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

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Our top choices for Annapolis bed & breakfast

1. Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (95 reviews)
"Great spot with easy walking downtown or to the Academy. Very nice sitting rooms downstairs with fresh pastries for breakfast. "
United States
Tyler
$218 nightly
The price is $248
Aug 2 - Aug 3
Total with taxes and fees
Flag House Inn

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
$200 nightly
The price is $223
Aug 2 - Aug 3
Total with taxes and fees
Inn at Huntingfield Creek

3. 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
$378 nightly
The price is $431
Aug 26 - Aug 27
Total with taxes and fees
The Inn at Tacaro Estate

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
$212 nightly
The price is $233
Aug 24 - Aug 25
Total with taxes and fees
George Brooks House B&B

5. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (42 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
$440 nightly
The price is $484
Aug 3 - Aug 4
Total with taxes and fees
The Oaks Waterfront

6. Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn
3.0 star property
Ridgely's Delight
9.2 out of 10, Wonderful, (9 reviews)
"We had a great stay! Lovely place! Amazing location to the ballpark and anything Inner Harbor!"
United States
Michelle
$215 nightly
The price is $253
Aug 13 - Aug 14
Total with taxes and fees
Rachael's Inner Harbor Boutique Inn

7. 1840s Carrollton Inn

1840s Carrollton Inn
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,001 reviews)
"The staff were all amazing and the breakfast was incredible!"
United States
Heather
$163 nightly
The price is $192
Aug 30 - Aug 31
Total with taxes and fees
1840s Carrollton Inn

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.
$740 nightly
The price is $837
Aug 18 - Aug 19
Total with taxes and fees
Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway

9. 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
$914 nightly
The price is $1,033
Aug 9 - Aug 10
Total with taxes and fees
Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families

10. 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.
$174 nightly
The price is $197
Aug 6 - Aug 7
Total with taxes and fees
Charming 2-bedroom in serene Capitol Heights near Washington DC
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

Find out more about Annapolis

Annapolis B&B information

Number of reviews
1,159
Accommodation
4 B&B
Lowest Price
$192
Highest Price
$1,033

Frequently asked questions

What are the most popular Annapolis Bed and Breakfasts?
Flag House Inn is a fantastic choice for travelers seeking a memorable stay in Annapolis, boasting a stellar 9.6 rating. Guests rave about the attentive service and charm that this inn provides, making it an ideal spot for couples looking for a romantic getaway or solo travelers wanting a peaceful retreat. The inclusive setting and tastefully decorated rooms ensure a cozy experience that feels like a home away from home.

For those interested in a great experience, the Inn at Horn Point is another excellent option, also rated 9.6. This property stands out for its proximity to local vineyards, offering private and public winery tours that make for delightful excursions. Families will enjoy the spacious rooms and the chance to explore Annapolis together, while couples can appreciate the serene setting and indulge in wine tasting experiences. The friendly hostess, Josalyn, is known for going above and beyond to ensure an unforgettable stay for all guests.
What is the nightly rate for a B&B in Annapolis?
Prices for B&Bs in Annapolis often vary, but you can find a great deal from $192 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Annapolis B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
Do any Annapolis B&Bs allow dogs?
Flag House Inn is a delightful choice for travelers with furry companions in Annapolis. This charming property not only welcomes service animals but also provides a warm, friendly space that feels like home. Guests can enjoy a complimentary breakfast featuring local delights, great for fueling up before a day of exploration.
Are there any romantic Bed & Breakfasts in Annapolis for couples?
For a romantic getaway in Annapolis, the Inn at Horn Point is an exquisite choice. This charming bed and breakfast offers a warm atmosphere superb for couples, featuring amenities that enhance your intimate experience. Guests can indulge in couples dining, enjoy the serene terrace, or relax on the balcony overlooking the picturesque yard.
When is the best time to book a Bed and Breakfast in Annapolis?
The best time to book a B&B in Annapolis is during the late spring to early summer months, particularly from May through July. This vibrant period showcases the capital's charm, as the weather warms up and outdoor activities come to life. Visitors can enjoy sailing on the Chesapeake Bay, exploring historic sites, and indulging in the local seafood scene, all set against a backdrop of beautiful waterfront views.

In June, you can expect pleasant temperatures ranging from the mid-60s to the low 80s Fahrenheit, making it an ideal time for leisurely strolls through the quaint streets and scenic parks. The Annapolis Arts and Crafts Festival and various sailing regattas take place during this time, further enriching the experience for travelers seeking a mix of culture and adventure.

For those who prefer a quieter visit with potential cost savings, October is a wonderful alternative. During this month, the summer crowds have diminished, allowing for a more tranquil exploration of the city's historic charm and fall foliage. The pleasant fall weather, typically in the mid-50s to mid-70s Fahrenheit, is superb for enjoying outdoor dining and scenic waterfront walks without the hustle and bustle.
What is the difference between a Annapolis Bed and Breakfast and a hotel?
Every Annapolis B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Annapolis B&Bs.

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