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Compare 13 B&B in Sherwood with updated reviews, rates, and availability.

Flag House Inn
Dining room

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (65)
"Easy check in, nice accommodations."
The price is AED 731
AED 833 total
includes taxes & fees
1 Jan - 2 January 2025
Flag House Inn
Parsonage Inn
Balcony

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (124)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
The price is AED 661
AED 727 total
includes taxes & fees
7 Jan - 8 January 2025
Parsonage Inn
Hummingbird Inn
Front of property

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (73)
"Very hospitable staff."
The price is AED 1,050
AED 1,156 total
includes taxes & fees
1 Jan - 2 January 2025
Hummingbird Inn
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (57)
"delightful and charming! great views and peaceful! We really enjoyed our stay!"
The price is AED 1,418
AED 1,560 total
includes taxes & fees
21 Jan - 22 January 2025
The Oaks Waterfront
Robert Morris Inn
Front of property

Robert Morris Inn

3.0 star property
8.4 out of 10, Very Good, (279)
"Beautiful resort, outdated but clean. We went on the weekend before ownership changed so the menu was limited and the breakfast was undercooked but the server was AWESOME! He remembered us and catered to us like we were the only customers."
Robert Morris Inn
B&B - The Lawson
Beach

B&B - The Lawson

10.0 out of 10, Exceptional, (1)
"This property is a hidden gem! It is gorgeously situated, close to restaurants, and run by the two nicest innkeepers ever! Absolutely will go back."
B&B - The Lawson
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (55)
"Very nice property, cozy and clean rooms, excellent service."
The price is AED 588
AED 646 total
includes taxes & fees
2 Jan - 3 January 2025
George Brooks House B&B
The Inn at Tacaro Estate
Room

The Inn at Tacaro Estate

5.0 star property
8.8 out of 10, Excellent, (6)
"Amazing hospitality "
The price is AED 931
AED 1,062 total
includes taxes & fees
29 Dec - 30 Dec
The Inn at Tacaro Estate
Black Walnut Point Inn
Outdoor pool

Black Walnut Point Inn

3.5 star property
9.0 out of 10, Wonderful, (55)
"Unique property in beautiful setting. Home made breakfast. Quiet and peaceful. Lives the cats that live here too."
Black Walnut Point Inn
Inn at Horn Point
Front of property

Inn at Horn Point

3.0 star property
9.6 out of 10, Exceptional, (18)
"I booked the trip to celebrate an anniversary weekend away with my husband. The property came up through a Yelp review so I checked it out. I was impressed with the location, the detail to cleanliness, and the commitment to the environment. Once I booked the room, the innkeepers were very helpful in offering things to do and places to eat, as well as offering to help make our anniversary stay more memorable. Once we arrived, Cory took the time to greet us as we came in and share some of the...
The price is AED 1,362
AED 1,553 total
includes taxes & fees
9 Jan - 10 January 2025
Inn at Horn Point
Laurel Grove Inn on the South
Room

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (513)
"Now I understand why the great ratings! What a wonderful place to stay. Beautiful views, comfortable with all the conveniences of home. Great hosts who go above and beyond to ensure your stay is fabulous. We will definitely return!"
Laurel Grove Inn on the South
The Albanus Phillips Inn
Exterior

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
The Annapolis Inn
Room

The Annapolis Inn

4.0 star property
9.0 out of 10, Wonderful, (4)
"The Annapolis Inn exceed every expectation! The owners are absolutely fabulous. The property is gorgeous and exceptionally appointed. Alex is a gourmet chef who left us wanting more each breakfast. Joe is a tremendous story teller and you will want to sit for hours listening and conversing. Both are wonderful and kind humans who gave us their undivided attention and complete care. This was my first experience at a bed and breakfast and I am forever spoiled. You won’t find better accommodations...
The Annapolis 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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Other property types in Sherwood

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Private rear courtyard

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (205)
"A great experience all around"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Exterior

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

9.8 out of 10, Exceptional, (38)
"This home was perfect for our 12-person family. There was plenty of room to spread out, and the house was well stocked with everything we needed. It would be a great place to vacation in the summer as well. The owner was helpful, communicated well, and accommodating. We hope we can return sometime in the future."
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Relaxing Waterfront Cottage Near St Michaels, Maryland
Charming Cottage on a quite creek of the Chesapeake Bay with private pool.

Relaxing Waterfront Cottage Near St Michaels, Maryland

9.8 out of 10, Exceptional, (218)
"Were pleased with the property and surroundings. Very beautiful, ancient trees. Neighborhood was quiet and the river and dock were favorite reading spots. Enjoyed!!!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
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.

Frequently asked questions

Searching for B&Bs in Sherwood?
If you want to find a place to stay with a small number of rooms and a more personalized environment, a B&B may be the perfect thing for your vacation to Sherwood. If your ideal vacation to Sherwood includes spending lots of time outside, Back Creek Community Park is a good spot to enjoy the scenery.
How do you know if a B&B is the right choice for your stay?
B&Bs all have a unique charm. Whether it’s a cozy reading space or a sunlit breakfast nook, 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 décor. Parsonage Inn: 8 rooms. 5.4 mi (8.7 km) from the downtown core. Enjoy the free full breakfast and unique décor. Hummingbird Inn: 6 rooms. Situated 13.4 mi (21.5 km) from the heart of Sherwood. Enjoy the free full breakfast and massage services. The Oaks Waterfront: 15 rooms. 7.6 mi (12.2 km) from the heart of downtown. Enjoy the free cooked breakfast and rooftop terrace. George Brooks House B&B: 6 rooms. Located 5.5 mi (8.8 km) from the core of Sherwood. Enjoy the library and fireplace in the lobby.
What's the best time of year to book my B&B in Sherwood?
When you’re planning your trip to Sherwood, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Sherwood is 53 inches.
What is there to do in Sherwood?
Spend some time exploring Goat Island and Back Creek Community Park if you’re hoping to see some of the area’s natural features. You might check out Knapp’s Narrows Marina & Inn if you have time to see more of the area.
How can I get to and around Sherwood?
You can plan your excursions in and around Sherwood ahead of time with these transportation options. Fly into Easton, MD (ESN-Easton - Newnam), which is located 14.1 mi (22.7 km) away 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, you may want to rent a car for your trip.