You'll love this. We promise.

from $129

4.2 (34)

The Annapolis Inn

Annapolis, MD

Pamper your special someone with comfort, luxury, elegance, excellent service, and convenience.

from $259

Annapolis, MD

4.6 (1)

Accepts:

from $259

4.6 (1)

Laurel Grove Inn on the South River

Annapolis, MD

Laurel Grove Inn is an 8,400 sqft. home located on 3 acres overlooking the South River in Annapolis.

from $155

Annapolis, MD

4.6 (232)

Accepts:

from $155

4.6 (232)

Embassy Circle Guest House

Washington, (28 miles from Annapolis)

Bed&Breakfast.com Diamond Collection

🌼Spring Vacation Packages! Elegant B&B steps to Dupont Circle with Full Breakfast 🍳

from $240

Washington, (28 miles from Annapolis)

4.7 (114)

Accepts:

from $240

4.7 (114)

Swann House, Historic Dupont Circle Inn

Washington, (27 miles from Annapolis)

Bed&Breakfast.com Diamond Collection

Fodor’s Choice! Frommer's "Best Bet"! Forbes "10 best"! Swann House welcomes you to Washington,...

from $169

Washington, (27 miles from Annapolis)

4.3 (15)

Accepts:

from $169

4.3 (15)

The Wayside Inn Bed & Breakfast

Ellicott City, MD (24 miles from Annapolis)

Bed&Breakfast.com Diamond Collection

Hundreds of past guests agree: "This is the best Bed and Breakfast we have ever stayed in!"

from $159

Ellicott City, MD (24 miles from Annapolis)

4.7 (334)

Accepts:

from $159

4.7 (334)

Sandaway Suites & Beach

Oxford, MD (27 miles from Annapolis)

Bed&Breakfast.com Diamond Collection

Rated #1 TripAdvisor - Private Beach, Breakfast Delivered, Specializing in Adults Only Getaways

from $199

Oxford, MD (27 miles from Annapolis)

4.4 (91)

Accepts:

from $199

4.4 (91)

The Columbia Inn at Peralynna Manor

Columbia, MD (26 miles from Annapolis)

Bed&Breakfast.com Diamond Collection

Over 800 collective reviews! - 5 Star/Diamond Collection since 2010- 5 Stars...410-715-4600

from $106

Columbia, MD (26 miles from Annapolis)

4.6 (508)

Accepts:

from $106

4.6 (508)

Brampton Bed and Breakfast Inn

Chestertown, MD (28 miles from Annapolis)

Bed&Breakfast.com Diamond Collection

A romantic oasis you won't want to leave, just outside Chestertown, MD!

from $195

Chestertown, MD (28 miles from Annapolis)

4.9 (40)

Accepts:

from $195

4.9 (40)

Inn at Huntingfield Creek

Rock Hall, MD (18 miles from Annapolis)

Bed&Breakfast.com Diamond Collection

*Welcome to Inn at Huntingfield Creek. This elegant 70 acre farm estate is a charming setting for...

from $175

Rock Hall, MD (18 miles from Annapolis)

4.6 (136)

Accepts:

from $175

4.6 (136)

Great Oak Manor

Chestertown, MD (27 miles from Annapolis)

Bed&Breakfast.com Diamond Collection

Georgian Manor with 13 guest rooms, 12-acre waterfront estate directly on the Chesapeake Bay.

from $159

Chestertown, MD (27 miles from Annapolis)

4.5 (97)

Accepts:

from $159

4.5 (97)

Eastern Market Suites

Washington, (25 miles from Annapolis)

1890s Historic Victorian at Eastern Market on Capitol Hill in Washington, DC, 100 steps to subway

from $150

Washington, (25 miles from Annapolis)

4.8 (6)

from $150

4.8 (6)

Kalorama Guest House

Washington, (28 miles from Annapolis)

Near Woodley Park Metro, Wardman park Marriott, omnishoreham.

from $79

Washington, (28 miles from Annapolis)

4.4 (48)

from $79

4.4 (48)

Cherry Blossom Inn

Largo, MD (26 miles from Annapolis)

Modern Inn in the heart of DC with an onsite Art Gallery

from $175

Largo, MD (26 miles from Annapolis)

from $175

Inn at 2920

Baltimore, MD (21 miles from Annapolis)

A Distinctively Contemporary Experience - Downtown Baltimore's Boutique B&B!

from $140

Baltimore, MD (21 miles from Annapolis)

4.7 (272)

Accepts:

from $140

4.7 (272)

Lazyjack Inn on Dogwood Harbor

Tilghman, MD (20 miles from Annapolis)

From 1800's ceiling beams to complimentary DSL wireless access

from $170

Tilghman, MD (20 miles from Annapolis)

4.7 (158)

Accepts:

from $170

4.7 (158)

Inn at Osprey Point

Rock Hall, MD (18 miles from Annapolis)

At Osprey Point Inn, Restaurant and Marina, you'll experience the perfect fusion of luxurious acc...

from $125

Rock Hall, MD (18 miles from Annapolis)

4.5 (135)

Accepts:

from $125

4.5 (135)

BlancNoir Bed & Breakfast

Baltimore, MD (22 miles from Annapolis)

Modern, chic Bed and Breakfast in the middle of Baltimore's Little Italy

from $199

Baltimore, MD (22 miles from Annapolis)

from $199

Miles River Guest House

Easton, MD (25 miles from Annapolis)

Miles River Guest house is an elegant private guest house 100 feet from the magnificent Miles River

from $250

Easton, MD (25 miles from Annapolis)

4.6 (46)

from $250

4.6 (46)

Inn at Haven Harbour

Rock Hall, MD (19 miles from Annapolis)

Conveniently located in Rock Hall, Inn at Haven Harbour consists of 4 buildings and 20 guest rooms

from $105

Rock Hall, MD (19 miles from Annapolis)

4.6 (156)

from $105

4.6 (156)

Meadow Gardens Bed and Breakfast

Annapolis, MD

With a stay at Meadow Gardens Bed and Breakfast in Annapolis, you'll be within a 15-minute drive ...

Annapolis, MD

Flag House Inn

Annapolis, MD

With a stay at Flag House Inn in Annapolis, you'll be a 3-minute walk from William Paca House and...

Annapolis, MD

Ivy Mansion at Dupont Circle

Washington, (27 miles from Annapolis)

With a stay at Ivy Mansion at Dupont Circle, you'll be centrally located in Washington, within a ...

Washington, (27 miles from Annapolis)

Found Places Capitol Hill Bed & Breakfast

Washington, (25 miles from Annapolis)

With a stay at Found Places Capitol Hill Bed & Breakfast, you'll be centrally located in Washingt...

from $94

Washington, (25 miles from Annapolis)

from $94

Swann House Historic Dupont Circle Inn

Washington, (27 miles from Annapolis)

With a stay at Swann House Historic Dupont Circle Inn, you'll be centrally located in Washington,...

from $154

Washington, (27 miles from Annapolis)

from $154

The Georgetown House

Washington, (28 miles from Annapolis)

Located in Washington (Georgetown), The Georgetown House is within a 10-minute drive of George Wa...

from $199

Washington, (28 miles from Annapolis)

from $199

Birdhouse Bed and Breakfast

Washington, (26 miles from Annapolis)

Located in Washington (Northwest), Birdhouse Bed and Breakfast is within a 15-minute walk of Afri...

Washington, (26 miles from Annapolis)

Asante Sana Inn

Washington, (26 miles from Annapolis)

With a stay at Asante Sana Inn in Washington (Columbia Heights), you'll be within a 10-minute dri...

from $84

Washington, (26 miles from Annapolis)

from $84

Tabard Inn

Washington, (27 miles from Annapolis)

With a stay at Tabard Inn in Washington (Dupont Circle), you'll be within a 10-minute drive of Wh...

from $112

Washington, (27 miles from Annapolis)

from $112

Woodley Park Guest House

Washington, (28 miles from Annapolis)

A stay at Woodley Park Guest House places you in the heart of Washington, a 2-minute drive from E...

Washington, (28 miles from Annapolis)

Malolo Bed and Breakfast

Washington, (22 miles from Annapolis)

With a stay at Malolo Bed and Breakfast in Washington, you'll be within a 15-minute drive of Robe...

from $195

Washington, (22 miles from Annapolis)

from $195

American Guest House

Washington, (27 miles from Annapolis)

With a stay at American Guest House, you'll be centrally located in Washington, within a 10-minut...

from $249

Washington, (27 miles from Annapolis)

from $249

Carriage Guest House

Silver Spring, MD (24 miles from Annapolis)

With a stay at Carriage Guest House, you'll be centrally located in Silver Spring, within a 15-mi...

Silver Spring, MD (24 miles from Annapolis)

Eden Park Guest House

Takoma Park, MD (25 miles from Annapolis)

With a stay at Eden Park Guest House in Takoma Park, you'll be within a 15-minute drive of Montgo...

from $81

Takoma Park, MD (25 miles from Annapolis)

from $81

The Wayside Inn Bed & Breakfast

Ellicott City, MD (24 miles from Annapolis)

When you stay at The Wayside Inn Bed & Breakfast in Ellicott City, you'll be near the airport and...

from $220

Ellicott City, MD (24 miles from Annapolis)

from $220

Wilson House Bed & Breakfast

Baltimore, MD (24 miles from Annapolis)

Located in Baltimore (Downtown Baltimore), Wilson House Bed & Breakfast is within a 10-minute dri...

from $70

Baltimore, MD (24 miles from Annapolis)

from $70

Houseboat Scorpius by SleepAfloat

Baltimore, MD (21 miles from Annapolis)

With a stay at this houseboat in Baltimore (Fells Point), you'll be within a 15-minute drive of N...

from $174

Baltimore, MD (21 miles from Annapolis)

from $174

Rachael's Dowry Bed and Breakfast

Baltimore, MD (22 miles from Annapolis)

Located in Baltimore (Downtown Baltimore), Rachael's Dowry Bed and Breakfast is within a 15-minut...

from $189

Baltimore, MD (22 miles from Annapolis)

from $189

Scarborough Fair B&B

Baltimore, MD (21 miles from Annapolis)

A stay at Scarborough Fair B&B places you in the heart of Baltimore, within a 15-minute walk of A...

from $249

Baltimore, MD (21 miles from Annapolis)

from $249

1840s Carrollton Inn

Baltimore, MD (22 miles from Annapolis)

With a stay at 1840s Carrollton Inn in Baltimore (Downtown Baltimore), you'll be a 3-minute drive...

from $93

Baltimore, MD (22 miles from Annapolis)

from $93

Miles River Guest House

Easton, MD (25 miles from Annapolis)

Located in Easton, Miles River Guest House is on a river, within a 10-minute drive of Historical ...

from $243

Easton, MD (25 miles from Annapolis)

from $243

The Oaks Waterfront Inn

Easton, MD (24 miles from Annapolis)

Located in Easton, The Oaks Waterfront Inn is on the waterfront, within a 10-minute drive of St. ...

from $160

Easton, MD (24 miles from Annapolis)

from $160

Bartlett Pear Inn

Easton, MD (28 miles from Annapolis)

With a stay at Bartlett Pear Inn in Easton, you'll be just steps from Avalon Theatre and Academy ...

from $160

Easton, MD (28 miles from Annapolis)

from $160

Inn at 202 Dover

Easton, MD (28 miles from Annapolis)

With a stay at Inn at 202 Dover in Easton, you'll be within a 5-minute walk of Avalon Theatre and...

from $289

Easton, MD (28 miles from Annapolis)

from $289

Hummingbird Inn

Easton, MD (28 miles from Annapolis)

When you stay at Hummingbird Inn in Easton, you'll be in the historical district, within a 10-min...

from $189

Easton, MD (28 miles from Annapolis)

from $189

John L Stam House

Chestertown, MD (29 miles from Annapolis)

When you stay at John L Stam House in Chestertown, you'll be 11 minutes by foot from Washington C...

from $190

Chestertown, MD (29 miles from Annapolis)

from $190

Inn at Mitchell House

Chestertown, MD (23 miles from Annapolis)

With a stay at Inn at Mitchell House in Chestertown, you'll be near the beach, and 11 mi (17.7 km...

from $140

Chestertown, MD (23 miles from Annapolis)

from $140

The Oxford Inn

Oxford, MD (27 miles from Annapolis)

Located in Oxford, The Oxford Inn is on a river, within a 15-minute drive of Oxford Museum and Th...

Oxford, MD (27 miles from Annapolis)

George Brooks House B&B

St Michaels, MD (20 miles from Annapolis)

Located in St. Michaels, George Brooks House B&B is within a 5-minute drive of St. Michaels Winer...

from $130

St Michaels, MD (20 miles from Annapolis)

from $130

Parsonage Inn

St Michaels, MD (20 miles from Annapolis)

Located in St. Michaels, Parsonage Inn is within a 15-minute walk of Chesapeake Bay Maritime Muse...

St Michaels, MD (20 miles from Annapolis)

Old Brick Inn

St Michaels, MD (21 miles from Annapolis)

With a stay at Old Brick Inn in St. Michaels, you'll be within a 5-minute walk of St. Michaels Mu...

St Michaels, MD (21 miles from Annapolis)

Lowes Wharf Marina Inn

Sherwood, MD (18 miles from Annapolis)

Located in Sherwood, Lowes Wharf Marina Inn is by the ocean, within a 15-minute drive of Tilghman...

from $109

Sherwood, MD (18 miles from Annapolis)

from $109

Black Walnut Point Inn

Tilghman, MD (23 miles from Annapolis)

When you stay at Black Walnut Point Inn in Tilghman, you'll be by the sea and 8 minutes by car fr...

Tilghman, MD (23 miles from Annapolis)

Peaches and Dreams Bed and Breakfast

Cordova, MD (26 miles from Annapolis)

Located in Cordova, Peaches and Dreams Bed and Breakfast is in a rural location, within a 15-minu...

Cordova, MD (26 miles from Annapolis)