Get a free $75 gift card with a $250+ purchase

Annapolis Bed and Breakfasts

Sort by:

Inn of the Month: The Columbia Inn at Peralynna Manor

Columbia, MD

Elegant Elopement Weddings- 1299 and up
Diamond Collection!!!! Best of Columbia!

from $110

4.6 (470)
Accepts:

Check Dates

Inn of the Month

The Columbia Inn at Peralynna Manor

The Columbia Inn at Peralynna Manor

from $110

Columbia, MD

4.6 (470)

Visit Website »

Check Dates

Embassy Circle Guesthouse

Washington,

Elegant Downtown B&B in former Embassy. Fabulous Happy Hour included. #1 on Trip Advisor!

from $180

4.7 (104)
Accepts:

Check Dates

Embassy Circle Guesthouse

Embassy Circle Guesthouse

from $180

Washington,

4.7 (104)

Visit Website »

Check Dates

1840s Carrollton Inn

Baltimore, MD

Where pure luxury meets timeless elegance.

from $150

4.7 (126)
Accepts:

Visit Website

1840s Carrollton Inn

1840s Carrollton Inn

from $150

Baltimore, MD

4.7 (126)

Visit Website

Academy Bed and Breakfast

Annapolis, MD

In the heart of downtown Annapolis, moments from City Dock, dining and the Naval Academy

from $165

5 (1)

Visit Website

Academy Bed and Breakfast

Academy Bed and Breakfast

from $165

Annapolis, MD

5 (1)

Visit Website

The Annapolis Inn

Annapolis, MD

Elegance extraordinaire for the perfect getaway, vacation or business trip! Experience incomparab...

from $259

4.6 (1)
Accepts:

Visit Website

The Annapolis Inn

The Annapolis Inn

from $259

Annapolis, MD

4.6 (1)

Visit Website

Scotlaur Inn

Annapolis, MD

The Scotlaur Inn is an Old-fashioned Delight, set in the heart of historic Annapolis. The Scotla...

from $85

4.0 (29)
Accepts:

Check Dates

Scotlaur Inn

Scotlaur Inn

from $85

Annapolis, MD

4.0 (29)

Visit Website »

Check Dates

Annapolitan Bed & Breakfast

Annapolis, MD

Quaint, colonial architecture, unsurpassed hospitality and unforgettable experiences await...

from $79

4.8 (61)
Accepts:

Check Dates

Sandaway Waterfront Lodging

Oxford, MD

Rated #1 by TripAdvisor - Private Beach, Breakfast Delivered, WiFi All Rooms

from $169

4.4 (79)
Accepts:

Check Dates

Annapolis Royal Folly

Annapolis, MD

Within the heart of Historic Annapolis stands a timeless treasure: the Annapolis Royal Folly B&B...

from $195

4.9 (4)
Accepts:

Visit Website

Annapolis Royal Folly

Annapolis Royal Folly

from $195

Annapolis, MD

4.9 (4)

Visit Website

Reynolds Tavern

Annapolis, MD

Set in the heart of the Historic District of Annapolis, Reynolds Tavern offers the unique opportu...

from $220

5 (1)
Accepts:

Visit Website

Reynolds Tavern

Reynolds Tavern

from $220

Annapolis, MD

5 (1)

Visit Website

Get a free $75 gift card with a $250+ purchase

Gibson's Lodgings Bed & Breakfast

Annapolis, MD

Location! Location! Location! Gibson's couldn't be any closer to the Dock & USNA! FREE PARKING

from $129

4.2 (30)
Accepts:

Visit Website

Gibson's Lodgings Bed & Breakfast

Gibson's Lodgings Bed & Breakfast

from $129

Annapolis, MD

4.2 (30)

Visit Website

Chez Amis B&B Inn

Annapolis, MD

Come share a day, weekend or week with us and enjoy the state capitol of Maryland and all it has ...

from $170

5.0 (5)

Visit Website

Chez Amis B&B Inn

Chez Amis B&B Inn

from $170

Annapolis, MD

5.0 (5)

Visit Website

Flag House Inn

Annapolis, MD

The perfect location with on-site parking, king or twin beds, private baths, comfortable seating,...

from $160

4.8 (68)

Visit Website

Flag House Inn

Flag House Inn

from $160

Annapolis, MD

4.8 (68)

Visit Website

Black Walnut Point Bed & Breakfast Inn

Tilghman, MD

If you want to get away from people, this is the place - just 2 hours from DC or Baltimore.

from $120

4.6 (97)

Visit Website

Black Walnut Point Bed & Breakfast Inn

Black Walnut Point Bed & Breakfast Inn

from $120

Tilghman, MD

4.6 (97)

Visit Website

Randall House B&B

Annapolis, MD

from $155

Visit Website

Randall House B&B

Randall House B&B

from $155

Annapolis, MD

Visit Website

from $100

4.8 (11)

Visit Website

Meadow Gardens Bed and Breakfast

Meadow Gardens Bed and Breakfast

from $100

Annapolis, MD

4.8 (11)

Visit Website

from $125

4.5 (128)
Accepts:

Check Dates

Schooner Woodwind

Annapolis, MD

from $245

Visit Website

Schooner Woodwind

Schooner Woodwind

from $245

Annapolis, MD

Visit Website

Great Oak Manor

Chestertown, MD

from $159

4.5 (84)
Accepts:

Visit Website

Great Oak Manor

Great Oak Manor

from $159

Chestertown, MD

4.5 (84)

Visit Website

from $150

4.6 (6)
Accepts:

Visit Website

Georgian House Bed and Breakfast

Georgian House Bed and Breakfast

from $150

Annapolis, MD

4.6 (6)

Visit Website

No results were found.

Your search was a little too specific.We suggest reducing the filters or searching for a different city.

Sponsored Links

Best Price Guarantee

We offer the Best Price Guarantee! Learn more

Recent reviews

Laurel Grove Inn on the South River

$125 - $175

4.5 (128)

"We our second time back, we enjoy ourselves tremeandously. The room we took (John Bar..."

Read more...


Flag House Inn

$160 - $300

4.8 (68)

"Very convenient location and lovely rooms. The owners are knowledgeable about the are..."

Read more...


Flag House Inn

$160 - $300

4.8 (68)

"My husband and I stay at the Flag House Inn for 3 nights for our anniversary. It is e..."

Read more...


View More Reviews

Annapolis B&B reviews

Overall rating:

The Annapolis B&B review score is based on feedback from travelers from around the world. See property page for full, detailed reviews by real travelers.

Top