Book Annapolis Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23

B&B in Annapolis

Arcadia Academy
Shared kitchen

Arcadia Academy

3.0 star property
9.8 out of 10, Exceptional, (8)
"We really enjoyed our stay. Great food and the staff was the nicest/ friendliest I have ever had the pleasure of meeting. "
$117 nightly
The price is $127
Oct 28 - Oct 29
Total with taxes and fees
Arcadia Academy
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Annapolis Hotel Reviews

Shepherd Mountain Inn

Shepherd Mountain Inn

10/10 Excellent
"Thank you!"
Elizabeth 2-night trip
Posted 6 days ago
Shepherd Mountain Inn

Find out more about Annapolis

Find out more about Annapolis

Annapolis B&B information

Number of reviews
8
Accommodation
1 B&B
Lowest Price
$127
Highest Price
$127

Frequently asked questions

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 $127 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.
When is the best time to book a B&B in Annapolis?
The best time to book a B&B in Annapolis is during the vibrant summer months, particularly from June to August, when the city comes alive with maritime activities and cultural events. This peak season attracts travelers who wish to immerse themselves in the picturesque surroundings of the Chesapeake Bay, enjoying sailing, kayaking, and the charming waterfront atmosphere.

July stands out as the most popular month to visit, with warm temperatures typically ranging from the mid-70s to the low 90s Fahrenheit. This month offers an array of outdoor festivals, including the renowned Annapolis Arts and Wine Festival, where you can savor local flavors while mingling with fellow visitors and residents alike.

For those seeking a more tranquil experience, consider visiting in March. Though it's on the cusp of the low season, this month often brings mild weather and fewer crowds, allowing for peaceful strolls through the historic district and visits to landmarks like the Maryland State House, all while enjoying the early signs of spring.
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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia