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
8.2 269 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 1 best b&b with a pool

Lakefront Home With Private Pool, Hot Tub, Outdoor Space, Central Ac, & Wd - Annapolis, MD
No reviews

Lakefront Home With Private Pool, Hot Tub, Outdoor Space, Central Ac, & Wd

B&B, Highland Beach
This lakefront guest house in Highland Beach is located 1.77 kilometres from Bay Ridge Beach and 7.4 kilometres from Annapolis Harbour, with Inner Harbour and Power Plant situated 48.3 kilometres away.
Offering 604 square metres of space, this establishment accommodates up to 23 guests across 5 bedrooms and features a private swimming pool, hot tub, garden, and a terrace with lake views, alongside a fully equipped kitchen and air conditioning.

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

Quaint 2br Naptown Hidden Gem<1 Mile-navy Stadium - Annapolis, MD
9.9 82 reviews

Quaint 2br Naptown Hidden Gem<1 Mile-navy Stadium

B&B, Annapolis
This family-friendly guesthouse is located in the city centre of Annapolis, within 2km of People's Brewer Hill Cemetery, Helen Avalynne Tawes Garden, and Maryland Hall for Creative Arts, and a short 3.3km drive from the U.S. Naval Academy. It has received excellent ratings for location, cleanliness and user experience.
The guesthouse has 2 bedrooms and 1 bathroom, covering 93 square metres and accommodating up to 7 guests. Amenities include a fully equipped kitchen, air conditioning, a terrace or balcony, a garden, a fitness centre, parking, and internet access.
Spacious Beachfront Home With Decks, Gas Grill, Wet Bar, Gas Fireplace, And Wd - Annapolis, MD
No reviews

Spacious Beachfront Home With Decks, Gas Grill, Wet Bar, Gas Fireplace, And Wd

B&B, Highland Beach
This beachfront guesthouse in Highland Beach, Annapolis, offers direct access to Bay Ridge Beach and is situated 8 kilometres from Annapolis Harbour.
This 311 square metre property accommodates up to 19 guests with 3 bedrooms and 4 bathrooms, featuring a well-equipped kitchen, air conditioning, and expansive decks, and is located 35 kilometres from Baltimore/Washington International Airport.
Charming Detached Studio W/ Easy Walk To Downtown. - Annapolis, MD
9.9 225 reviews

Charming Detached Studio W/ Easy Walk To Downtown.

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.
Adventure Annapolis - Annapolis, MD
No reviews

Adventure Annapolis

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.

Best Annapolis, MD bed and breakfasts with air conditioning

Maryland Inn Suite At Historic Inns Of Annapolis - Annapolis, MD
No reviews

Maryland Inn Suite At Historic Inns Of Annapolis

B&B, Annapolis
This Annapolis bed and breakfast is situated in the historic district, a short walk from the Maryland State House and the United States Naval Academy.
The Maryland Inn, Governor Calvert House, and Robert Johnson House offer 200 sq ft suites with king-size beds, sofa beds, and private balconies or patios; each guest house sleeps up to four guests and includes amenities such as a 24/7 front desk, parking (valet parking available at a fee), and pet-friendly facilities (fee applies).
Charming Brick Home With Patio, Wifi, Ac, & Wd - Walk To Everything - Annapolis, MD
No reviews

Charming Brick Home With Patio, Wifi, Ac, & Wd - Walk To Everything

B&B, Annapolis
This Annapolis guesthouse is a 40-kilometre drive from Baltimore's Inner Harbour and Power Plant, offering a convenient base for exploring local attractions and a 2.4-kilometre distance to Annapolis Harbour.
The 92-square-meter property features two bedrooms, four bathrooms, air conditioning, WiFi, a fully equipped kitchen with a dishwasher and oven, and a private patio, accommodating up to seven guests.
Private N/s 2 Double Bed & Bath - Annapolis, MD
8.0 7 reviews

Private N/s 2 Double Bed & Bath

B&B, Arnold
This B&B is conveniently located in Arnold, just off Route 50, a short 10km drive from Annapolis and the Naval Academy.
The guest house offers a private entrance, bedroom, and bathroom, a microwave and fridge, and free Wi-Fi.
Annapolis Home 5 Miles From Downtown Annapolis - Annapolis, MD
No reviews

Annapolis Home 5 Miles From Downtown Annapolis

B&B, Annapolis
This Annapolis bed and breakfast is located a short distance from historic Downtown Annapolis and the United States Naval Academy, offering convenient access to the Annapolis waterfront and its renowned restaurants, shops, and attractions.
This four-bedroom, four-bathroom guesthouse accommodates up to eight guests and provides essential amenities including Wi-Fi, air conditioning, and parking, making it an ideal base for attending Naval Academy events or exploring the city's landmarks.
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