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Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan
Front of property
Flag House Inn

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (81)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is HK$1,484
HK$1,692 total
includes taxes & fees
30 Nov - 1 Dec
Flag House Inn
Exterior
George Brooks House B&B

George Brooks House B&B

3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is HK$1,400
HK$1,540 total
includes taxes & fees
3 Dec - 4 Dec
George Brooks House B&B
Fridge, microwave, oven, stovetop
Modern 1BR Near DC – Quiet Comfort, Fast Commute

Modern 1BR Near DC – Quiet Comfort, Fast Commute

District Heights
10.0 out of 10, Exceptional, (4)
"I thoroughly enjoyed my stay. Poo"
United States
Dawn C.
The price is HK$739
HK$1,363 total
includes taxes & fees
28 Nov - 29 Nov
Modern 1BR Near DC – Quiet Comfort, Fast Commute
Porch
Parsonage Inn

Parsonage Inn

3.5 star property
St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is HK$1,781
HK$1,959 total
includes taxes & fees
27 Nov - 28 Nov
Parsonage Inn
Front of property
The Oaks Waterfront

The Oaks Waterfront

4.0 star property
Easton
10.0 out of 10, Exceptional, (40)
"This was one of the nicest hotels I've stayed at. The property was absolutely beautiful. The public and guest rooms were immaculate and nicely decorated. All staff went out of their way to be helpful and make you feel welcome. We had breakfast and dinner in the restaurant and the food was phenomenal, and the beautiful view of the water was a bonus."
United States
Deborah
The price is HK$3,215
HK$3,536 total
includes taxes & fees
30 Nov - 1 Dec
The Oaks Waterfront
Horse riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

5.0 star property
Tracys Landing
9.2 out of 10, Wonderful, (10)
"Amazing, warm, gracious setting. Can’t wait to return "
United States
Andrea
The Inn at Tacaro Estate
Full-sized fridge, blender, toaster oven, waffler maker
Legacy Villa

Legacy Villa

4.0 star property
Upper Marlboro
The price is HK$2,202
HK$2,488 total
includes taxes & fees
1 Dec - 2 Dec
Legacy Villa
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 Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent
"Everything was wonderful"
George 3-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Largo/Washington DC

Find out more about Shady Side

Shady Side B&B information

Number of reviews
330
Accommodation
13 B&B
Lowest Price
HK$1,363
Highest Price
HK$3,536

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: Flag House Inn: 5 rooms. 9.6 mi (15.4 km) from the heart of Shady Side. Enjoy the local cuisine breakfast and unique decor. George Brooks House B&B: 6 rooms. 15.6 mi (25.1 km) from the city centre. Enjoy the library and fireplace in reception. Parsonage Inn: 8 rooms. Situated 15.9 mi (25.5 km) from the heart of Shady Side. Enjoy the free full 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 spend some time in the great outdoors, Northern Chesapeake Bay and Chesapeake Bay are some notable spots. You should put Shadyside Park and Captain Avery Museum on your list if you want 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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