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Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (38)
"Loved the Oaks! Fabulous accommodations and excellent staff"
The price is HK$3,214
HK$3,535 total
includes taxes & fees
5 Oct - 6 Oct
The Oaks Waterfront
Laurel Grove Inn on the South
Outdoor dining

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (527)
"Great location with fantastic views. Very friendly owner "
The price is HK$1,576
HK$1,797 total
includes taxes & fees
31 Oct - 1 Nov
Laurel Grove Inn on the South
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (64)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is HK$1,610
HK$1,771 total
includes taxes & fees
1 Oct - 2 Oct
George Brooks House B&B
Flag House Inn
Front of property

Flag House Inn

3.5 star property
9.4 out of 10, Exceptional, (78)
"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 HK$1,861
HK$2,122 total
includes taxes & fees
1 Oct - 2 Oct
Flag House Inn
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is HK$1,782
HK$1,960 total
includes taxes & fees
1 Oct - 2 Oct
Parsonage Inn
The Inn at Tacaro Estate
Horse riding

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"It was perfect!! We had a great stay. Luca was so kind and attentive. The property is astonishing. Perfect weekend retreat! Thank you so much "
The price is HK$2,968
HK$3,383 total
includes taxes & fees
14 Oct - 15 Oct
The Inn at Tacaro Estate
Inn at Horn Point
Beach nearby

Inn at Horn Point

3.0 star property
9.6 out of 10, Exceptional, (21)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
The price is HK$2,676
HK$3,051 total
includes taxes & fees
1 Oct - 2 Oct
Inn at Horn Point
Legacy Villa
Full-sized fridge, blender, toaster oven, waffler maker

Legacy Villa

4.0 star property
The price is HK$1,308
HK$1,478 total
includes taxes & fees
13 Oct - 14 Oct
Legacy Villa
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
Modern 1BR Near DC – Quiet Comfort, Fast Commute
Fridge, microwave, oven, stovetop

Modern 1BR Near DC – Quiet Comfort, Fast Commute

10.0 out of 10, Exceptional, (4)
"I thoroughly enjoyed my stay. Poo"
The price is HK$739
HK$1,363 total
includes taxes & fees
7 Oct - 8 Oct
Modern 1BR Near DC – Quiet Comfort, Fast Commute
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Yes there were shops near by."
Kimberly 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Shady Side

Find out more about Shady Side

Shady Side B&B information

Number of reviews
656
Accommodation
11 B&B
Lowest Price
HK$1,363
Highest Price
HK$3,535

Frequently asked questions

Searching for B&Bs in Shady Side?
If you're interested in something a little quirkier than your standard hotel experience, a bed and breakfast could be the perfect alternative for your holiday. If your ideal holiday to Shady Side includes spending lots of time outside, Shadyside Park is a good spot to enjoy the scenery.
Are you considering an apartment for your stay?
With attentive service, opportunities to meet other guests and top-rated breakfasts, B&Bs provide a truly one-of-a-kind environment.
What are the best B&Bs in Shady Side?
Here are some B&Bs in the surrounding area: Laurel Grove Inn on the South: 5 rooms. 9.2 mi (14.8 km) from the heart of Shady Side. Enjoy the snack bar/deli and arcade/games room. George Brooks House B&B: 6 rooms. 15.6 mi (25.1 km) from the city centre. Enjoy the library and fireplace in reception. Flag House Inn: 5 rooms. Situated 9.6 mi (15.4 km) from the heart of Shady Side. Enjoy the local cuisine breakfast and unique decor. Legacy Villa: 2 rooms. Located 14.9 mi (24 km) from the core of Shady Side. Enjoy the in-room pools and massage services.
When should I book my B&B in Shady Side?
When you're dreaming of a stay in Shady Side, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Shady Side is 1307 mm.
What is there to do in Shady Side?
When you want to explore some things to do in town, Shadyside Park and Captain Avery Museum are some notable sights to visit. You could visit Franklin Point State Park if you have time to see more of the area.
How can I get to and around Shady Side?
Planning your excursions in and around Shady Side is easier with these transportation options. Fly into Fort Meade, MD (FME-Tipton), which is located 21.6 mi (34.8 km) away from the heart of the city. You can also search for flights into College Park, MD (CGS), which is 24.1 mi (38.7 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

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