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

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 808
AED 889 total
includes taxes & fees
25 Nov - 26 Nov
George Brooks House B&B
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (56)
"delightful and charming! great views and peaceful! We really enjoyed our stay!"
The price is AED 1,319
AED 1,451 total
includes taxes & fees
8 Dec - 9 Dec
The Oaks Waterfront
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 771
AED 848 total
includes taxes & fees
4 Dec - 5 Dec
Parsonage Inn
Flag House Inn
Dining room

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (61)
"Very nice facility. Close to shops and restaurants."
The price is AED 657
AED 750 total
includes taxes & fees
24 Nov - 25 Nov
Flag House 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 1,150
AED 1,265 total
includes taxes & fees
24 Nov - 25 Nov
Hummingbird Inn
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
8 Dec - 9 Dec
The Inn at Tacaro Estate
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 1,237
AED 1,410 total
includes taxes & fees
25 Nov - 26 Nov
Inn at Horn Point
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"Beautiful resort, outdated but clean.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
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
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
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
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, (202)
"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
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, (217)
"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
Charming Annapolis WaterVIEW Home
3 covered balconies, a ground floor patio, and ceramic and propane grills.

Charming Annapolis WaterVIEW Home

9.6 out of 10, Exceptional, (49)
"Wonderful location to downtown Annapolis! Beautiful home, well maintained and plenty of room. The porch overlooking the bay has a table for 10 which provided a wonderful setting for our family. This is our second stay and we’ll absolutely stay again "
Charming Annapolis WaterVIEW Home
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’re looking for something a little different than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your getaway.
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: George Brooks House B&B: 6 rooms. 5.5 mi (8.8 km) from the heart of Sherwood. Enjoy the library and fireplace in the lobby. The Oaks Waterfront: 15 rooms. 7.6 mi (12.2 km) from the downtown core. Enjoy the free cooked breakfast and rooftop terrace. Parsonage Inn: 8 rooms. Situated 5.4 mi (8.7 km) from the heart of Sherwood. Enjoy the free full breakfast and unique décor. Flag House Inn: 5 rooms. 17.5 mi (28.2 km) from the heart of downtown. Enjoy the local cuisine breakfast and unique décor. 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 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 Breezy Point Beach and Maryland Quiet Waters Park if you’re hoping to see some of the area’s natural features. You might put Chesapeake Beach Water Park and Triton Beach on your list if you want 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.