Bed and Breakfast and Inn in Annapolis, MD

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Annapolis, MD B&B
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88 Bed and Breakfasts and Inn in Annapolis, MD

Best Annapolis, MD bed and breakfasts with breakfast included

Inn On Main Annapolis - Annapolis, MD
8.2 272 reviews

Inn On Main Annapolis

B&B, Annapolis
The Inn on Main Annapolis is located just 1.2 miles from Annapolis Harbour, putting you within easy reach of the city's historic district, charming shops and restaurants. The B&B has received very good user ratings, with an excellent location rating and a very good cleanliness rating.
The rooms are all equipped with free Wi-Fi, air conditioning and flat-screen TVs, providing a comfortable stay. Guests can enjoy a delicious American breakfast every morning, relax on the terrace or dine at the Inn's restaurant, which serves American cuisine.

Best Annapolis, MD bed and breakfasts with a pool

Among the 88 accommodations in Annapolis, MD, here are the 2 best b&b with a pool

Captains Quarters Oasis Near Annapolis, Sleeps 4 - Annapolis, MD
9.9 208 reviews

Captains Quarters Oasis Near Annapolis, Sleeps 4

B&B, Arnold
This Arnold guest suite, situated 6.4 km from Annapolis and 8 km from Sandy Point State Park, offers convenient access to historic sites and outdoor recreation.
The self-contained unit features a king-size bed, en-suite bathroom, fully equipped kitchen, and access to a shared swimming pool, hot tub (seasonal), fire pit, patio, and grill; sleeping up to four guests and welcoming pets.
King Master Suite With Den Room - Annapolis, MD
No reviews

King Master Suite With Den Room

B&B, Crownsville
This Crownsville guest house, registration number 145024, enjoys a central location offering easy access to local attractions, although precise distances to specific landmarks are unavailable.
Sleeping up to four guests in one bedroom and one bathroom, this family-friendly property boasts a swimming pool, jacuzzi, garden, parking, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher; Wi-Fi is also included.

Frequently Asked Questions about bed and breakfast in Annapolis, MD

  • What are the must-see sights for first-time visitors on a day trip to Annapolis, MD?

    For a day trip to Annapolis, you've got to see the Maryland State House, the US Naval Academy, and stroll along the historic waterfront. It's a charming city with a rich history.
  • What are the best bed and breakfasts in Annapolis, MD?

    Among the B&Bs in Annapolis, MD, Chesapeake Mornings, Howard's Cove Retreat and Cozy Private Room In Annapolis Home are the most popular ones.

  • In which districts of Annapolis, MD should you consider booking a bed and breakfast?

    The best areas for bed and breakfasts are in the historic district, near the waterfront, or in the quieter residential streets of the Eastport area. They offer a great sense of the city's character.
  • What are the best bed and breakfasts with a pool in Annapolis, MD?

  • What is the typical weather in Annapolis, MD, and how does it affect outdoor plans?

    Annapolis has four distinct seasons. Summers are hot and humid, making outdoor activities best enjoyed in the early morning or evening. Winters can be chilly with occasional snow. Spring and autumn offer the most pleasant weather for exploring the city.
  • What are the best bed and breakfasts with a jacuzzi in Annapolis, MD?

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Annapolis, MD?

    For solo travellers, I'd recommend trying the relaxed atmosphere of The Chart House, a seafood restaurant with stunning views of the harbour, or the cosy and welcoming atmosphere of The Wine Kitchen for a delicious meal.
  • What are the best bed and breakfasts for families and kids in Annapolis, MD?

  • What are the best cultural activities and events in and around Annapolis, MD?

    Annapolis is home to the annual Annapolis Maritime Museum's 'Waterfront Festival', a celebration of maritime history and culture. You can also catch a performance at the historic Annapolis Opera House or explore the Naval Academy Museum.
  • What are the best pet friendly bed and breakfasts in Annapolis, MD?

  • Which hiking trails are recommended for exploring in and around Annapolis, MD?

    The best hiking trail near Annapolis is the 14.5km long scenic trail at Quiet Waters Park. It's a lovely spot for a walk or a bike ride, and it offers beautiful views of the Chesapeake Bay.
  • What are the best bed and breakfasts with parking in Annapolis, MD?

    Chesapeake Mornings, Howard's Cove Retreat and Cozy Private Room In Annapolis Home are the best B&Bs with parking in Annapolis, MD.

Popular destinations

Best Annapolis, MD bed and breakfasts with a garden

Stay Right On Main Street Annapolis! Private Room With Queen-sized Bed And Bath. - Annapolis, MD
9.2 135 reviews

Stay Right On Main Street Annapolis! Private Room With Queen-sized Bed And Bath.

B&B, Annapolis
The Inn on Main, a guesthouse in Annapolis's city centre, offers convenient access to Annapolis's historic district and waterfront, its precise location remaining unspecified in the provided details.
This one-bedroom, one-bathroom lodging, sleeping up to two guests, features newly renovated rooms with smart TVs, plush linens, and free Wi-Fi, situated above a renowned restaurant with on-site assistance available.
Charming  Living Room In Beautiful Annapolis With Ac Discount Long Stay - Annapolis, MD
No reviews

Charming Living Room In Beautiful Annapolis With Ac Discount Long Stay

B&B, Annapolis
This B&B is located in Annapolis's Historic District, offering easy access to the Chesapeake Bay and Sandy Point State Park, approximately 11 kilometres away.
Guests can enjoy a one-bedroom, one-bathroom guesthouse for two, featuring air-conditioned rooms with balconies, a kitchenette, and access to a garden and on-site fitness centre, with a check-out time of 11:00.
Our Annapolis Penthouse - Annapolis, MD
9.9 454 reviews

Our Annapolis Penthouse

B&B, Annapolis
This Annapolis studio apartment is situated in the Murray Hill neighbourhood, a short walk (less than 1.6 km) from Annapolis' city centre, Upper West Street's restaurants, and the Academy Stadium.
The self-contained unit, sleeping up to three guests, boasts high ceilings, a private entrance, parking, air conditioning, and a garden; pool access may also be available.
Dog-friendly House With Yard, Deck, Firepit, Washer- Dryer & Ac - Near Golf - Annapolis, MD
No reviews

Dog-friendly House With Yard, Deck, Firepit, Washer- Dryer & Ac - Near Golf

B&B, Annapolis
This dog-friendly guesthouse in Annapolis is located 2.7 kilometres from Annapolis Harbour and 29 kilometres from Baltimore's Inner Harbour.
The accommodation offers two bedrooms, three bathrooms, and a capacity for nineteen guests, featuring a fully equipped kitchen, air conditioning, a private garden, and a fire pit, with the convenience of an in-unit washer and dryer.

Best Annapolis, MD bed and breakfasts with air conditioning

Restful Guest Suite, Scent-free, Step-free - Annapolis, MD
10 36 reviews

Restful Guest Suite, Scent-free, Step-free

B&B, Annapolis
This Annapolis guesthouse is located in a peaceful neighbourhood, approximately 1.6km from Annapolis's city centre.
The spacious basement apartment sleeps six guests across three bedrooms, one bathroom, and a kitchenette with a hot plate, toaster oven, and microwave; further features include ample parking, step-free access, and fragrance-free toiletries.
Waterfront Private
Guest Suite In Annapolis - Annapolis, MD
10 21 reviews

Waterfront Private Guest Suite In Annapolis

B&B, Annapolis
This Annapolis guesthouse is located in West Annapolis, approximately 2.4 kilometres from City Dock and the United States Naval Academy.
The spacious 400+ sq ft waterfront suite boasts a separate living area and bedroom, sleeping up to two guests, and includes a 55” HDTV, mini-fridge, microwave, Keurig coffee maker, and private parking; a private boat slip is available at an extra cost.
Ask Staffers For Local Recos - Annapolis, MD
10 2 reviews

Ask Staffers For Local Recos

B&B, Annapolis
This historic inn is located in Annapolis's historic district, offering easy access to renowned landmarks.
This B&B provides one bedroom and one bathroom for two guests, featuring 18th-century details, period antiques, air conditioning, complimentary WiFi, and valet parking for a fee.
Independent Access Garage Apartment, Near Downtown - Annapolis, MD
9.8 430 reviews

Independent Access Garage Apartment, Near Downtown

B&B, Annapolis
This Annapolis apartment, a self-contained flat in a convenient neighbourhood, is a 1.6km walk from Annapolis' city centre and 0.3km from Miss Shirley's Cafe.
The one-bedroom, one-bathroom apartment sleeps two, features a mini-kitchen, free street parking (with free weekend parking directly outside), bike storage, and is close to an EV charging station; complimentary toiletries and tea/coffee are provided.
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