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
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

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 location. Beautiful room and exemplary service. "
United States
Nathan
The price is CA $333
CA $379 total
includes taxes & fees
Oct 18 - Oct 19
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, (531 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is CA $257
CA $293 total
includes taxes & fees
Oct 15 - Oct 16
Laurel Grove Inn on the South
A residential street with parked cars, a sidewalk, and a tree.

3. Charming Living room in beautiful Annapolis with AC discount long stay

Charming Living room in beautiful Annapolis with AC discount long stay
Historic District
The price is CA $259
CA $496 total
includes taxes & fees
Oct 26 - Oct 27
Charming Living room in beautiful Annapolis with AC discount long stay
Two wooden chairs facing a calm body of water at sunset.

4. 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 CA $768
CA $875 total
includes taxes & fees
Oct 30 - Oct 31
Inn at Horn Point
A boat deck with a white bench and a view of a calm lake and distant trees.

5. 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 CA $229
CA $254 total
includes taxes & fees
Nov 1 - Nov 2
Inn at Huntingfield Creek
A room with a wooden desk, a chair, a fire extinguisher, a map on the wall, and a welcome mat.

6. Carib Comfort B and B

Carib Comfort B and B
3.0 star property
Upper Marlboro
The price is CA $248
CA $280 total
includes taxes & fees
Nov 11 - Nov 12
Carib Comfort B and B
A hot tub in a grassy area with a building in the background.

7. 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 CA $484
CA $552 total
includes taxes & fees
Nov 11 - Nov 12
The Inn at Tacaro Estate
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 CA $276
CA $303 total
includes taxes & fees
Nov 2 - Nov 3
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, (44 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is CA $627
CA $690 total
includes taxes & fees
Oct 12 - Oct 13
The Oaks Waterfront
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

10. 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 CA $356
CA $392 total
includes taxes & fees
Nov 2 - Nov 3
Parsonage Inn
A kitchen with a bar area, wooden stools, a television, and a painting.

11. 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, (16 reviews)
"Great location. Quiet despite its proximity to the ballpark. Wonderful staff who were helpful in confirming bookings and providing instructions."
United States
Taiyo
The price is CA $244
CA $287 total
includes taxes & fees
Oct 12 - Oct 13
Rachael's Inner Harbor Boutique Inn
A garden with pink flowers and a red building in the background.

12. 1840s Carrollton Inn

1840s Carrollton Inn
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,001 reviews)
"A gem in Charm City. Friendly helpful staff, Great breakfast. Wonderful hotel."
United States
Jordan
The price is CA $343
CA $425 total
includes taxes & fees
Oct 29 - Oct 30
1840s Carrollton Inn
A spacious living room with a high arched window, a white sofa, a glass coffee table, and a large plant.

13. 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.
The price is CA $546
CA $1,257 total
includes taxes & fees
Oct 12 - Oct 13
Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway
A staircase with a white and gold design, a living room with a grey sofa, and a decorative console table.

14. Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families

Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families
Glenn Dale
6.4 out of 10, (6 reviews)
"Easy to find, easy to get in, spacious "
United States
Anonymous traveller
The price is CA $553
CA $1,496 total
includes taxes & fees
Oct 16 - Oct 17
Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families
A kitchen with wooden cabinets, a stainless steel refrigerator, and a granite countertop.

15. 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, (2 reviews)
"Budget friendly accommodations. Near train to DC attractions. Walkable neighborhood. Recommend a bit more essentials like body wash and shampoo."
United States
kenneth v.
The price is CA $123
CA $280 total
includes taxes & fees
Oct 15 - Oct 16
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

Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Room was very small and had a musty odor"
Daniel 1-night trip
Posted less than an hour ago
Historic Inns of Annapolis

Find out more about Annapolis

Annapolis B&B information

Number of reviews
857
Accommodation
3 B&B
Lowest Price
CA $254
Highest Price
CA $1,496

Frequently asked questions

What are the most popular Annapolis B&Bs?
Flag House Inn is a fantastic choice for travellers 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 travellers 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 Bed & Breakfast in Annapolis?
Prices for B&Bs in Annapolis often vary, but you can find a great deal from CA $254 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 travellers 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 B&Bs 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.
What is the difference between a Annapolis B&B 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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