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

You have to see the United States Naval Academy, which is always impressive. The State House is another must-see, and you can get a great view of the city from the top of the dome. If you have time, a walk around the historic district will give you a glimpse of Annapolis's colonial past.

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 historic district is the most popular area for bed and breakfasts, as it's close to the main attractions. You can also find some charming options in the Eastport neighborhood, which is known for its waterfront views and quaint shops.

What are the best bed and breakfasts with a pool in Annapolis, MD?

Cape Cod Charm Close To Usna & Annapolis - Room 2 , Cape Cod Charm Close To Usna & Annapolis - Room 1 and La Posada De Jorge are the best B&Bs with a pool in Annapolis, MD.

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

For solo travelers, I recommend trying out The Chart House on the harbor for a nice dinner. It's known for its seafood and beautiful views. For a more casual bite, try the Annapolis Market House, which has a variety of restaurants and shops.

What are the best bed and breakfasts with a jacuzzi in Annapolis, MD?

The best B&Bs with a jacuzzi in Annapolis, MD are Cape Cod Charm Close To Usna & Annapolis - Room 2 , Cape Cod Charm Close To Usna & Annapolis - Room 1 and Annapolis Room - 3 Miles From Naval Academy .

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

Annapolis is home to the Maryland State Arts Council and hosts many cultural events throughout the year. Check out the Annapolis Symphony Orchestra or visit the Annapolis Maritime Museum. The city also has a vibrant arts scene, with galleries and studios scattered throughout the historic district.

What are the best bed and breakfasts for families and kids in Annapolis, MD?

The best B&Bs for families and kids in Annapolis, MD are Detached Bedroom - Private Entrance - En-suite Bath , Front Room - Private Room In Annapolis and Calico Cottage Guest House .

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

If you're looking for a scenic hike, try the Quiet Waters Park trails. It's a beautiful park with over 340 acres of woods and waterfront. For a shorter hike, check out the trails at the Annapolis City Dock.

What are the best pet friendly bed and breakfasts in Annapolis, MD?

The best pet friendly B&Bs in Annapolis, MD are Cozy Private Room In Annapolis Home , Lovely Private Master Bedroom and Inn On Main Annapolis .

What amenities are commonly offered in bed and breakfasts in Annapolis, MD?

Most bed and breakfasts in Annapolis offer a continental breakfast, free Wi-Fi, and parking. Some also have amenities like swimming pools, hot tubs, and fireplaces.

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.

Annapolis, MD B&B, Guest Houses and Inns

No reviews

Robert Johnson Townhouse | 0.1mi From State House

B&B, Annapolis

This Annapolis bed and breakfast is located in the historic district, steps from the Maryland State House and the U.S. Naval Academy, with easy walking access to Main Street's shops and restaurants.
The two-story townhouse unit offers a queen-size bed, living area, and television, accommodating up to four guests and including all linens, towels, and bathroom essentials, plus pet-friendly options for an additional fee.

No reviews

Just A Half-mile From Chesapeake Bay & Beaches

B&B, Annapolis

This historic inn in Annapolis offers a unique lodging experience within a renowned historic district, providing convenient access to significant American history landmarks.
This bed and breakfast features one bedroom and one bathroom, accommodating up to two guests with amenities including air conditioning and WiFi, with valet parking available for an additional fee.

9.8 432 reviews

Independent Access Garage Apartment, Near Downtown

B&B, Annapolis

This cozy garage apartment is located in a residential neighborhood in Annapolis, just a 10-minute walk from the downtown area and two blocks from the popular Miss Shirley's breakfast spot. Guests consistently rate this accommodation excellent for its cleanliness, location, and overall experience.
The apartment features a private entrance, a queen-size bed, a private bathroom, and a mini-kitchen with a fridge, microwave, and coffee maker. You'll also find free street parking available on weekends and a free EV charging station just a block away.

9.9 215 reviews

Coastal Comfort Retreat Near Annapolis, Ev Charger

B&B, Arnold

This one-bedroom, one-bathroom accommodation is located in Arnold, a safe and family-friendly neighborhood just 4 miles from historic downtown Annapolis and the USNA. It has received excellent ratings for its location, cleanliness, and amenities.
The accommodation has a private entrance, keyless entry, and ample parking. It features a coastal color scheme with a relaxing atmosphere, a spacious bedroom with a seating area and mounted TV, and a luxurious ensuite bathroom with a shower featuring dual shower heads and a towel warmer. Guests have access to a shared 23,000-gallon pool, hot tub, lounge chairs, fire pit, patio/grill, and rocking chairs.

No reviews

Adventure Annapolis

B&B, Annapolis

Adventure Annapolis, a bed and breakfast, is located in Annapolis, 1.2 miles from Annapolis Harbor and 25 miles from Baltimore attractions like the Power Plant and Baltimore Convention Center.
This 1910 square foot B&B offers 2 bedrooms, 2 bathrooms, and accommodates up to 15 guests with air conditioning, a full kitchen featuring a fridge, microwave, and dishwasher, and a private patio.

No reviews

Waterfront Home With Scenic Porches, Yard, Grill, Jetted Tub, Central Ac, & Wd

B&B, Highland Beach

This waterfront bed and breakfast in Highland Beach is an 11-minute walk from Bay Ridge Beach, 4.4 miles from Annapolis Harbor, and 24 miles from Baltimore - Washington International Airport.
This B&B offers 3 bedrooms, 4 bathrooms, and can accommodate up to 19 guests, featuring air conditioning, a full kitchen with a dishwasher and microwave, laundry facilities, and an outdoor grilling area.

9.9 225 reviews

Charming Detached Studio W/ Easy Walk To Downtown.

B&B, Annapolis

This centrally located studio in Downtown Annapolis offers a private retreat just steps away from restaurants, shops, and attractions. With excellent user and location ratings, this studio provides a comfortable and convenient base for exploring the city.
The studio features a queen bed, full bathroom, kitchenette, writing table, and wireless internet. Guests can enjoy essential amenities such as toiletries, tea, and coffee, as well as a separate entrance for added privacy.

No reviews

Gorgeous & Bright Retreat With Patio, Firepit, Wd, & Stunning Rooftop Views

B&B, Annapolis

This Annapolis bed and breakfast is situated 1.1 miles from Annapolis Harbor and 25 miles from Baltimore's Inner Harbor and Power Plant, offering rooftop views and an outdoor patio with a firepit. The 840 square foot accommodation features one bedroom, three bathrooms, and can host up to 11 guests, with amenities including air conditioning, a fully equipped kitchen with a dishwasher and oven, and an in-unit washer and dryer.

No reviews

Annapolis Light House #2

B&B, Naval Academy

This 2-bedroom, 1-bathroom condo offers a secluded setting within a well-connected district, providing convenient access to local attractions.
This residence accommodates up to 4 guests and features internet, a kitchen, and air conditioning, making it ideal for those visiting the Naval Academy.

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 proximity to the Chesapeake Bay, Sandy Point State Park, and the Navy-Marine Corps Memorial Stadium.
This accommodation features 1 bedroom, 1 bathroom, and a guest capacity of 2, with air conditioning, a kitchenette, a garden, and a fitness center.

10 4 reviews

Historic Inn Stay | Steps From Maryland State

B&B, Annapolis

This historic inn is located on State Circle, offering immediate proximity to the Maryland State House and waterfront attractions, just steps from local dining and shops.
This B&B accommodates one guest, features air conditioning, internet, and a fitness center, and welcomes pets for a fee, with daily cleaning and valet parking available.

No reviews

3-story, Dog-friendly Home Near Beaches With Home Theatre, Grill & Gaming Tables

B&B, Highland Beach

This dog-friendly B&B is located in Annapolis, a 9-minute walk from Bay Ridge Beach and 4.4 miles from Annapolis Harbor.
This 8000 square foot, 6-bedroom inn accommodates up to 29 guests and features a home theatre, gaming tables, a grill, and a fireplace.

Browse Waterfront Bed and Breakfasts in Annapolis, MD

Soak up the refreshing maritime atmosphere at these seaside bed and breakfasts in Annapolis, MD, located short distances from popular shoreside attractions.

8.0 7 reviews

Private N/s 2 Double Bed & Bath

B&B, Arnold

This Arnold bed and breakfast is conveniently located off Route 50, a short drive from the Bay Bridge and Annapolis Downtown, offering easy access to the area's attractions.
The private one-bedroom suite features a private entrance and bathroom, a microwave and fridge, free Wi-Fi, and on-site parking, perfect for a couple seeking a comfortable and convenient stay.

Best Annapolis, MD bed and breakfasts with breakfast included

8.2 270 reviews

Inn On Main Annapolis

B&B, Annapolis

The Inn on Main Annapolis is located just a short walk from the bustling Annapolis Harbor, with easy access to the city's vibrant waterfront attractions, restaurants, and shops. Guests consistently rate the inn highly for its cleanliness, location, and overall experience. The inn offers a variety of comfortable rooms, each with a private bathroom, ensuring privacy and convenience. Amenities include a restaurant, bar, terrace, and garden, allowing guests to enjoy a relaxing stay with a range of options for dining, relaxation, and exploration.

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?
You have to see the United States Naval Academy, which is always impressive. The State House is another must-see, and you can get a great view of the city from the top of the dome. If you have time, a walk around the historic district will give you a glimpse of Annapolis's colonial past.
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 historic district is the most popular area for bed and breakfasts, as it's close to the main attractions. You can also find some charming options in the Eastport neighborhood, which is known for its waterfront views and quaint shops.
What are the best bed and breakfasts with a pool in Annapolis, MD?
Cape Cod Charm Close To Usna & Annapolis - Room 2, Cape Cod Charm Close To Usna & Annapolis - Room 1 and La Posada De Jorge are the best B&Bs with a pool in Annapolis, MD.
What dining options are recommended for solo travelers staying at bed and breakfasts in Annapolis, MD?
For solo travelers, I recommend trying out The Chart House on the harbor for a nice dinner. It's known for its seafood and beautiful views. For a more casual bite, try the Annapolis Market House, which has a variety of restaurants and shops.
What are the best bed and breakfasts with a jacuzzi in Annapolis, MD?
The best B&Bs with a jacuzzi in Annapolis, MD are Cape Cod Charm Close To Usna & Annapolis - Room 2, Cape Cod Charm Close To Usna & Annapolis - Room 1 and Annapolis Room - 3 Miles From Naval Academy.
What are the best cultural activities and events in and around Annapolis, MD?
Annapolis is home to the Maryland State Arts Council and hosts many cultural events throughout the year. Check out the Annapolis Symphony Orchestra or visit the Annapolis Maritime Museum. The city also has a vibrant arts scene, with galleries and studios scattered throughout the historic district.
What are the best bed and breakfasts for families and kids in Annapolis, MD?
The best B&Bs for families and kids in Annapolis, MD are Detached Bedroom - Private Entrance - En-suite Bath, Front Room - Private Room In Annapolis and Calico Cottage Guest House.
Which hiking trails are recommended for exploring in and around Annapolis, MD?
If you're looking for a scenic hike, try the Quiet Waters Park trails. It's a beautiful park with over 340 acres of woods and waterfront. For a shorter hike, check out the trails at the Annapolis City Dock.
What are the best pet friendly bed and breakfasts in Annapolis, MD?
The best pet friendly B&Bs in Annapolis, MD are Cozy Private Room In Annapolis Home, Lovely Private Master Bedroom and Inn On Main Annapolis.
What amenities are commonly offered in bed and breakfasts in Annapolis, MD?
Most bed and breakfasts in Annapolis offer a continental breakfast, free Wi-Fi, and parking. Some also have amenities like swimming pools, hot tubs, and fireplaces.
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

9.9 82 reviews

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

B&B, Annapolis

This family-friendly B&B in the heart of Annapolis offers a non-smoking environment and an excellent location just steps away from People's Brewer Hill Cemetery, Helen Avalynne Tawes Garden, and Maryland Hall for Creative Arts. With excellent user, location, and cleanliness ratings, this B&B is a top choice for travelers.
The B&B features a spacious layout with 1000 square feet of floor area, 2 bedrooms, 1 bathroom, and a guest capacity of 7. Guests can enjoy amenities such as a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a terrace/balcony, a garden, a fitness center, parking, and barbecue grills.

No reviews

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

B&B, Annapolis

This dog-friendly bed and breakfast in Annapolis is located 1.7 miles from Annapolis Harbor and 25 miles from Baltimore's Inner Harbor.
This accommodation offers 2 bedrooms, 3 bathrooms, sleeps up to 19 guests, and features a full kitchen, air conditioning, a garden with a playground, a deck, a firepit, and in-unit laundry.

No reviews

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

B&B, Annapolis

This dog-friendly, riverfront bed and breakfast in Annapolis is located 1.1 miles from Annapolis Harbor and 26 miles from Baltimore's Inner Harbor, offering direct water access from its private dock.
This 4170 square foot guesthouse accommodates up to 11 guests in 3 bedrooms and 4 bathrooms, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, a terrace, a balcony, and a garden with a grill.

10 11 reviews

Private Annapolis Suite | Dogs Welcome + Parking

B&B, Arnold

Tide and Timber Retreat, a dog-friendly guesthouse in Arnold, Maryland, is conveniently located 5 miles from the Navy-Marine Corps Memorial Stadium and 6 miles from downtown Annapolis.
This private basement apartment sleeps four, features a full kitchen with dishwasher, in-unit laundry, a dedicated parking spot, access to a shared yard with a children's play area and firepit, and offers flexible check-in/check-out times.

Neighborhoods and points of interest in Annapolis, MD

Compare Bed and Breakfasts with a Pool in Annapolis, MD

On-site pool access at your B&B in Annapolis, MD provides a refreshing swim to complement your day by the water.

9.9 208 reviews

Captains Quarters Oasis Near Annapolis, Sleeps 4

B&B, Arnold

This Arnold, Maryland guest suite is located four miles from Annapolis and five miles from Sandy Point State Park, offering easy access to historic sites and outdoor recreation.
The fully furnished, pet-friendly suite features a king-size bed, en-suite bathroom, keyless entry, and access to a shared pool, hot tub (seasonal), firepit, patio, and grill; it comfortably accommodates four guests.

Traveler-Approved Bed and Breakfasts with Parking in Annapolis, MD

Parking is effortless, as every B&B near the water in Annapolis, MD includes free on-site spaces for your coastal vacation.

10 53 reviews

Pristine, Private Apt - Walk To Town/stadium

B&B, Annapolis

No reviews

Historic Downtown Townhome With Brick Courtyard, Sunroom & Parking

B&B, Annapolis

No reviews

Annapolis Home 5 Miles From Downtown Annapolis

B&B, Annapolis

10 36 reviews

Restful Guest Suite, Scent-free, Step-free

B&B, Annapolis

Guest-Favorite B&bs with Jacuzzi in Annapolis, MD

Coming home to a private hot tub after the beach changes everything. These B&Bs in Annapolis, MD are designed for total relaxation.

10 4 reviews

The Harness Creek Retreat

B&B, Annapolis

Browse B&bs with a Terrace in Annapolis, MD

Every B&B in Annapolis, MD on this list includes a balcony, perfect for taking in the scenery.

No reviews

This Thoughtfully Styled Home Overlooks The Bay And Is Perfect For Your Annapolis Escape

B&B, Annapolis

Best Annapolis, MD bed and breakfasts with air conditioning

No reviews

Maryland Inn Suite At Historic Inns Of Annapolis

B&B, Annapolis

No reviews

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

B&B, Highland Beach

No reviews

Historic Harbor Stay: Near Usna & Main Street Shop

B&B, Annapolis

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88 Bed and Breakfast and Inn in Annapolis, MD

Robert Johnson Townhouse | 0.1mi From State House

Just A Half-mile From Chesapeake Bay & Beaches

Independent Access Garage Apartment, Near Downtown

Coastal Comfort Retreat Near Annapolis, Ev Charger

Adventure Annapolis

Waterfront Home With Scenic Porches, Yard, Grill, Jetted Tub, Central Ac, & Wd

Charming Detached Studio W/ Easy Walk To Downtown.

Gorgeous & Bright Retreat With Patio, Firepit, Wd, & Stunning Rooftop Views

Annapolis Light House #2

Charming Living Room In Beautiful Annapolis With Ac Discount Long Stay

Historic Inn Stay | Steps From Maryland State

3-story, Dog-friendly Home Near Beaches With Home Theatre, Grill & Gaming Tables

Private N/s 2 Double Bed & Bath

Inn On Main Annapolis

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

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

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

Private Annapolis Suite | Dogs Welcome + Parking

Captains Quarters Oasis Near Annapolis, Sleeps 4

Pristine, Private Apt - Walk To Town/stadium

Historic Downtown Townhome With Brick Courtyard, Sunroom & Parking

Annapolis Home 5 Miles From Downtown Annapolis

Restful Guest Suite, Scent-free, Step-free

The Harness Creek Retreat

This Thoughtfully Styled Home Overlooks The Bay And Is Perfect For Your Annapolis Escape

Maryland Inn Suite At Historic Inns Of Annapolis

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

Historic Harbor Stay: Near Usna & Main Street Shop