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Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

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, (172 reviews)
"Classic building, wonderful service, lovely lush garden, excellent breakfast"
United States
Sarah
The price is AED 530
AED 612 total
includes taxes & fees
30 Sep - 1 Oct
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 AED 426
AED 501 total
includes taxes & fees
5 Oct - 6 Oct
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, (1,001 reviews)
"A gem in Charm City. Friendly helpful staff, Great breakfast. Wonderful hotel."
United States
Jordan
The price is AED 622
AED 731 total
includes taxes & fees
30 Sep - 1 Oct
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, (573 reviews)
"A wonderful two nights at the Vandiver Inn! Beds were very comfortable, our room was spacious and the breakfast was outstanding!! I look forward to returning!!"
United States
Mary
The price is AED 642
AED 719 total
includes taxes & fees
30 Sep - 1 Oct
Vandiver Inn
A room with a white door, a wooden coat rack with robes, a lamp, and a bottle on a side table.

5. Historic 1825 Chesapeake Farm Stay

Historic 1825 Chesapeake Farm Stay
2.0 star property
St. Leonard
10.0 out of 10, Exceptional, (3 reviews)
"Holly and Jay were friendly hosts. The farmhouse was clean and comfortable. The breakfast was very yummy. We only stayed one night, but next time we will definitely spend more time there. If you are down near calvert cliffs/flag ponds, the farmhouse was only about 10 minutes to flag ponds."
United States
Theresa
The price is AED 432
AED 480 total
includes taxes & fees
20 Oct - 21 Oct
Historic 1825 Chesapeake Farm Stay
Front of property

6. Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn
3.0 star property
Ridgely's Delight
8.8 out of 10, Excellent, (16 reviews)
"Great location. Quiet despite its proximity to the ballpark. Wonderful staff who were helpful in confirming bookings and providing instructions."
United States
Taiyo
The price is AED 584
AED 687 total
includes taxes & fees
30 Sep - 1 Oct
Rachael's Inner Harbor Boutique Inn
A kitchen area with a black oven, a microwave, and a black shelf with dishes and a basket.

7. Welcoming 1-bedroom bed & breakfast in charming Baltimore neighborhood

Welcoming 1-bedroom bed & breakfast in charming Baltimore neighborhood
Charles North
The price is AED 410
AED 961 total
includes taxes & fees
30 Sep - 1 Oct
Welcoming 1-bedroom bed & breakfast in charming Baltimore neighborhood
Land view from property

8. 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 AED 661
AED 754 total
includes taxes & fees
4 Oct - 5 Oct
Laurel Grove Inn on the South
A courtyard with wicker furniture, a fire pit, and brick flooring.

9. Serenité King Studio+Sleeper Sofa | Near JHU & DT

Serenité King Studio+Sleeper Sofa | Near JHU & DT
Old Goucher
The price is AED 799
AED 1,325 total
includes taxes & fees
30 Sep - 1 Oct
Serenité King Studio+Sleeper Sofa | Near JHU & DT
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

10. 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 AED 800
AED 912 total
includes taxes & fees
30 Sep - 1 Oct
Flag House Inn
A wooden double door with glass panels, a porch with a railing, and a view of the outdoors.

11. 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, (35 reviews)
"Nice"
United States
Heinz J.
The price is AED 1,175
AED 1,304 total
includes taxes & fees
1 Oct - 2 Oct
Swanendele Inn at St. Mary's Maryland
A hot tub in a grassy area with a building in the background.

12. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (19 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is AED 1,457
AED 1,661 total
includes taxes & fees
4 Oct - 5 Oct
The Inn at Tacaro Estate
A residential street with parked cars, a sidewalk, and a tree.

13. Charming Living room in beautiful Annapolis with AC discount long stay

Charming Living room in beautiful Annapolis with AC discount long stay
Historic District
The price is AED 683
AED 1,218 total
includes taxes & fees
27 Oct - 28 Oct
Charming Living room in beautiful Annapolis with AC discount long stay
A neatly made bed with a headboard, two bedside lamps, a framed picture, and a decorative lamp on a bedside table.

14. Sunday Morning at Savannahs

Sunday Morning at Savannahs
4.0 star property
New Windsor
10.0 out of 10, Exceptional, (1 review)
"Perfect getaway!"
United States
Anthony
The price is AED 499
AED 582 total
includes taxes & fees
11 Oct - 12 Oct
Sunday Morning at Savannahs
A residential house with a sign indicating a Bed & Breakfast.

15. Red Lion Bed & Breakfast

Red Lion Bed & Breakfast
2.5 star property
Red Lion
9.4 out of 10, Exceptional, (217 reviews)
"Very friendly. Great room. Pretty property. Very conveniently located, delicious breakfast."
United States
Joseph
The price is AED 362
AED 402 total
includes taxes & fees
30 Sep - 1 Oct
Red Lion Bed & Breakfast
A snow-covered porch with a sign for 'Inn at the Canal' and a Christmas tree.

16. Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast
3.5 star property
Chesapeake City
8.6 out of 10, Excellent, (512 reviews)
"Ed was very welcoming and the location is amazing."
United States
Jennifer
The price is AED 637
AED 676 total
includes taxes & fees
30 Sep - 1 Oct
Inn At The Canal Bed & Breakfast
A boat deck with a white bench and a view of a calm lake and distant trees.

17. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (73 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
The price is AED 663
AED 736 total
includes taxes & fees
4 Oct - 5 Oct
Inn at Huntingfield Creek
A white house with a porch, a garden with daisies, and a black planter.

18. 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)
"Fantastic staff, food, and atmosphere. "
United States
Shane
The price is AED 817
AED 923 total
includes taxes & fees
30 Sep - 1 Oct
Inn at Mary's Land Farm
A bar area with wooden counter, hanging pendant lights, and a view of the street outside.

19. Strasburg Village Inn

Strasburg Village Inn
3.0 star property
Strasburg
8.4 out of 10, Very good, (552 reviews)
"A discount coupon was provided for breakfast at a restaurant down the street The room I stayed in had good air conditioning, a comfortable bed and a large television"
United States
Mark
The price is AED 520
AED 578 total
includes taxes & fees
30 Sep - 1 Oct
Strasburg Village Inn
A house with a stone chimney, a covered porch, and a well-maintained garden with various plants and flowers.

20. 2-bedroom bed & breakfast in tranquil Quarryville-authentic Amish country

2-bedroom bed & breakfast in tranquil Quarryville-authentic Amish country
Quarryville
The price is AED 420
AED 727 total
includes taxes & fees
30 Sep - 1 Oct
2-bedroom bed & breakfast in tranquil Quarryville-authentic Amish country
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
"Staff friendly, clean room. The Bar and Restaurant was enjoyable."
michael 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Hotel Annapolis

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