Best B&B Sherwood in 2026

Q: 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 unique decor and fireplace in reception. The Oaks Waterfront : 15 rooms. 7.6 mi (12.2 km) from the city centre. Enjoy the free cooked breakfast and rooftop terrace. George Brooks House B&B : 6 rooms. Situated 5.5 mi (8.8 km) from the heart of Sherwood. Enjoy the library 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.

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

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Our top choices for Sherwood bed & breakfast

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

1. George Brooks House B&B

St. Michaels

Erin

₹22,192 total

includes taxes & fees

1 Sept - 2 Sept

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

2. The Oaks Waterfront

Easton

Jeffrey

₹46,177 total

includes taxes & fees

1 Sept - 2 Sept

A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.

3. Hummingbird Inn

Easton

Lewis

₹32,156 total

includes taxes & fees

1 Sept - 2 Sept

4. Laurel Grove Inn on the South

Annapolis

Ruth

₹19,573 total

includes taxes & fees

7 Sept - 8 Sept

A hot tub in a grassy area with a building in the background.

5. The Inn at Tacaro Estate

Tracys Landing

₹43,130 total

includes taxes & fees

1 Sept - 2 Sept

A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

6. Flag House Inn

Historic District

Tyler

₹23,691 total

includes taxes & fees

1 Sept - 2 Sept

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Top Sherwood Hotel Reviews

Crowne Plaza Annapolis by IHG

8/10 Good

"The hotel was immaculate and the staff were incredibly helpful. However, my room was on the back of the hotel, overlooking the highway, and noise from the traffic interrupted my sleep. I would suggest requesting a room away from this area."

The Wildset

10/10 Excellent

"We very much enjoyed our stay! Staff is very friendly and helpful. The inn is run very professionally and it is very well maintained. The breakfast looked nice but I am gluten free so there were very limited items that were GF. One suggestion would be some sort of magnifying mirror in bathrooms for those who don’t see well. We will stay again when in the area!"

St Michaels Inn

8/10 Good

"The rooms, though dated, are clean. I did bring to the attention of the manager that the towel bar in my bathroom was coming off. The handrail to walk down the steps into the pool was also loose, which I think is a safety hazard. The manager acknowledged he knew about it, but despite tons of cosmetic work being done outside, which was a bit inconvenient, the hand rail was not tightened Staff was nice, especially Tamia at the front desk and Helena in the breakfast room. The rooms are spacious and the A/C works fine!"

The Tidewater Inn

10/10 Excellent

"We had a lovely stay at Tidewater Inn centrally located in downtown Easton within walking distance of charming shops and delicious restaurants. Our room was spacious and light filled. The bathroom was small but adequate. We ate at the restaurant in the hotel (Hunters Tavern) and had a fabulous meal. Will definitely be back."

Find out more about Sherwood

Sherwood B&B information

Number of reviews	747
Accommodation	11 B&B
Lowest Price	₹19,573
Highest Price	₹46,177

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: Flag House Inn: 5 rooms. 17.5 mi (28.2 km) from the heart of Sherwood. Enjoy the unique decor and fireplace in reception. The Oaks Waterfront: 15 rooms. 7.6 mi (12.2 km) from the city centre. Enjoy the free cooked breakfast and rooftop terrace. George Brooks House B&B: 6 rooms. Situated 5.5 mi (8.8 km) from the heart of Sherwood. Enjoy the library 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 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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