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Compare 1 B&B in Annapolis with updated reviews, rates, and availability.

Old Caledonian Bed and Breakfast
Outdoor spa tub
Old Caledonian Bed and Breakfast
4.0 star property
9.8 out of 10, Exceptional, 30 reviews
"This is a beautiful property, and the hosts (Jon and Penny) are wonderful. Jon is a chef who prepares really tasty vegan meals. Highly recommended for a weekend getaway!"
Old Caledonian Bed and Breakfast
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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.

Other property types in Annapolis

Annapolis B&B information

Number of reviews
11
Accommodation
1 B&B
Lowest Price
Highest Price

Frequently asked questions

Searching for B&Bs in Annapolis?
Whether you’re traveling with your family and want a friendly place to stay, or you’re traveling solo and hoping to meet fellow tourists, B&Bs can be a great choice for many travelers. If your ideal vacation to Annapolis includes spending lots of time outside, Taum Sauk Mountain State Park and Mark Twain National Forest are good spots to enjoy the scenery.
Are you thinking about B&Bs over traditional hotel rooms?
Every B&B has its own unique feel. Whether it’s a comfy common area with a fireplace or a beautiful dining room, the little details are what make bed and breakfasts the perfect escape.
What are the top B&Bs in Annapolis?
Check out this B&B in the surrounding area: Plain & Fancy Bed & Breakfast: 4 rooms. 16.6 mi (26.7 km) from the downtown core. Enjoy the free full breakfast and unique décor.
What's the best time of year to book my B&B in Annapolis?
When you’re planning your stay in Annapolis, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 76°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?
When you want to spend some time in the great outdoors, Taum Sauk Mountain State Park and Mark Twain National Forest are some notable spots. You might put K Bridge Recreation Area and Walnut Hollow Lake on your list if you want to see more of the area.

Recent reviews of Annapolis hotels
Expedia verified reviews

Shepherd Mountain Inn

Shepherd Mountain Inn

5/5 Excellent
"Room was very clean. A little smaller than I expected but was everything we needed. Staff friendly and helpful. Breakfast was ok didn’t like sausage but my partner did so just me. Potatoes were a little tough but we didn’t get to breakfast until later when served. Over all great experience!"
A verified traveler stayed at Shepherd Mountain Inn
Posted 2 days ago
Shepherd Mountain Inn