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. Inn at Horn Point : 3 rooms. Enjoy the massage services and private garden.

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Our top choices for Annapolis bed & breakfast

Flag House Inn

Historic District

Nathan

includes taxes & fees

31 May - 1 Jun

Inn at Huntingfield Creek

Rock Hall

Sandra

includes taxes & fees

4 Jun - 5 Jun

Parsonage Inn

Downtown St. Michaels

Katie

includes taxes & fees

1 Jun - 2 Jun

Seasonal outdoor pool, pool umbrellas, pool loungers

The Inn at Tacaro Estate

Tracys Landing

James

includes taxes & fees

31 May - 1 Jun

Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

The Oaks Waterfront

Easton

Jeffrey

includes taxes & fees

31 May - 1 Jun

George Brooks House B&B

St. Michaels

MENBERE

includes taxes & fees

26 Jun - 27 Jun

Rachael's Inner Harbor Boutique Inn

Ridgely's Delight

richard

includes taxes & fees

1 Jun - 2 Jun

1840s Carrollton Inn

Jonestown

Valerio

includes taxes & fees

10 Jun - 11 Jun

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Top Annapolis Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

6/10 Okay

"This property is old and they are working on improving it; however, we paid a premium price for a good brand that was not up to the standards of its name. We will not be staying there again."

Historic Inns of Annapolis

4/10 Poor

"There were numerous communication issues between me and the staff and managers at one point our room got up to 77° and stayed like that for hours because there was no one on staffed correct the issue although we got the historic room fee waved. I don’t believe that the staff truly cared about our experience in the hotel as a whole considering that it was where we were staying to get married. I wrote an email to management at 8:30 AM and it has now been 12 hours and I have yet to get a phone call back nor an email back from anybody at this hotel. I’m extremely disappointed to say the least."

Find out more about Annapolis

Annapolis B&B information

Number of reviews	1,432
Accommodation	3 B&B
Lowest Price	€166
Highest Price	€1,136

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, Carrs Beach and Bay Ridge 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. Inn at Horn Point: 3 rooms. Enjoy the massage services and private garden.

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.

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