrived, I was captivated by the breathtaking waterfront views that greeted me—nothing quite compares to watching the sun dip below the horizon while listening to the gentle lapping of the waves.
My room was an oasis, immaculately decorated with charming touches that made me feel right at home. Each morning began with a personalized breakfast that was not just a meal, but an experience—deliciously crafted options that catered to my taste. The delicious aromas wafting from the kitchen each morning were enough to make anyone's mouth water!
What truly set Wades Point apart, however, was the serene and peaceful atmosphere that enveloped the entire property. I felt miles away from the hustle and bustle of everyday life. The staff were incredibly friendly and accommodating, ensuring each guest felt valued and cared for.
If you’re in search of the perfect blend of comfort and tranquility, look no further than Wades Point Inn On The Bay—where every moment feels like a delightful escape.
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The Maryland Inn of the Historic Inns of Annapolis
| Highlights |
|---|
| Great hospitality |
| Fantastic location |
| Room amenities available |
| Small room sizes |
| Internet connectivity issues |
The Maryland Inn of the Historic Inns of Annapolis offers a delightful blend of charm and comfort, making it an excellent choice for anyone looking to immerse themselves in the heart of Maryland’s capital. Upon arrival, I was greeted with warm hospitality that immediately made me feel at home. The staff genuinely goes above and beyond to ensure every guest feels valued.
One of the inn's standout features is its fantastic location—right in the historic district! You can easily stroll to bustling shops, delectable eateries, and stunning waterfront views. However, I must note that the rooms are on the smaller side, typical of historic establishments but cozy enough to ensure a snug stay.
With modern room amenities at your disposal, including plush bedding and a coffee maker, comfort isn't compromised. The only hiccup during my stay was a slight issue with internet connectivity, which occasionally interrupted my streaming habits.
What truly shines through is the inviting atmosphere of The Maryland Inn; it perfectly encapsulates the essence of Annapolis itself—a lovely blend of history and warmth. Whether you're a long-time visitor or a first-time traveler, this inn might just be the perfect spot for your Annapolis adventure!
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Inn at Haven Harbour
| Highlights |
|---|
| Lovely water views |
| Super clean, updated rooms |
| Excellent continental breakfast |
| Short walk to the pool |
| Bikes available for guests |
The Inn at Haven Harbour quickly became one of my favorite spots to relax during my recent visit to Annapolis. Its enchanting water views create the perfect backdrop for a tranquil getaway. Upon arrival, I was instantly charmed by the super clean, updated rooms, which feature a stylish nautical theme that complements the coastal scenery beautifully.
Each morning, I looked forward to the delightful continental breakfast, brimming with fresh pastries and aromatic coffee, providing the ideal start to my day of exploration. One of the standout features was how easy it was to unwind with a short walk to the pool, where I could soak up the sun and soak away my worries.
What truly impressed me was the availability of bikes for guests, allowing me to take a leisurely ride around the picturesque neighborhood. Overall, my experience at Inn at Haven Harbour was nothing short of delightful. If you're searching for a charming bed and breakfast that perfectly captures the essence of Annapolis, look no further than this hidden gem! This spot has truly elevated my expectations for B&B stays. 🛶✨
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Georgian House Bed and Breakfast
| Highlights |
|---|
| Historic 260-year-old home |
| Prime downtown location |
| Gracious and accommodating hosts |
| Outstanding homemade breakfast |
| Comfortable and restful stay |
Nestled in the heart of Annapolis, Georgian House Bed and Breakfast is an absolute delight that transports you back in time while providing all the comforts of modern living. This historic gem, dating back an impressive 260 years, is not just a place to lay your head but a portal to the past.
Upon arrival, I was warmly greeted by the gracious hosts, who made me feel like part of the family from the start. Their accommodating nature truly set the tone for a relaxing getaway. The house’s prime downtown location allowed me to easily wander the charming streets of Annapolis, soaking in the vibrant atmosphere and unique shops nearby.
Now let’s talk about breakfast — what a treat! Each morning, I was served an outstanding homemade feast that left me eagerly anticipating the next day’s culinary creation. The comfortable ambiance of the dining area paired perfectly with the delicious food.
After a long day of exploring, my room provided a comfortable and restful stay, allowing me to recharge for the next adventure. If you’re looking for a quintessential experience in Annapolis, look no further than Georgian House—it’s truly a haven of hospitality and charm!
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The Annapolis Inn
| Highlights |
|---|
| Impeccable hosts |
| Delicious, beautifully served breakfasts |
| Perfect walking distance location |
| Knowledgeable about local activities |
| Beautiful accommodations |
Nestled in the heart of Annapolis, The Annapolis Inn is a true gem that effortlessly combines charm and hospitality. From the moment I stepped through its doors, I was greeted by the warm smiles of my hosts, always ready to share their abundant knowledge about local sites and activities. Their attention to detail makes you feel as if you’re part of the family rather than just a guest.
One of the high points of my stay was undoubtedly the delicious breakfasts that were not only beautifully served but also a delightful culinary experience! Each morning, I was treated to an array of tantalizing options that left my taste buds dancing.
The accommodations were another highlight; a perfect blend of comfort and elegance adorned with lovely decor that transported me to a simpler time but with all the modern amenities. The location was simply ideal—within walking distance of the vibrant waterfront and historic downtown, which made exploring so much more enjoyable.
If you’re in search of an inviting atmosphere, stellar food, and a prime locale, I can wholeheartedly recommend The Annapolis Inn; it’s truly a relaxing retreat that stands out among the rest!
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The Oaks Inn Annapolis
| Highlights |
|---|
| Perfect for corporate events |
| Friendly and helpful owners |
| Charming historic architecture |
| Spacious tranquil yard |
| Ideal downtown location |
Visiting The Oaks Inn Annapolis was like stepping into a slice of charm and tranquility right in the heart of downtown Annapolis. Upon arrival, I was warmly welcomed by the friendly owners, who instantly made me feel at home. Their hospitality is as inviting as the cozy atmosphere of the inn itself.
The architecture has a delightful historic appeal that immediately captures one’s heart, making it a perfect backdrop for those Instagram-worthy snaps. What really won me over, though, was the spacious tranquil yard—a little oasis where I could unwind with a good book and a cup of coffee.
The location is simply ideal; I was just a stone's throw away from local attractions, making it perfect for exploring the vibrant culture of Annapolis. Plus, it offers ample space for corporate events, ensuring productivity without compromising comfort.
Overall, The Oaks Inn is a charming blend of warmth and convenience, making it my top pick for a best bed and breakfast in Annapolis. If you’re looking for a delightful retreat, this gem deserves your attention. You may find yourself returning time and again!
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The Inn at Tacaro Estate
| Highlights |
|---|
| Charming, restored property |
| Beautiful Chesapeake Bay views |
| Exceptional hospitality |
| Thoughtful attention to details |
| Delicious farm-fresh breakfast |
Nestled gracefully amidst the scenic charms of Annapolis, The Inn at Tacaro Estate is nothing short of a hidden gem. From the moment I arrived, the charming, restored property captured my heart. The rich history blended beautifully with modern comforts, creating an atmosphere that felt both welcoming and luxurious.
What truly set this inn apart, though, was the exceptional hospitality I encountered. The hosts went above and beyond, ensuring that every need was met while still allowing for a sense of privacy. Their thoughtful attention to detail was evident, from the elegant decor to the meticulously curated local recommendations.
Waking up to the breathtaking views of the Chesapeake Bay was a spectacle in itself, but nothing compared to the impressive breakfast that followed. Each morning, I savored farm-fresh delights that tantalized my taste buds and energized me for the day's adventures.
Overall, my stay at The Inn at Tacaro Estate was an enchanting experience, where every moment was infused with warmth and care. For anyone seeking the pinnacle of bed and breakfast hospitality in Annapolis, this lovely inn is an absolute must.
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