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Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

B&B in Shady Side

Front of property
Flag House Inn
Flag House Inn
3.5 star property
9.4 out of 10, Exceptional, (80)
"Overpriced for what it offered. $500+ for a single night at the property sans breakfast or parking. Room itself was small with no real historic flair or charm. Found a used washcloth on the floor housekeeping had overlooked. To check in during peak hours we had to call hotel staff (attending to other properties when we arrived) in order to get access to the room. If this property were about $200 less expensive, I would have zero complaints, but to spend that amount of money I expected way...
United States
Kathy
$131 nightly
The price is $149
Nov 9 - Nov 10
Total with taxes and fees
Flag House Inn
Exterior
George Brooks House B&B
George Brooks House B&B
3.0 star property
8.6 out of 10, Excellent, (65)
"We thoroughly enjoyed all aspects of our stay. The Inn is spotless and wonderfully decorated. The grounds are beautiful gardens and relaxing pool and hot tub. They even have electric vehicle charging stations. The food was absolutely delicious and the proprietors friendly while allowing for privacy"
United States
Sharon
$200 nightly
The price is $220
Nov 10 - Nov 11
Total with taxes and fees
George Brooks House B&B
Full-size fridge, blender, toaster oven, waffle maker
Legacy Villa
Legacy Villa
4.0 star property
$238 nightly
The price is $269
Nov 10 - Nov 11
Total with taxes and fees
Legacy Villa
Beach nearby
Inn at Horn Point
Inn at Horn Point
3.0 star property
9.6 out of 10, Exceptional, (21)
"Great place in an awesome location. Very friendly staff. Easy street side parking."
United States
Anonymous traveler
$344 nightly
The price is $392
Nov 9 - Nov 10
Total with taxes and fees
Inn at Horn Point
Porch
Parsonage Inn
Parsonage Inn
3.5 star property
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
$229 nightly
The price is $252
Nov 10 - Nov 11
Total with taxes and fees
Parsonage Inn
Front of property
The Oaks Waterfront
The Oaks Waterfront
4.0 star property
10.0 out of 10, Exceptional, (40)
"Loved the Oaks! Fabulous accommodations and excellent staff"
United States
Barbara
$459 nightly
The price is $505
Nov 9 - Nov 10
Total with taxes and fees
The Oaks Waterfront
Fridge, microwave, oven, stovetop
Modern 1BR Near DC – Quiet Comfort, Fast Commute
Modern 1BR Near DC – Quiet Comfort, Fast Commute
10.0 out of 10, Exceptional, (4)
"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!"
United States
Karen H.
$155 nightly
The price is $175
Nov 11 - Nov 12
Total with taxes and fees
Modern 1BR Near DC – Quiet Comfort, Fast Commute
Horseback riding
The Inn at Tacaro Estate
The Inn at Tacaro Estate
5.0 star property
9.2 out of 10, Wonderful, (10)
"The place was gorgeous. Very private and peaceful. Staff was great and i will definitely go back ."
United States
Jeffrey
$362 nightly
The price is $413
Dec 3 - Dec 4
Total with taxes and fees
The Inn at Tacaro Estate
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

Find out more about Shady Side

Shady Side B&B information

Number of reviews
347
Accommodation
10 B&B
Lowest Price
$149
Highest Price
$505

Frequently asked questions

Searching for B&Bs in Shady Side?
If you're looking for something a little different than the traditional hotel experience, a bed and breakfast might be the perfect option for your vacation. If your ideal vacation to Shady Side includes spending lots of time outside, Shadyside Park is a good spot to enjoy the scenery.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to meet guests from other places, and of course a full breakfast to start the day, B&Bs provide a unique environment.
What are the best B&Bs in Shady Side?
Here are some well-liked B&Bs in the area: Parsonage Inn: 8 rooms. 15.9 mi (25.5 km) from the heart of Shady Side. Enjoy the free full breakfast and unique décor. George Brooks House B&B: 6 rooms. Situated 15.6 mi (25.1 km) from the heart of Shady Side. Enjoy the library and fireplace in the lobby. Legacy Villa: 2 rooms. 14.9 mi (24 km) from the heart of downtown. Enjoy the in-room pools and massage services. Flag House Inn: 5 rooms. Located 9.6 mi (15.4 km) from the core of Shady Side. Enjoy the local cuisine breakfast and unique décor.
What's the best time of year to book my B&B in Shady Side?
When you're dreaming of a getaway to Shady Side, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Shady Side is 51 inches.
What is there to do in Shady Side?
When you want to spend some time in the great outdoors, Shadyside Park and Chesapeake Bay are some notable spots. You might put Captain Avery Museum and Franklin Point State Park 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. Otherwise, you can search for flights to College Park, MD (CGS), which is 24.1 mi (38.7 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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