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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

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, (99 reviews)
"Charming and picturesque house steps from all of the best things about Annapolis."
United States
Thomas
The price is S$332
includes taxes & fees
8 Nov - 9 Nov
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
9.4 out of 10, Exceptional, (535 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is S$263
includes taxes & fees
11 Nov - 12 Nov
Laurel Grove Inn on the South
Two wooden chairs facing a calm body of water at sunset.

3. Inn at Horn Point

Inn at Horn Point
3.0 star property
Eastport
9.2 out of 10, Wonderful, (25 reviews)
"Very comfortable"
United Kingdom
JOHN
The price is S$488
includes taxes & fees
5 Nov - 6 Nov
Inn at Horn Point
A boat deck with a white bench and a view of a calm lake and distant trees.

4. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
The price is S$199
includes taxes & fees
16 Nov - 17 Nov
Inn at Huntingfield Creek
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, (20 reviews)
"The owners are very friendly and accommodating. Relaxing getaway"
United States
kristine
The price is S$465
includes taxes & fees
5 Nov - 6 Nov
The Inn at Tacaro Estate
An outdoor patio with seating, a table, and a blue umbrella.

6. Carib Comfort B and B

Carib Comfort B and B
3.0 star property
Upper Marlboro
The price is S$281
includes taxes & fees
8 Nov - 9 Nov
Carib Comfort B and B
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

7. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (138 reviews)
"Nice place"
United States
Paul
The price is S$296
includes taxes & fees
5 Nov - 6 Nov
Parsonage Inn
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

8. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (78 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 S$252
includes taxes & fees
5 Nov - 6 Nov
George Brooks House B&B
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

9. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
United States
William
The price is S$620
includes taxes & fees
8 Nov - 9 Nov
The Oaks Waterfront
A two-story brick building with white trim, a covered porch with two rocking chairs, and a sign indicating a restaurant.

10. Oaks Inn Baltimore at 1840s Plaza

Oaks Inn Baltimore at 1840s Plaza
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,002 reviews)
"Charming bed and breakfast with an extremely helpful staff. Good breakfast, convenient to walk to the pier and Little Italy."
United States
Amy
The price is S$327
includes taxes & fees
5 Nov - 6 Nov
Oaks Inn Baltimore at 1840s Plaza
Front of property

11. Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn
3.0 star property
Ridgely's Delight
9.0 out of 10, Wonderful, (18 reviews)
"Very convinient and clean place to stay."
Canada
Ling
The price is S$252
includes taxes & fees
8 Nov - 9 Nov
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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Annapolis and related destinations

Cobblestone streets wind past the Naval Academy where midshipmen march in crisp white uniforms during ceremonial parades. Sail the Chesapeake Bay in the morning, then explore historic homes and seafood spots along the charming waterfront district.

See all hotels in Annapolis
A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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. Laurel Grove Inn on the South: 5 rooms. Enjoy the snack bar/deli and arcade/games room.

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.