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
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

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, (101 reviews)
"Charming and picturesque house steps from all of the best things about Annapolis."
United States
Thomas
The price is ₩291,253
₩332,026 total
includes taxes & fees
Nov 16 - Nov 17
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, (537 reviews)
"I stayed here with my daughter the night before a lacrosse tournament at the Naval Academy. Beautiful property, excellent host. I will definitely stay here again! Thank you!"
United States
Michael
The price is ₩240,628
₩274,316 total
includes taxes & fees
Nov 22 - Nov 23
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, (74 reviews)
"The offsite property was perfect for my husband and I to enjoy the town and walk everywhere! Dinner at Waterman’s was a 12 minute walk, and drinks at the brewery was less then a minute walk."
United States
Kat
The price is ₩187,302
₩207,916 total
includes taxes & fees
Nov 16 - Nov 17
Inn at Huntingfield Creek
A hot tub in a grassy area with a building in the background.

4. 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 ₩467,660
₩533,132 total
includes taxes & fees
Nov 16 - Nov 17
The Inn at Tacaro Estate
An outdoor patio with seating, a table, and a blue umbrella.

5. Carib Comfort B and B

Carib Comfort B and B
3.0 star property
Upper Marlboro
The price is ₩270,706
₩305,904 total
includes taxes & fees
Nov 16 - Nov 17
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.

6. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (139 reviews)
"The staff were great. The breakfast was delicious and the location is perfect for walking into town."
United States
Susan
The price is ₩334,205
₩367,626 total
includes taxes & fees
Nov 16 - Nov 17
Parsonage Inn
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

7. 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 ₩239,424
₩263,366 total
includes taxes & fees
Nov 16 - Nov 17
George Brooks House B&B
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

8. 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 ₩588,334
₩647,167 total
includes taxes & fees
Nov 16 - Nov 17
The Oaks Waterfront
Front of property

9. 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 ₩216,565
₩254,464 total
includes taxes & fees
Nov 17 - Nov 18
Rachael's Inner Harbor Boutique Inn
A garden with pink flowers and a red building in the background.

10. Oaks Inn Baltimore at 1840s Plaza

Oaks Inn Baltimore at 1840s Plaza
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,001 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 ₩301,800
₩354,631 total
includes taxes & fees
Nov 25 - Nov 26
Oaks Inn Baltimore at 1840s Plaza
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
"Great location but a very busy hotel with events and Navy events. Enjoyed our stay"
Kerry 1-night trip
Posted 4 hours ago
The Westin Annapolis

Find out more about Annapolis

Annapolis B&B information

Number of reviews
838
Accommodation
3 B&B
Lowest Price
₩207,916
Highest Price
₩647,167

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?
You might consider checking out these B&Bs in Annapolis: Flag House Inn: 5 rooms. Enjoy the unique décor and fireplace in the lobby. Laurel Grove Inn on the South: 5 rooms. Enjoy the deli and arcade game room.
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.

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