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
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept
In one month
18 Sept - 20 Sept
In two months
16 Oct - 18 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, (97 reviews)
"Great location. Beautiful room and exemplary service. "
United States
Nathan
The price is Rp3.883.968
Rp4.427.692 total
includes taxes & fees
18 Aug - 19 Aug
Flag House Inn
Land view from property

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 Rp3.208.860
Rp3.658.100 total
includes taxes & fees
20 Aug - 21 Aug
Laurel Grove Inn on the South
Lake

3. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (72 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 Rp3.216.526
Rp3.570.392 total
includes taxes & fees
19 Aug - 20 Aug
Inn at Huntingfield Creek
Exterior

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 Rp3.770.411
Rp4.147.452 total
includes taxes & fees
20 Aug - 21 Aug
George Brooks House B&B
Seasonal outdoor pool, pool umbrellas, pool loungers

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 Rp7.070.723
Rp8.060.624 total
includes taxes & fees
18 Aug - 19 Aug
The Inn at Tacaro Estate
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

6. 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 Rp7.845.663
Rp8.630.229 total
includes taxes & fees
18 Aug - 19 Aug
The Oaks Waterfront
Outdoor wedding area

7. 1840s Carrollton Inn

1840s Carrollton Inn
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,005 reviews)
"The staff were all amazing and the breakfast was incredible!"
United States
Heather
The price is Rp2.869.077
Rp3.371.264 total
includes taxes & fees
6 Sept - 7 Sept
1840s Carrollton Inn
Front of property

8. 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 Rp3.779.323
Rp4.440.705 total
includes taxes & fees
18 Aug - 19 Aug
Rachael's Inner Harbor Boutique 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.
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Top Annapolis Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"Rooms are clean but smaller side for what they are charging due to building being older. Great location. Restaurants and bars on site are one of best spots to hang out so didn’t have to go far, they had 3rd fooor rooftop lounge and new restaurant on first floor. Another New Mexican restaurant on first floor also- all on the water with beautiful views. "
Joshua 1-night trip
Posted 2 hours ago
Annapolis Waterfront Hotel, Autograph Collection

Find out more about Annapolis

Annapolis B&B information

Number of reviews
734
Accommodation
3 B&B
Lowest Price
Rp3.371.264
Highest Price
Rp8.630.229

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, Bay Ridge Beach and Sandy Point 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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