Hot Shady Side Bed & Breakfast Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured B&B in Shady Side

The Oaks Waterfront

The Oaks Waterfront

4 out of 5
25876 Royal Oak Road, Royal Oak, Easton, MD
The price is AU$707 per night from 13 May to 14 May
AU$707
includes taxes & fees
13 May - 14 May
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.
The Oaks Waterfront
Parsonage Inn

Parsonage Inn

3.5 out of 5
210 North Talbot Street, St. Michaels, MD
The price is AU$448 per night from 1 May to 2 May
AU$448
includes taxes & fees
1 May - 2 May
With a stay at Parsonage Inn in St. Michaels, you'll be in the historical district, within a 15-minute walk of Chesapeake Bay Maritime Museum and St. Michaels ...
Parsonage Inn
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$396 per night from 1 May to 2 May
AU$396
includes taxes & fees
1 May - 2 May
When you stay at George Brooks House B&B in St. Michaels, you'll be within a 5-minute drive of Chesapeake Bay Maritime Museum.
George Brooks House B&B
Save an average of 15% on thousands of hotels when you're signed in
The Inn at Tacaro Estate

The Inn at Tacaro Estate

5 out of 5
6220 Town Point Rd, Tracys Landing, MD
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.
The Inn at Tacaro Estate
Flag House Inn

Flag House Inn

3.5 out of 5
26 Randall St, Annapolis, MD
The price is AU$498 per night from 4 May to 5 May
AU$498
includes taxes & fees
4 May - 5 May
With a stay at Flag House Inn, you'll be centrally located in Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.
Flag House Inn
Inn at Horn Point

Inn at Horn Point

3 out of 5
534 Burnside Street, Annapolis, MD
The price is AU$654 per night from 11 May to 12 May
AU$654
includes taxes & fees
11 May - 12 May
In the heart of Annapolis, Inn at Horn Point is within a 5-minute drive of Annapolis Maritime Museum and Annapolis City Dock.
Inn at Horn Point
Black Walnut Point Inn

Black Walnut Point Inn

3.5 out of 5
4417 Black Walnut Point Road, Tilghman, MD
Located in Tilghman, Black Walnut Point Inn is by the sea, a 4-minute drive from Tilghman Watermen’s Museum and 6 minutes from Talbot County Library Tilghman ...
Black Walnut Point Inn
Laurel Grove Inn on the South

Laurel Grove Inn on the South

3.5 out of 5
2881 South Have Road, Annapolis, MD
With a stay at Laurel Grove Inn on the South in Annapolis, you'll be within a 15-minute drive of U.S. Naval Academy and Broad Creek Marsh.
Laurel Grove Inn on the South
Don't see what you're looking for?
See all available properties in Shady Side
View all properties
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
9 B&B
Lowest Price
AU$161
Highest Price
AU$707
Popular accommodation
The Oaks Waterfront, Parsonage Inn, George Brooks House B&B, The Inn at Tacaro Estate, Flag House Inn, Inn at Horn Point, Black Walnut Point Inn, Laurel Grove Inn on the South

Top trending hotels in Shady Side

The Cottage

The Cottage

Shady Side
Located in Shady Side, this vacation home is within a 5-minute drive of Shadyside Park and Captain Avery Museum.
The Cottage
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
The price is AU$309 per night from 6 May to 7 May
AU$309
includes taxes & fees
6 May - 7 May
With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.
Historic Inns of Annapolis
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

2.5 out of 5
55 Hampton Park Blvd, Capitol Heights, MD
Fully refundableReserve now, pay when you stay
The price is AU$161 per night from 4 May to 5 May
AU$161
includes taxes & fees
4 May - 5 May
Located in Capitol Heights, La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway is connected to a shopping center, a 3-minute drive from Northwest Stadium ...
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
Save an average of 15% on thousands of hotels when you're signed in
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
Fully refundable
The price is AU$179 per night from 7 May to 8 May
AU$179
includes taxes & fees
7 May - 8 May
With a stay at Country Inn & Suites by Radisson, Annapolis, MD in Annapolis, you'll be in a shopping district, within a 10-minute drive of U.S. Naval Academy ...
Country Inn & Suites by Radisson, Annapolis, MD
Don't see what you're looking for?
See all available properties in Shady Side
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.