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Check prices for these dates

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12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
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2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

B&B in Annapolis

Front of property
Flag House Inn

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (81)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is SAR 716
SAR 816 total
includes taxes & fees
7 Dec - 8 Dec
Flag House Inn
Lake
Inn at Huntingfield Creek

Inn at Huntingfield Creek

3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (56)
"We stayed one night for our Anniversary, and the stay was so peaceful. The grounds are beautiful, the staff so nice, and the main house is amazing. We definitely plan on making this an annual thing!"
United States
Aaron
Inn at Huntingfield Creek
Exterior
George Brooks House B&B

George Brooks House B&B

3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is SAR 638
SAR 702 total
includes taxes & fees
1 Jan - 2 January 2026
George Brooks House B&B
Fridge, microwave, oven, stovetop
Modern 1BR Near DC – Quiet Comfort, Fast Commute

Modern 1BR Near DC – Quiet Comfort, Fast Commute

District Heights
10.0 out of 10, Exceptional, (4)
"I thoroughly enjoyed my stay. Poo"
United States
Dawn C.
The price is SAR 356
SAR 657 total
includes taxes & fees
3 Dec - 4 Dec
Modern 1BR Near DC – Quiet Comfort, Fast Commute
Interior
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)
"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.
The price is SAR 323
SAR 738 total
includes taxes & fees
3 Dec - 4 Dec
Charming 2-bedroom in serene Capitol Heights near Washington DC
Porch
Parsonage Inn

Parsonage Inn

3.5 star property
St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is SAR 750
SAR 825 total
includes taxes & fees
1 Jan - 2 January 2026
Parsonage Inn
Front of property
The Oaks Waterfront

The Oaks Waterfront

4.0 star property
Easton
10.0 out of 10, Exceptional, (41)
"Loved the Oaks! Fabulous accommodations and excellent staff"
United States
Barbara
The price is SAR 1,550
SAR 1,705 total
includes taxes & fees
7 Dec - 8 Dec
The Oaks Waterfront
Full-size fridge, blender, toaster oven, waffle maker
Legacy Villa

Legacy Villa

4.0 star property
Upper Marlboro
The price is SAR 1,062
SAR 1,201 total
includes taxes & fees
10 Dec - 11 Dec
Legacy Villa
Horseback riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

5.0 star property
Tracys Landing
9.2 out of 10, Wonderful, (10)
"Amazing, warm, gracious setting. Can’t wait to return "
United States
Andrea
The Inn at Tacaro Estate
Declaration Suite (101) | Courtyard
1840s Carrollton Inn

1840s Carrollton Inn

4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1002)
"Excellent place to stay! Convenient, easy self free parking. Very pleasant staff"
United States
Nancy
The price is SAR 542
SAR 637 total
includes taxes & fees
3 Dec - 4 Dec
1840s Carrollton 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

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

10/10 Excellent
"Very nice stay"
Michael 1-night trip
Posted 19 hours ago
Hilton Garden Inn 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 local cuisine breakfast and unique décor. Inn at Horn Point: 3 rooms. Enjoy the massage services and private yard.
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 Annapolis Maritime Museum and Maryland Renaissance Festival. You might put Thurgood Marshall Memorial and Maryland State 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.

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