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
8.2 262 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 3 best b&b with a pool

Spacious Home With An Outdoor Pool, Screened Porch, Washer Dryer & Central Ac - Annapolis, MD
No reviews

Spacious Home With An Outdoor Pool, Screened Porch, Washer Dryer & Central Ac

B&B, Highland Beach
This Bed & Breakfast is situated in Highland Beach, 8 kilometres from Annapolis Harbour and 38 kilometres from Baltimore/Washington International Airport.
This 279 square metre guesthouse offers 3 bedrooms, 3 bathrooms, accommodating up to 10 guests, and features a private outdoor swimming pool, a screened porch, air conditioning, and a fully equipped kitchen, with an in-unit washer and dryer for added convenience.
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.
Captains Quarters Oasis Near Annapolis, Sleeps 4 - Annapolis, MD
9.9 214 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.

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

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.
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.
Serene Waterfront Home With Kayaks, Paddle Board, Grill, Firepit, Wd, And Ac - Annapolis, MD
No reviews

Serene Waterfront Home With Kayaks, Paddle Board, Grill, Firepit, Wd, And Ac

B&B, Herald Harbor
This Crownsville guesthouse offers waterfront serenity, located 17 kilometres from Annapolis Harbour and 35 kilometres from Baltimore's Sports Legends Museum at Camden Yards and the Baltimore Convention Centre.
This two-bedroom, two-bathroom Bed and Breakfast provides 129 square metres of living space for up to eleven guests, featuring air conditioning, a balcony, a fully equipped kitchen, and direct access to kayaks and paddleboards.
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

Robert Johnson King | Historic Inns | Vintage Vibe - Annapolis, MD
9.8 16 reviews

Robert Johnson King | Historic Inns | Vintage Vibe

B&B, Annapolis
This Annapolis guesthouse is situated in the historic district, a short walk from the Maryland State House and the United States Naval Academy.
Offering king-sized beds, a 24/7 reception, and valet parking at the Governor Calvert House (for a fee), this pet-friendly room sleeps two and includes access to hotel amenities.
Stay Right On Main Street Annapolis! Private Room With Queen-sized Bed And Bath. - Annapolis, MD
9.2 140 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.
Chic, Sophisticated  And Elegant - Annapolis, MD
9.8 144 reviews

Chic, Sophisticated And Elegant

B&B, Severna Park
This spacious apartment is located in Severna Park, just a short walk from the town centre and 7 kilometres from Annapolis. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It offers a fully equipped kitchen, a private patio, and easy access to the Baltimore Annapolis Bike Trail, making it ideal for exploring the area.
Annapolis By St John College Cat Food $50 - Annapolis, MD
No reviews

Annapolis By St John College Cat Food $50

B&B, Annapolis
This upscale guest house is situated a mere 500 metres from the United States Naval Academy and the historic Annapolis harbour, offering unparalleled access to the city's key attractions.
This one-bedroom accommodation for two guests includes a kitchen and internet, providing a comfortable base for exploring Annapolis's points of interest.
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