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Check prices for these dates

Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept
In one month
25 Sept - 27 Sept
In two months
23 Oct - 25 Oct

Our top choices for Western Shore of Maryland bed & breakfast

A traditional half-timbered house with a brick facade and a wooden balcony, surrounded by lush gardens and a paved walkway.

1. Gramercy Mansion B&B

Gramercy Mansion B&B
4.5 star property
Stevenson
9.8 out of 10, Exceptional, (168 reviews)
"Friendly staff, beautiful landscaping, antique decor"
United States
Mark
The price is S$282
includes taxes & fees
25 Aug - 26 Aug
Gramercy Mansion B&B
A Victorian-style building with a curved facade, a balcony, and a porch.

2. Wilson House Bed & Breakfast

Wilson House Bed & Breakfast
3.0 star property
Reservoir Hill
9.6 out of 10, Exceptional, (146 reviews)
"Great B&B experience!"
United States
Marsha
The price is S$204
includes taxes & fees
25 Aug - 26 Aug
Wilson House Bed & Breakfast
A garden with pink flowers and a red building in the background.

3. 1840s Carrollton Inn

1840s Carrollton Inn
4.5 star property
Jonestown
9.6 out of 10, Exceptional, (1,009 reviews)
"The staff were all amazing and the breakfast was incredible!"
United States
Heather
The price is S$240
includes taxes & fees
10 Sept - 11 Sept
1840s Carrollton Inn
A Victorian-style building with a porch, outdoor seating, and a sign for Vandiver Inn.

4. Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (569 reviews)
"Beautiful and charming. Very nice staff and great breakfast."
United States
Joan
The price is S$228
includes taxes & fees
27 Aug - 28 Aug
Vandiver Inn

5. Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn
3.0 star property
Ridgely's Delight
8.6 out of 10, Excellent, (14 reviews)
"We had a great stay! Lovely place! Amazing location to the ballpark and anything Inner Harbor!"
United States
Michelle
The price is S$299
includes taxes & fees
22 Sept - 23 Sept
Rachael's Inner Harbor Boutique Inn

6. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
Annapolis
9.2 out of 10, Wonderful, (530 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is S$260
includes taxes & fees
8 Sept - 9 Sept
Laurel Grove Inn on the South
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

7. Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (97 reviews)
"Great location. Beautiful room and exemplary service. "
United States
Nathan
The price is S$315
includes taxes & fees
25 Aug - 26 Aug
Flag House Inn
A hot tub in a grassy area with a building in the background.

8. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (18 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is S$574
includes taxes & fees
25 Aug - 26 Aug
The Inn at Tacaro Estate
A wooden double door with glass panels, a porch with a railing, and a view of the outdoors.

9. Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland
5.0 star property
Ridge
9.8 out of 10, Exceptional, (34 reviews)
"A beautiful stay with amazing hosts!"
United States
Vineet
The price is S$451
includes taxes & fees
27 Aug - 28 Aug
Swanendele Inn at St. Mary's Maryland

10. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
10.0 out of 10, Exceptional, (1 review)
"This is a must see for yourself!! The owners have thought of every detail from the over the top welcome amenities to extras like offering beach chairs and towels to go explore the local beach! Breakfast was absolutely delicious! She even prepared a to go breakfast when she found out we had to leave out early one morning! We enjoyed home grown fruits and veggies from her garden daily! If you want to step back in time, but still have the comforts of modern day you have to got to visit this place!...
United States
Jessica
The price is S$167
includes taxes & fees
26 Aug - 27 Aug
Historic 1825 Chesapeake Farm Stay
A residential house with a sign indicating a Bed & Breakfast.

11. Red Lion Bed & Breakfast

Red Lion Bed & Breakfast
2.5 star property
Red Lion
9.4 out of 10, Exceptional, (215 reviews)
"Great place!"
United States
Jeffrey
The price is S$140
includes taxes & fees
7 Sept - 8 Sept
Red Lion Bed & Breakfast
A snow-covered porch with a sign for 'Inn at the Canal' and a Christmas tree.

12. Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast
3.5 star property
Chesapeake City
8.6 out of 10, Excellent, (511 reviews)
"Ed was very welcoming and the location is amazing."
United States
Jennifer
The price is S$231
includes taxes & fees
26 Aug - 27 Aug
Inn At The Canal Bed & Breakfast
A boat deck with a white bench and a view of a calm lake and distant trees.

13. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (72 reviews)
"A beautiful place to spend a few days relaxing and enjoying nature. The owners are friendly, welcoming, and take excellent care of the property."
United States
Myrna
The price is S$254
includes taxes & fees
26 Aug - 27 Aug
Inn at Huntingfield Creek
A white house with a porch, a garden with daisies, and a black planter.

14. Inn at Mary's Land Farm

Inn at Mary's Land Farm
3.0 star property
Clarksville
10.0 out of 10, Exceptional, (27 reviews)
"Everything was perfect!"
United States
Tammy
The price is S$319
includes taxes & fees
25 Aug - 26 Aug
Inn at Mary's Land Farm
A bar area with wooden counter, hanging pendant lights, and a view of the street outside.

15. Strasburg Village Inn

Strasburg Village Inn
3.0 star property
Strasburg
8.4 out of 10, Very good, (547 reviews)
"Very clean room, comfortable bed & great breakfast options. We will definitely stay here again."
United States
Elizabeth
The price is S$154
includes taxes & fees
25 Aug - 26 Aug
Strasburg Village 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 Western Shore of Maryland Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Nice front desk staff"
Charlotte E 1-night trip
Posted less than an hour ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Western Shore of Maryland

Western Shore of Maryland B&B information

Number of reviews
2,332
Accommodation
11 B&B
Lowest Price
S$140
Highest Price
S$574

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