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Check prices for these dates

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, (99 reviews)
"Charming and picturesque house steps from all of the best things about Annapolis."
United States
Thomas
The price is RM882
RM1,006 total
includes taxes & fees
8 Nov - 9 Nov
Flag House Inn

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 RM729
RM831 total
includes taxes & fees
11 Nov - 12 Nov
Laurel Grove Inn on the South

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 RM3,824
RM4,359 total
includes taxes & fees
7 Nov - 8 Nov
Inn at Horn Point

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 RM567
RM630 total
includes taxes & fees
16 Nov - 17 Nov
Inn at Huntingfield Creek

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 RM1,417
RM1,615 total
includes taxes & fees
8 Nov - 9 Nov
The Inn at Tacaro Estate

6. Carib Comfort B and B

Carib Comfort B and B
3.0 star property
Upper Marlboro
The price is RM820
RM927 total
includes taxes & fees
7 Nov - 8 Nov
Carib Comfort B and B

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 RM725
RM798 total
includes taxes & fees
9 Nov - 10 Nov
George Brooks House B&B

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 RM871
RM958 total
includes taxes & fees
8 Nov - 9 Nov
Parsonage Inn

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 RM1,782
RM1,960 total
includes taxes & fees
20 Nov - 21 Nov
The Oaks Waterfront

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 RM1,075
RM1,264 total
includes taxes & fees
9 Nov - 10 Nov
Oaks Inn Baltimore at 1840s Plaza

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 RM679
RM798 total
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.

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.

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