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

Search B&B in Annapolis

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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

1. Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (97 reviews)
"Great spot with easy walking downtown or to the Academy. Very nice sitting rooms downstairs with fresh pastries for breakfast. "
United States
Tyler
The price is P13,802
P15,735 total
includes taxes & fees
Aug 16 - Aug 17
Flag House Inn

2. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
Annapolis
9.2 out of 10, Wonderful, (530 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is P10,934
P12,465 total
includes taxes & fees
Aug 13 - Aug 14
Laurel Grove Inn on the South

3. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (71 reviews)
"A beautiful place to spend a few days relaxing and enjoying nature. The owners are friendly, welcoming, and take excellent care of the property."
United States
Myrna
The price is P11,053
P12,269 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Huntingfield Creek

4. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (76 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
United States
Erin
The price is P12,848
P14,133 total
includes taxes & fees
Aug 13 - Aug 14
George Brooks House B&B

5. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (18 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is P20,685
P23,581 total
includes taxes & fees
Aug 18 - Aug 19
The Inn at Tacaro Estate

6. Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn
3.0 star property
Ridgely's Delight
8.8 out of 10, Excellent, (12 reviews)
"We had a great stay! Lovely place! Amazing location to the ballpark and anything Inner Harbor!"
United States
Michelle
The price is P12,693
P14,914 total
includes taxes & fees
Aug 14 - Aug 15
Rachael's Inner Harbor Boutique Inn

7. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (44 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is P26,735
P29,408 total
includes taxes & fees
Aug 27 - Aug 28
The Oaks Waterfront

8. 1840s Carrollton Inn

1840s Carrollton Inn
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,004 reviews)
"The staff were all amazing and the breakfast was incredible!"
United States
Heather
The price is P9,802
P11,518 total
includes taxes & fees
Aug 23 - Aug 24
1840s Carrollton Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Annapolis Hotel Reviews

Find out more about Annapolis

Annapolis B&B information

Number of reviews
733
Accommodation
3 B&B
Lowest Price
P11,518
Highest Price
P29,408

Frequently asked questions

Searching for B&Bs in Annapolis?
If you want to find an accommodation with fewer rooms than a hotel and an intimate environment, a B&B might be a great fit for your vacation 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 a good option for your stay?
Every B&B has a unique charm. Whether it's a comfy common area with a fireplace or a sunlit breakfast nook to enjoy your morning cup of coffee, the little details are what make bed and breakfasts a home away from home.
What are the best B&Bs in Annapolis?
You might consider checking out these B&Bs in Annapolis: Flag House Inn: 5 rooms. Enjoy the unique décor and fireplace in the lobby. Inn at Horn Point: 3 rooms. Enjoy the massage services and private yard.
When should I book my B&B in Annapolis?
When you're dreaming of a stay in Annapolis, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Annapolis is 52 inches.
What is there to do in Annapolis?
Travelers who want to experience Annapolis should check out its major shopping area and interesting historical sites. If you're looking to find something to do during your travels, you might consider checking out Maryland Hall for Creative Arts and Annapolis Maritime Museum. You might 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?
You can map out your trip in and around Annapolis ahead of time with these transportation options. Fly into Fort Meade, MD (FME-Tipton), which is located 16.2 mi (26.1 km) from the city center. You can also search for flights into Baltimore Washington Intl. Airport (BWI), which is 16.8 mi (27 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia