Hot Shady Side Bed & Breakfast Rates

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Featured B&B in Shady Side

Flag House Inn

Flag House Inn

3.5 out of 5
26 Randall St Annapolis MD
The price is AU$368 per night from 25 May to 26 May
AU$368
25 May - 26 May
includes taxes & fees
With a stay at Flag House Inn, you'll be centrally located in Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.
Opens in a new windowFlag House Inn
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street St. Michaels MD
The price is AU$274 per night from 18 May to 19 May
AU$274
18 May - 19 May
includes taxes & fees
With a stay at Parsonage Inn in St. Michaels (Downtown St. Michaels), you'll be within a 15-minute walk of Chesapeake Bay Maritime Museum and St. Michaels ...
Opens in a new windowParsonage Inn
The Inn at Tacaro Estate

The Inn at Tacaro Estate

5 out of 5
6220 Town Point Rd Tracys Landing MD
Fully refundableReserve now, pay when you stay
The price is AU$486 per night from 17 May to 18 May
AU$486
17 May - 18 May
includes taxes & fees
Located in Tracys Landing, The Inn at Tacaro Estate is in a rural location, within a 15-minute drive of Upper Yough River and Bayside History Museum.
Opens in a new windowThe Inn at Tacaro Estate
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George Brooks House B&B

George Brooks House B&B

3 out of 5
24500 Rolles Range Road St. Michaels MD
The price is AU$576 per night from 22 May to 23 May
AU$576
22 May - 23 May
includes taxes & fees
When you stay at George Brooks House B&B in St. Michaels, you'll be within a short 2-minute drive from Chesapeake Bay Maritime Museum.
Opens in a new windowGeorge Brooks House B&B
The Oaks Waterfront

The Oaks Waterfront

4 out of 5
25876 Royal Oak Road Easton MD
Fully refundableReserve now, pay when you stay
The price is AU$667 per night from 17 May to 18 May
AU$667
17 May - 18 May
includes taxes & fees
Located in Easton, The Oaks Waterfront is on the waterfront, a 5-minute drive from Saint Michaels Village and 6 minutes from St. Michaels Winery.
Opens in a new windowThe Oaks Waterfront
Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway

Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway

Glenn Dale MD
The price is AU$1,188 per night from 17 May to 18 May
AU$1,188
17 May - 18 May
includes taxes & fees
With a stay at this bed & breakfast in Glenn Dale, you'll be within a 15-minute drive of Northwest Stadium and University of Maryland, College Park.
Opens in a new windowSpacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway
The Snuggery Inn & Suites Captain`s Quarters

The Snuggery Inn & Suites Captain`s Quarters

Saint Michaels MD
With a stay at this bed & breakfast in St. Michaels (Downtown St. Michaels), you'll be steps from Higgins Yacht Yard and Marina and Muskrat Park.
Opens in a new windowThe Snuggery Inn & Suites Captain`s Quarters
Luxury 5Brooms 4,5Baths Home &Free parking Near DC

Luxury 5Brooms 4,5Baths Home &Free parking Near DC

Glenn Dale MD
Located in Glenn Dale, this bed & breakfast is within a 15-minute drive of Northwest Stadium and University of Maryland, College Park.
Opens in a new windowLuxury 5Brooms 4,5Baths Home &Free parking Near DC
Black Walnut Point Inn

Black Walnut Point Inn

3.5 out of 5
4417 Black Walnut Point Road Tilghman MD
When you stay at Black Walnut Point Inn in Tilghman, you'll be by the sea, just steps from Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new windowBlack Walnut Point Inn
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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.

B&Bs in Shady Side

We know why you’re here. You forgot something, though we’re not sure what. A birthday or an anniversary, maybe. And this time, a bouquet of fresh flowers and a homemade breakfast in bed aren’t going to cut it. You’re determined your special someone is going to feel like the centre of the universe on whatever special day you have coming up—that’s where lastminute.com.au comes in, and that’s also where Shady Side B&B accommodation comes in.

You can’t go wrong with a romantic getaway to a bed and breakfast. It’s the stuff of poetry, novels, and of course, any good rom-com. You can snuggle under the covers all morning if you like, although the delicious aromas of a home-cooked breakfast are likely to get you out of bed. Even a cheap B&B will have a delectable morning meal included—and you don’t have to make it yourself. After all, that’s kind of the whole point. Add in a boutique feel and the charming Shady Side vibes, and you’ll get why B&Bs are great for couples, families, and even your doggo. Yes, pet-friendly B&Bs are a thing, and although we can’t guarantee the dog will get his own breakfast, you’re more than happy to share, aren’t you?

Hey, if you’re gonna stay in a B and B in Shady Side, you want it to be awesome, don’t you? Well then, check out lastminute.com.au and get to planning. We’ve got everything from luxury to budget bed & breakfasts, and our great prices leave you plenty of cash to splash in Shady Side. No need to thank us—we know how great we are.

Shady Side B&B essential information

Accommodation
17 B&B
Lowest Price
AU$139
Highest Price
AU$1,188
Popular accommodation
Flag House Inn, Parsonage Inn, The Inn at Tacaro Estate, George Brooks House B&B, The Oaks Waterfront, Spacious 5BR Retreat Near DC with Private Gym - Perfect for Group Getaway, The Snuggery Inn & Suites Captain`s Quarters, Luxury 5Brooms 4,5Baths Home &Free parking Near DC, Black Walnut Point Inn

Top trending hotels in Shady Side

Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

3 out of 5
9421 Largo Drive West Upper Marlboro MD
Fully refundable
The price is AU$139 per night from 25 May to 26 May
AU$139
25 May - 26 May
includes taxes & fees
With a stay at Comfort Inn Largo-Washington DC East in Upper Marlboro, you'll be 2.1 mi (3.3 km) from Northwest Stadium and 10.9 mi (17.6 km) from University ...
Opens in a new windowComfort Inn Largo-Washington DC East
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

3 out of 5
55 Hampton Park Blvd Capitol Heights MD
Fully refundableReserve now, pay when you stay
The price is AU$141 per night from 18 May to 19 May
AU$141
18 May - 19 May
includes taxes & fees
With a stay at La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway in Capitol Heights, you'll be 2 mi (3.2 km) from Northwest Stadium and 9.3 mi (15 km) ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 31 May to 1 June
AU$180
31 May - 1 June
includes taxes & fees
With a stay at DoubleTree by Hilton Hotel Annapolis in Annapolis, you'll be in the business district, within a 5-minute drive of U.S. Naval Academy and The Kunta ...
Opens in a new windowDoubleTree by Hilton Hotel Annapolis
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Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is AU$231 per night from 25 May to 26 May
AU$231
25 May - 26 May
includes taxes & fees
With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.
Opens in a new windowHistoric Inns of Annapolis
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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.

Top Picks

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^Subject to availability and chosen travel dates.