A large brick house with a green roof, surrounded by lush gardens and trees.

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Check prices for these dates

Next weekend
31 July - 2 Aug
In two weeks
7 Aug - 9 Aug
In one month
21 Aug - 23 Aug
In two months
18 Sept - 20 Sept

Our top choices for Sherwood bed & breakfast

Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (76 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
United States
Erin
The price is AU$332
includes taxes & fees
28 July - 29 July
George Brooks House B&B
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (42 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is AU$692
includes taxes & fees
29 July - 30 July
The Oaks Waterfront
Front of property

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (92 reviews)
" Staff is super friendly. The rooms were very clean and the breakfast was wonderful."
United States
Lewis
The price is AU$465
includes taxes & fees
26 July - 27 July
Hummingbird Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (17 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is AU$555
includes taxes & fees
30 July - 31 July
The Inn at Tacaro Estate
Lobby lounge

Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (94 reviews)
"Great spot with easy walking downtown or to the Academy. Very nice sitting rooms downstairs with fresh pastries for breakfast. "
United States
Tyler
The price is AU$371
includes taxes & fees
26 July - 27 July
Flag House Inn
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 Sherwood Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Great"
John 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Sherwood

Sherwood B&B information

Number of reviews
279
Accommodation
13 B&B
Lowest Price
AU$332
Highest Price
AU$692

Frequently asked questions

Searching for B&Bs in Sherwood?
If you'd like to find somewhere to stay with fewer rooms than the traditional hotel and a more personalised environment, a B&B might be just the right fit for your trip to Sherwood. When you want to explore some attractions in town, Goat Island and Knapp's Narrows Marina & Inn are worth a stop.
How do you know if a B&B is the best choice for your stay?
B&Bs all have a unique charm — whether it's a picturesque garden or a beautiful breakfast room, the small details are what make bed and breakfasts a home away from home.
What are the best bed and breakfasts in Sherwood?
Below are some B&Bs in the area: The Oaks Waterfront: 15 rooms. 7.6 mi (12.2 km) from the heart of Sherwood. Enjoy the free cooked breakfast and rooftop terrace. George Brooks House B&B: 6 rooms. 5.5 mi (8.8 km) from the city centre. Enjoy the library and fireplace in reception. Flag House Inn: 5 rooms. Situated 17.5 mi (28.2 km) from the heart of Sherwood. Enjoy the unique decor and fireplace in reception. The Inn at Tacaro Estate: 8 rooms. 13.2 mi (21.2 km) from the city centre. Enjoy the free full breakfast and designer toiletries. Hummingbird Inn: 6 rooms. Located 13.4 mi (21.5 km) from the core of Sherwood. Enjoy the free full breakfast and massage services.
What's the best time of year to book my B&B in Sherwood?
When you're dreaming of a stay in Sherwood, 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 Sherwood is 1341 mm.
What is there to do in Sherwood?
When you want to see some attractions in town, you might consider a visit to Goat Island and Knapp's Narrows Marina & Inn. You might also consider a trip to sites such as St. Michaels Winery or Saint Michaels Town Hall if you have time to see more of the area.
How can I get to and around Sherwood?
Mapping out your trip in and around Sherwood is easy with these transportation options. Fly into Easton, MD (ESN-Easton - Newnam), which is located 14.1 mi (22.7 km) from the heart of the city. Otherwise, you can search for flights to Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 52.1 mi (83.8 km) away. If you'd like to explore around the area, consider renting a car to explore more sights.

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