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
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 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, (97 reviews)
"Great location. Beautiful room and exemplary service. "
United States
Nathan
The price is AED 835
AED 951 total
includes taxes & fees
18 Oct - 19 Oct
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 AED 661
AED 754 total
includes taxes & fees
18 Oct - 19 Oct
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 AED 661
AED 1,269 total
includes taxes & fees
3 Nov - 4 Nov
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 AED 1,891
AED 2,155 total
includes taxes & fees
30 Oct - 31 Oct
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 AED 589
AED 653 total
includes taxes & fees
1 Nov - 2 Nov
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 AED 654
AED 739 total
includes taxes & fees
16 Oct - 17 Oct
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 AED 1,285
AED 1,465 total
includes taxes & fees
1 Nov - 2 Nov
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 AED 711
AED 782 total
includes taxes & fees
2 Nov - 3 Nov
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.

9. 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 AED 918
AED 1,010 total
includes taxes & fees
2 Nov - 3 Nov
Parsonage Inn
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

10. 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 AED 1,616
AED 1,778 total
includes taxes & fees
18 Oct - 19 Oct
The Oaks Waterfront
A garden with pink flowers and a red building in the background.

11. 1840s Carrollton Inn

1840s Carrollton Inn
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,003 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 AED 981
AED 1,153 total
includes taxes & fees
2 Nov - 3 Nov
1840s Carrollton Inn
A kitchen with wooden cabinets, a stainless steel refrigerator, and a granite countertop.

12. 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 AED 316
AED 722 total
includes taxes & fees
15 Oct - 16 Oct
Charming 2-bedroom in serene Capitol Heights near Washington DC
Front of property

13. 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 AED 609
AED 716 total
includes taxes & fees
8 Nov - 9 Nov
Rachael's Inner Harbor Boutique Inn
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 traveler
The price is AED 2,000
AED 4,539 total
includes taxes & fees
15 Oct - 16 Oct
Spacious Luxury 8BR Family Retreat Near DC - Perfect for Groups & Families
A spacious living room with a high arched window, a white sofa, a glass coffee table, and a large plant.

15. 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 AED 1,296
AED 3,054 total
includes taxes & fees
15 Oct - 16 Oct
Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway
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

10/10 Excellent
"Great location."
Jennifer 1-night trip
Posted 2 hours ago
Historic Inns of Annapolis

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.