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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured B&B in Sherwood

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 AU$257
includes taxes & fees
1 Jan - 2 Jan 2026
George Brooks House B&B
Porch
Hummingbird Inn

Hummingbird Inn

3.5 star property
Easton
10.0 out of 10, Exceptional, (86)
"The kindest most sweetest checkin"
United States
Nicole
Hummingbird Inn
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 AU$318
includes taxes & fees
2 Dec - 3 Dec
Flag House Inn
Front of property
The Oaks Waterfront

The Oaks Waterfront

4.0 star property
Easton
10.0 out of 10, Exceptional, (41)
"Loved the Oaks! Fabulous accommodations and excellent staff"
United States
Barbara
The price is AU$694
includes taxes & fees
2 Dec - 3 Dec
The Oaks Waterfront
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 AU$336
includes taxes & fees
1 Jan - 2 Jan 2026
Parsonage Inn
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
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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great location and customer care "
Robert 2-night trip
Posted 2 days ago
Graduate by Hilton Annapolis

Find out more about Sherwood

Sherwood B&B information

Number of reviews
412
Accommodation
11 B&B
Lowest Price
AU$257
Highest Price
AU$694

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, Knapp's Narrows Marina & Inn and Goat Island 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: Flag House Inn: 5 rooms. 17.5 mi (28.2 km) from the heart of Sherwood. Enjoy the local cuisine breakfast and unique decor. George Brooks House B&B: 6 rooms. 5.5 mi (8.8 km) from the city centre. Enjoy the library and fireplace in reception. Parsonage Inn: 8 rooms. Situated 5.4 mi (8.7 km) from the heart of Sherwood. Enjoy the free full breakfast and unique decor. The Oaks Waterfront: 15 rooms. 7.6 mi (12.2 km) from the city centre. Enjoy the free cooked breakfast and rooftop terrace. The Inn at Tacaro Estate: 8 rooms. Located 13.2 mi (21.2 km) from the core of Sherwood. Enjoy the free full breakfast and designer toiletries.
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 Knapp's Narrows Marina & Inn and Goat Island. You might also consider a trip to sites such as St. Michaels Winery or St. Michaels Marina 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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