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 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

Bay View Studio Apartment - Annapolis, MD
9.9 160 reviews

Bay View Studio Apartment

B&B, Annapolis
This waterfront flat is situated in Annapolis, just a 1.6km walk from the Annapolis Sailing School and Annapolis Landing Marina, and within 5km of the Bay Bridge Market Place Shopping Center and Sparrows Beach. The property has received excellent ratings for location, cleanliness, and overall guest experience.
The apartment has one bedroom, one bathroom, and can accommodate up to four guests comfortably. The 93 square meter space features a fully equipped kitchen, a fireplace, free Wi-Fi, a washing machine, and a terrace with stunning views of the Annapolis harbour. Guests can also enjoy the on-site amenities, including a swimming pool, jacuzzi, garden, and barbecue grills.
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
9.9 222 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

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.
Rare Antique Gem: Steps To Maryland State House - Annapolis, MD
No reviews

Rare Antique Gem: Steps To Maryland State House

B&B, Annapolis
The Governor Calvert House guesthouse is situated in Annapolis, a short walk from the Maryland State House and the United States Naval Academy.
This Annapolis lodging offers a 200 sq ft Governor Calvert Suite with a king-size bed, sofa bed, and separate living area, sleeping up to four guests, and includes amenities such as air conditioning, parking, and a fitness centre.
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.
Dog-friendly Riverfront Home With Dock, 2 Balconies, Waterside Patio, & Grill - Annapolis, MD
No reviews

Dog-friendly Riverfront Home With Dock, 2 Balconies, Waterside Patio, & Grill

B&B, Annapolis
This dog-friendly riverfront guesthouse in Annapolis offers a prime location with a private dock and waterside patio, situated 1.8 kilometres from Annapolis Harbour and 41.8 kilometres from Baltimore's Inner Harbour.
This spacious 3-bedroom, 4-bathroom property accommodates up to 11 guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, multiple outdoor spaces including two balconies and a garden, and is located 30.6 kilometres from Baltimore-Washington International Airport.
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