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

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Our top choices for Annapolis bed & breakfast

Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (94 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 NT$7,031
NT$8,015 total
includes taxes & fees
Jul 22 - Jul 23
Flag House Inn

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (67 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 NT$5,823
NT$6,463 total
includes taxes & fees
Jul 22 - Jul 23
Inn at Huntingfield Creek

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (17 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is NT$10,989
NT$12,527 total
includes taxes & fees
Jul 29 - Jul 30
The Inn at Tacaro Estate

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 NT$6,826
NT$7,508 total
includes taxes & fees
Jul 22 - Jul 23
George Brooks House B&B

1840s Carrollton Inn

1840s Carrollton Inn
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,002 reviews)
"The staff were all amazing and the breakfast was incredible!"
United States
Heather
The price is NT$5,312
NT$6,241 total
includes taxes & fees
Aug 2 - Aug 3
1840s Carrollton Inn

Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn
3.0 star property
Ridgely's Delight
9.2 out of 10, Wonderful, (9 reviews)
The price is NT$6,945
NT$8,160 total
includes taxes & fees
Aug 19 - Aug 20
Rachael's Inner Harbor Boutique Inn

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (42 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is NT$14,203
NT$15,623 total
includes taxes & fees
Jul 26 - Jul 27
The Oaks Waterfront
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.
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Top Annapolis Hotel Reviews

Find out more about Annapolis

Annapolis B&B information

Number of reviews
1,265
Accommodation
3 B&B
Lowest Price
NT$6,241
Highest Price
NT$15,623

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, Sandy Point Beach and Sparrows 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.

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