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
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov
In one month
20 Nov - 22 Nov
In two months
18 Dec - 20 Dec

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

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (78 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 ₹18,368
₹20,205 total
includes taxes & fees
3 Nov - 4 Nov
George Brooks House B&B
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

2. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (138 reviews)
"Nice place"
United States
Paul
The price is ₹23,732
₹26,105 total
includes taxes & fees
3 Nov - 4 Nov
Parsonage Inn
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

3. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (44 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is ₹41,777
₹45,955 total
includes taxes & fees
21 Oct - 22 Oct
The Oaks Waterfront
A hot tub in a grassy area with a building in the background.

4. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
"The owners are very friendly and accommodating. Relaxing getaway"
United States
kristine
The price is ₹31,880
₹36,343 total
includes taxes & fees
1 Nov - 2 Nov
The Inn at Tacaro Estate
A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.

5. Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (100 reviews)
"Adorable property in Easton, MD (a hidden gem) with a lovely staff and great breakfast included. Great for a romantic trip away!"
United States
Todd
The price is ₹28,108
₹32,001 total
includes taxes & fees
4 Nov - 5 Nov
Hummingbird Inn
Land view from property

6. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
Annapolis
9.2 out of 10, Wonderful, (533 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is ₹17,087
₹19,479 total
includes taxes & fees
11 Nov - 12 Nov
Laurel Grove Inn on the South
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

7. Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (98 reviews)
"Charming and picturesque house steps from all of the best things about Annapolis."
United States
Thomas
The price is ₹21,568
₹24,588 total
includes taxes & fees
26 Oct - 27 Oct
Flag House Inn
Two wooden chairs facing a calm body of water at sunset.

8. Inn at Horn Point

Inn at Horn Point
3.0 star property
Eastport
9.2 out of 10, Wonderful, (25 reviews)
"Very comfortable"
United Kingdom
JOHN
The price is ₹37,839
₹43,136 total
includes taxes & fees
30 Oct - 31 Oct
Inn at Horn Point
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

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"I was very pleased with the amenities, room size, cleanliness of the room. There were plenty of towel, blankets and shower items to make the stay warm and pleasant. Breakfast was delicious with lots of choices."
Ann Christine 2-night trip
Posted 1 hour ago
Sonesta ES Suites Annapolis

Find out more about Sherwood

Sherwood B&B information

Number of reviews
1,036
Accommodation
11 B&B
Lowest Price
₹19,479
Highest Price
₹45,955

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 unique decor and fireplace in reception. George Brooks House B&B: 6 rooms. 5.5 mi (8.8 km) from the city centre. Enjoy the library 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. 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 Knapp's Narrows Marina & Inn and Goat Island. 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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