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
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec

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 5.871.334 ₫
6.693.336 ₫ total
includes taxes & fees
1 Nov - 2 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
9.2 out of 10, Wonderful, (534 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is 4.652.280 ₫
5.303.599 ₫ total
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 10.469.181 ₫
11.934.649 ₫ total
includes taxes & fees
29 Oct - 30 Oct
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
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 9.039.957 ₫
10.305.551 ₫ total
includes taxes & fees
1 Nov - 2 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 5.233.815 ₫
5.914.340 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Carib Comfort B and B
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 4.629.019 ₫
5.091.921 ₫ total
includes taxes & fees
28 Oct - 29 Oct
George Brooks House B&B
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

8. 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 6.460.250 ₫
7.106.275 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Parsonage Inn
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 11.372.624 ₫
12.509.886 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Oaks Waterfront
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 7.607.590 ₫
8.938.918 ₫ total
includes taxes & fees
9 Nov - 10 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
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 4.814.178 ₫
5.656.659 ₫ total
includes taxes & fees
28 Oct - 29 Oct
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Excellent staff & service!"
Michele 2-night trip
Posted 3 hours ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Annapolis

Annapolis B&B information

Number of reviews
1,955
Accommodation
3 B&B
Lowest Price
5.091.921 ₫
Highest Price
12.509.886 ₫

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.
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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