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

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Check prices for these dates

Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sep - 6 Sep
In two months
2 Oct - 4 Oct

Our top choices for Annapolis bed & breakfast

Lobby lounge

1. Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (96 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 SAR 818
SAR 933 total
includes taxes & fees
5 Aug - 6 Aug
Flag House Inn
Lake

2. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (69 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 SAR 678
SAR 752 total
includes taxes & fees
5 Aug - 6 Aug
Inn at Huntingfield Creek
Exterior

3. 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 SAR 794
SAR 874 total
includes taxes & fees
5 Aug - 6 Aug
George Brooks House B&B
Seasonal outdoor pool, pool umbrellas, sun loungers

4. 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 SAR 1,279
SAR 1,458 total
includes taxes & fees
27 Aug - 28 Aug
The Inn at Tacaro Estate
Outdoor wedding area

5. 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 SAR 604
SAR 710 total
includes taxes & fees
20 Aug - 21 Aug
1840s Carrollton Inn
Front of property

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, (11 reviews)
"We had a great stay! Lovely place! Amazing location to the ballpark and anything Inner Harbor!"
United States
Michelle
The price is SAR 808
SAR 949 total
includes taxes & fees
12 Aug - 13 Aug
Rachael's Inner Harbor Boutique Inn
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

7. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (43 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is SAR 1,653
SAR 1,818 total
includes taxes & fees
5 Aug - 6 Aug
The Oaks Waterfront
Smart TV

8. 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
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful big house. Two of the light fixtures didn't work but it didn't really affect our experience."
United States
Natalia L.
Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway
Interior

9. 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 SAR 323
SAR 738 total
includes taxes & fees
2 Sep - 3 Sep
Charming 2-bedroom in serene Capitol Heights near Washington DC
Interior

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

Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families
Glenn Dale
5.6 out of 10, (5 reviews)
"Easy to find, easy to get in, spacious "
United States
Anonymous traveler
The price is SAR 1,457
SAR 3,887 total
includes taxes & fees
5 Aug - 6 Aug
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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"I work in Annapolis and stay at the Calvert House on occasion. It is my go to. The property is clean, the staff is helpful. The in room amenities are very good. It is a quiet hotel, so your sleep should be restful. The lobby and hallway have interesting history exhibits from the building's previous life during colonial times. If you are looking for a clean, affordable and quiet hotel, the Calvert House is a wonderful choice for your stay in Annapolis."
Kathryn 1-night trip
Posted 1 hour ago
Historic Inns of Annapolis

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.