Annapolis B&B: Best Bed and Breakfast 2026

Q: What are the best B&Bs in Annapolis?

Take a look at these B&Bs in Annapolis: Flag House Inn : 5 rooms. Enjoy the unique decor and fireplace in reception. Laurel Grove Inn on the South : 5 rooms. Enjoy the snack bar/deli and arcade/games room.

A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Annapolis bed & breakfast

A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

1. Flag House Inn

Historic District

Thomas

includes taxes & fees

27 Oct - 28 Oct

2. Laurel Grove Inn on the South

Annapolis

Ruth

includes taxes & fees

6 Nov - 7 Nov

Two wooden chairs facing a calm body of water at sunset.

3. Inn at Horn Point

Eastport

JOHN

includes taxes & fees

30 Oct - 31 Oct

A residential street with parked cars, a sidewalk, and a tree.

4. Charming Living room in beautiful Annapolis with AC discount long stay

Historic District

"Place was a bedroom inside the owners townhouse. It is a shared living area. It was messy with stuff thrown around everywhere. It was dirty and musty. Strong unbearable odor. The bedroom for rent was in disarray, stuff on the bed and floors. Owner said previous occupants had left their luggage but there were things all over. Laptop and computer table on the bed, bed in disarray, clothes on the floor. Very dirty space, not suitable for rental. Owner said I didn't have to stay if I...

Lee

includes taxes & fees

27 Oct - 28 Oct

A boat deck with a white bench and a view of a calm lake and distant trees.

5. Inn at Huntingfield Creek

Rock Hall

Christine

includes taxes & fees

16 Nov - 17 Nov

A hot tub in a grassy area with a building in the background.

6. The Inn at Tacaro Estate

Tracys Landing

kristine

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with seating, a table, and a blue umbrella.

7. Carib Comfort B and B

Upper Marlboro

includes taxes & fees

28 Oct - 29 Oct

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

8. George Brooks House B&B

St. Michaels

Erin

includes taxes & fees

27 Oct - 28 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Annapolis Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"A great place to stay for a visit to USNA. It has a great vibe and is very convenient."

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"Hotel convenietly located to USNA stadium and lots of good restaurants. Bed was comfortable - blackout curtains were awesome. A/C very loud. Sitting room furniture was awful - plastic and uncomfortable. Room definitely felt dated. Breakfast was very good. Staff was efficient but not so friendly."

Best Western Annapolis

8/10 Good

"The room and lobby were incredibly clean. The staff was pleasant and helpful. Overall pleased with the stay. Only downside was that the flush lever of the toilet would get stuck on the lid of the tank. And the chain to the flapper valve likely needs to be shortened. Once I adjusted the lever and tank lid the problem was corrected."

Find out more about Annapolis

Annapolis B&B information

Number of reviews	1,958
Accommodation	4 B&B
Lowest Price	€139
Highest Price	€1,122

Frequently asked questions

Searching for B&Bs in Annapolis?

If you'd like to find some accommodation with fewer rooms than a hotel and an intimate environment, a bed and breakfast might be just the right fit for your holiday to Annapolis. If you'd like to spend some time by the water during your time in Annapolis, Bay Ridge Beach and Sandy Point Beach are worth a stop.

How do you know if a B&B is the best choice for your stay?

Every B&B has its own unique feel — whether it's a cosy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts a home away from home.

What are the best B&Bs in Annapolis?

Take a look at these B&Bs in Annapolis: Flag House Inn: 5 rooms. Enjoy the unique decor and fireplace in reception. Laurel Grove Inn on the South: 5 rooms. Enjoy the snack bar/deli and arcade/games room.

When is the best time to book my B&B in Annapolis?

When you're dreaming of a getaway to Annapolis, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Annapolis is 1318 mm.

What is there to do in Annapolis?

Travellers who want to experience Annapolis should visit its major shopping area and interesting historical sites. If you're looking to find something to do during your travels, you might consider visiting Maryland Hall for Creative Arts and Annapolis Maritime Museum. You should put Maryland State House and William Paca House on your list if you want to see more of the area.

How can I get to and around Annapolis?

Mapping out your trip in and around Annapolis is easy with these transportation options. Fly into Fort Meade, MD (FME-Tipton), which is located 16.2 mi (26.1 km) away from the city centre. Otherwise, look for flights into Baltimore Washington International Airport (BWI), which is 16.8 mi (27 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates