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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
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22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Browse Select Sherwood B&B

The Oaks Waterfront
Stately home with a central entrance and two wings, set amidst manicured lawns and shaded by trees.

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (32)
" Beautiful property, wonderful staff, excellent food service."
The price is ₹35,592
₹39,151 total
includes taxes & fees
24 Jul - 25 Jul
The Oaks Waterfront
Laurel Grove Inn on the South
Outdoor dining

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (517)
"Beautiful property and lovely hosts."
The price is ₹15,509
₹17,680 total
includes taxes & fees
19 Aug - 20 Aug
Laurel Grove Inn on the South
George Brooks House B&B
Enjoy a relaxing stay in this two-story house with a spacious patio area and a swimming pool perfect for leisure activities.

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is ₹20,937
₹23,030 total
includes taxes & fees
22 Jul - 23 Jul
George Brooks House B&B
Flag House Inn
Stunning two-story home with a charming porch and symmetrical facade, featuring a central entrance and evenly spaced windows.

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (72)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is ₹12,019
₹13,702 total
includes taxes & fees
22 Jul - 23 Jul
Flag House Inn
The Inn at Tacaro Estate
Stunning heritage building with a traditional brick façade, prominent statue, and charming shutters.

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"1940’s estate is maintained to remind you of those times. There was a “Speak-EZ” in the basement they had open Friday and Saturday evenings. My room was spacious and included a balcony. Huge front lawn with a pool and a view to the Bay. "
The price is ₹29,002
₹33,062 total
includes taxes & fees
3 Aug - 4 Aug
The Inn at Tacaro Estate
Hummingbird Inn
Relax in this serene outdoor space with a view of the surrounding neighborhood.

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (76)
"Hummingbird Inn is so gracious to all guests. I was there for a triathlon and Eric and Mary made sure I was taken care of to race! Love this Inn!"
Hummingbird Inn
Inn at Horn Point
Relax on the shore with two comfortable chairs and a small table, overlooking the calm waters and a picturesque pier.

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
The price is ₹29,621
₹33,768 total
includes taxes & fees
4 Aug - 5 Aug
Inn at Horn Point
Parsonage Inn
Experience the charm of this historic bed and breakfast, featuring a traditional gabled roof and wrap-around porch.

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (128)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is ₹19,730
₹21,703 total
includes taxes & fees
23 Jul - 24 Jul
Parsonage Inn
Robert Morris Inn
Pool

Robert Morris Inn

3.0 star property
8.4 out of 10, Very good, (279)
"Lovely historic building with amazing food and fun old books and art. "
Robert Morris Inn
Black Walnut Point Inn
Relax by the serene pool surrounded by lush greenery and a hammock, perfect for unwinding in a tranquil environment.

Black Walnut Point Inn

3.5 star property
9.0 out of 10, Wonderful, (56)
"Wife and I stayed 3 days for 41st anniversary. Bob and Tracy are wonderful hosts. "
Black Walnut Point Inn
The Albanus Phillips Inn
Relax in this elegant room with a high ceiling, large windows, and wicker furniture.

The Albanus Phillips Inn

3.0 star property
8.0 out of 10, Very good, (27)
"We were NOT able to stay at the Phillips Inn because Travelocity screwed up the reservation. Travelocity said the res was confirmed, no need to call the property. I called day before arrival and was told they could not honor the res due to the death of the owner May 22. I made the res May 25. On June 22 Travelocity still had no idea the owner was deceased or what the property was doing. Call Travelocity Customer Service, 2 hour wait to talk to CSR. Used callback option, got call about 3 1/2...
The Albanus Phillips 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

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

10/10 Excellent
"It’s a long but not bad walk to the naval academy."
Blaine 2-night trip
Posted 1 day ago
Fairfield Inn & Suites By Marriott Annapolis

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. Flag House Inn: 5 rooms. Situated 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. 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 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.