Find a Bed and Breakfast in Shady Side from CA $117

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Shady Side B&B

Laurel Grove Inn on the South
Outdoor dining

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (517)
"Beautiful property and lovely hosts."
The price is CA $248
CA $283 total
includes taxes & fees
Aug 6 - Aug 7
Laurel Grove Inn on the South
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is CA $335
CA $369 total
includes taxes & fees
Aug 5 - Aug 6
George Brooks House B&B
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (33)
"Loved the Oaks! Fabulous accommodations and excellent staff"
The price is CA $570
CA $626 total
includes taxes & fees
Aug 10 - Aug 11
The Oaks Waterfront
Flag House Inn
Front of property

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (73)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is CA $192
CA $219 total
includes taxes & fees
Aug 5 - Aug 6
Flag House Inn
The Inn at Tacaro Estate
Horseback riding

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"1940’s estate is maintained to remind you of those times. There was a “Speak-EZ” in the basement they had open Friday and Saturday evenings. My room was spacious and included a balcony. Huge front lawn with a pool and a view to the Bay. "
The price is CA $421
CA $481 total
includes taxes & fees
Aug 10 - Aug 11
The Inn at Tacaro Estate
Legacy Villa
Family Room, 3 Bedrooms, Pool View | Private kitchen

Legacy Villa

4.0 star property
The price is CA $488
CA $551 total
includes taxes & fees
Aug 5 - Aug 6
Legacy Villa
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (129)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is CA $316
CA $347 total
includes taxes & fees
Aug 5 - Aug 6
Parsonage Inn
Inn at Horn Point
Beach nearby

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
The price is CA $474
CA $540 total
includes taxes & fees
Aug 5 - Aug 6
Inn at Horn Point
Black Walnut Point Inn
Outdoor pool

Black Walnut Point Inn

3.5 star property
9.0 out of 10, Wonderful, (56)
"Wife and I stayed 3 days for 41st anniversary. Bob and Tracy are wonderful hosts. "
Black Walnut Point Inn
14 miles to Nat’l Mall - District Heights Retreat
Fridge, microwave, oven, stovetop

14 miles to Nat’l Mall - District Heights Retreat

10.0 out of 10, Exceptional, (3)
"We stayed for a full week and everyone was so nice and helpful. Super easy to find and access. Looked exactly like the picture. Very cozy!"
The price is CA $117
CA $226 total
includes taxes & fees
Aug 11 - Aug 12
14 miles to Nat’l Mall - District Heights Retreat
Charming 4-bedroom bed & breakfast with AC, WiFi in tranquil Upper Marlboro
Interior

Charming 4-bedroom bed & breakfast with AC, WiFi in tranquil Upper Marlboro

Charming 4-bedroom bed & breakfast with AC, WiFi in tranquil Upper Marlboro
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 Shady Side Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Hotel was very quaint, valet is a little steep at 50 dollars a day so I would recommend off street parking. "
Danielle 2-night trip
Posted 9 hours ago
Historic Inns of Annapolis