Bed and Breakfast and Inn in Annapolis, MD

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

Best Annapolis, MD bed and breakfasts with breakfast included

Inn On Main Annapolis - Annapolis, MD
8.2 282 reviews
Annapolis, MD
23/06 – 25/06
$311/nighttotal: $622 (2 )

Inn On Main Annapolis

1 2
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 30 accommodations in Annapolis, MD, here are the 1 best b&b with a pool

Coastal Comfort Retreat Near Annapolis, Ev Charger - Annapolis, MD
9.9 209 reviews
Annapolis, MD
01/07 – 08/07
$228/nighttotal: $1596 (7 )

Coastal Comfort Retreat Near Annapolis, Ev Charger

1 2
B&B , Arnold
This guest suite is situated in Arnold, Maryland, just 6.4 kilometres from historic downtown Annapolis and the USNA, and 8 kilometres from Sandy Point State Park, making it a convenient base for exploring the area. The accommodation has received excellent ratings for cleanliness, location and user experience.
The self-contained suite can accommodate up to four guests and features a comfortable seating area, a king-size bed and a luxurious ensuite bathroom. Guests can enjoy access to a seasonal outdoor oasis with a swimming pool, hot tub, fire pit and a barbecue area, as well as a fitness centre, a private garden and a dedicated parking space.

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.

Destinations nearby

Best Annapolis, MD bed and breakfasts with a garden

Adventure Annapolis - Annapolis, MD
Annapolis, MD
16/07 – 19/07
$991/nighttotal: $2973 (3 )

Adventure Annapolis

2 5
B&B , Annapolis
Adventure Annapolis, a B&B, is located in Annapolis, 1.9 kilometres from Annapolis Harbour and 40 kilometres from Baltimore's Inner Harbour, Power Plant, and Convention Centre.
This accommodation offers 177 square metres of living space with two bedrooms, two bathrooms, and a guest capacity of 15, featuring air conditioning, a kitchen with a fridge, microwave oven, and dishwasher, and a garden.
Charming Detached Studio W/ Easy Walk To Downtown. - Annapolis, MD
9.9 218 reviews
Annapolis, MD
23/06 – 25/06
$378/nighttotal: $756 (2 )

Charming Detached Studio W/ Easy Walk To Downtown.

1 2
B&B , Annapolis
This charming studio apartment is located in the heart of Downtown Annapolis, just a short walk from the Maryland State House, the United States Naval Academy, and the Annapolis City Dock. It enjoys an excellent user rating and location rating, and is praised for its cleanliness.
The self-contained apartment is situated above a garage and comfortably accommodates two guests. It includes a queen-size bed, a fully equipped kitchen with a mini-fridge and microwave, a bathroom with toiletries, and a writing desk.
Dog-friendly House With Yard, Deck, Firepit, Washer- Dryer & Ac - Near Golf - Annapolis, MD
Annapolis, MD
03/12 – 06/12
$1155/nighttotal: $3465 (3 )

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

2 10
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.
Waterfront Private
Guest Suite In Annapolis - Annapolis, MD
10 19 reviews
Annapolis, MD
27/06 – 29/06
$487/nighttotal: $974 (2 )

Waterfront Private Guest Suite In Annapolis

1 2
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.

Best Annapolis, MD bed and breakfasts with air conditioning

Independent Access Garage Apartment, Near Downtown - Annapolis, MD
9.8 423 reviews
Annapolis, MD
12/07 – 13/07
$312/nightfor 1 night

Independent Access Garage Apartment, Near Downtown

1 2
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.
Explore Local Attraction | Close To Historic Sites - Annapolis, MD
Annapolis, MD
20/06 – 26/06
$352/nighttotal: $2112 (6 )

Explore Local Attraction | Close To Historic Sites

1 2
B&B , Annapolis
This Annapolis hotel room, situated in the historic district, is within easy walking distance of the Maryland State House and the United States Naval Academy.
The 247 sq ft Robert Johnson House room, part of the Maryland Inn complex, offers a queen-sized bed, television, and en-suite bathroom facilities for up to two guests, plus access to a fitness centre and parking.
Classic East Coast Charm Near Shops & Dining - Annapolis, MD
8.7 9 reviews
Annapolis, MD
20/06 – 26/06
$437/nighttotal: $2622 (6 )

Classic East Coast Charm Near Shops & Dining

1 2
B&B , Annapolis
This guesthouse is located in Annapolis's historic district, providing convenient access to key landmarks within 500 metres.
The accommodation offers one bedroom and one bathroom for up to two guests, featuring preserved 18th-century details, period antiques, air conditioning, and complimentary high-speed WiFi.
Governor Calvert 2 Double Beds | Historic Inns - Annapolis, MD
8.4 16 reviews
Annapolis, MD
12/07 – 13/07
$225/nightfor 1 night

Governor Calvert 2 Double Beds | Historic Inns

1 2
B&B , Annapolis
This Annapolis guesthouse enjoys a prime downtown location, steps from the Maryland State House and the United States Naval Academy, offering easy walking access to the historic waterfront and Main Street's shops and restaurants.
The establishment comprises three buildings, providing one bedroom with two double beds, accommodating up to four guests, and includes amenities such as Wi-Fi, air conditioning, parking (valet parking available at £31.99 per day), and pet-friendly options (up to 60 pounds, one per room, extra charge applies).
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