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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, (93 reviews)
"The room was over the garage. You couldn’t stand up in half the room as the ceiling was too low. Multiple tripping areas walking into and out of the space. No heat in bathroom. You have to walk to the front of house to enter for coffee in the morning. They have the nerve to charge you to park at the house. "
United States
Richard
The price is AED 685
AED 781 total
includes taxes & fees
20 Apr - 21 Apr
Flag House Inn

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (70 reviews)
"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "
United States
Charles
The price is AED 624
AED 687 total
includes taxes & fees
13 Apr - 14 Apr
George Brooks House B&B

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (133 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is AED 657
AED 723 total
includes taxes & fees
13 Apr - 14 Apr
Parsonage Inn

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (62 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is AED 515
AED 571 total
includes taxes & fees
13 Apr - 14 Apr
Inn at Huntingfield Creek

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (13 reviews)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The price is AED 947
AED 1,079 total
includes taxes & fees
20 Apr - 21 Apr
The Inn at Tacaro Estate

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is AED 1,617
AED 1,778 total
includes taxes & fees
13 Apr - 14 Apr
The Oaks Waterfront

Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn
3.0 star property
Ridgely's Delight
10.0 out of 10, Exceptional, (2 reviews)
"Amazing service , amenities, spot free rooms "
United States
Sylvester
The price is AED 888
AED 1,044 total
includes taxes & fees
13 Apr - 14 Apr
Rachael's Inner Harbor Boutique Inn

1840s Carrollton Inn

1840s Carrollton Inn
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,007 reviews)
"Staff were wonderful!"
United States
Ryan
The price is AED 636
AED 748 total
includes taxes & fees
13 Apr - 14 Apr
1840s Carrollton Inn

Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway

Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway
Glenn Dale
The price is AED 800
AED 2,394 total
includes taxes & fees
13 Apr - 14 Apr
Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway

Charming 2-bedroom in serene Capitol Heights near Washington DC

Charming 2-bedroom in serene Capitol Heights near Washington DC
Seat Pleasant
8.0 out of 10, Very Good, (1 review)
"Pictures and description were accurate. Owner very nice, but procedures could have been more forthcoming. Beds, pillows and towels were excellent. Window AC was below average in sweltering heat and not the best. Nice seating and tables, just small. When there was an issue, owner was on top of it. Overall positive stay. 2 BR cheaper than 2 hotel rooms. "
United States
Michael L.
The price is AED 316
AED 722 total
includes taxes & fees
15 Apr - 16 Apr
Charming 2-bedroom in serene Capitol Heights near Washington DC

Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families

Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families
Glenn Dale
8.0 out of 10, Very Good, (2 reviews)
"Easy to find, easy to get in, spacious "
United States
Anonymous traveler
The price is AED 1,289
AED 3,884 total
includes taxes & fees
14 Apr - 15 Apr
Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families
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

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?
Below is a B&B that Expedia travelers enjoy in Annapolis: Flag House Inn: 5 rooms. Enjoy the unique décor and fireplace in the lobby.
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.