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 Sep - 6 Sep
In one month
18 Sep - 20 Sep
In two months
16 Oct - 18 Oct

Our top choices for Annapolis bed & breakfast

A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

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 ฿7,118
฿8,114 total
includes taxes & fees
24 Aug - 25 Aug
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 ฿5,881
฿6,704 total
includes taxes & fees
24 Aug - 25 Aug
Laurel Grove Inn on the South
A boat deck with a white bench and a view of a calm lake and distant trees.

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 ฿8,858
฿11,467 total
includes taxes & fees
16 Sept - 17 Sept
Inn at Huntingfield Creek
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

4. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (77 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 ฿6,910
฿7,601 total
includes taxes & fees
24 Aug - 25 Aug
George Brooks House B&B
A hot tub in a grassy area with a building in the background.

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 ฿12,958
฿14,772 total
includes taxes & fees
26 Aug - 27 Aug
The Inn at Tacaro Estate
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

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 ฿14,378
฿15,816 total
includes taxes & fees
1 Sept - 2 Sept
The Oaks Waterfront
A garden with pink flowers and a red building in the background.

7. 1840s Carrollton Inn

1840s Carrollton Inn
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,008 reviews)
"The staff were all amazing and the breakfast was incredible!"
United States
Heather
The price is ฿5,258
฿6,178 total
includes taxes & fees
6 Sept - 7 Sept
1840s Carrollton Inn

8. Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn
3.0 star property
Ridgely's Delight
8.6 out of 10, Excellent, (14 reviews)
"We had a great stay! Lovely place! Amazing location to the ballpark and anything Inner Harbor!"
United States
Michelle
The price is ฿7,031
฿8,261 total
includes taxes & fees
21 Sept - 22 Sept
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

The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"This was my first time staying at the property despite watching the hotel being built and living in Annapolis for 25+ years. The staff were polite and professional. Coffee and Oatmeal for breakfast before leaving to go sailboat racing was satisfactory."
maurice 1-night trip
Posted 2 hours ago
The Westin Annapolis

Find out more about Annapolis

Annapolis B&B information

Number of reviews
1,745
Accommodation
3 B&B
Lowest Price
฿6,178
Highest Price
฿15,816

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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