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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 11 B&B in Sherwood with updated reviews, rates, and availability.

Lowes Wharf Marina Inn
Marina

Lowes Wharf Marina Inn

3.0 star property
7.8 out of 10, Good, (71)
"Very relaxing ( we were there midweek). Incredible location and sunsets."
Lowes Wharf Marina 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

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sun loungers, beach towels

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

10.0 out of 10, Exceptional, (33)
"The Chesapeake Mansion was even better than it looks on the VRBO listing. Huge house but still managed to feel warm and inviting, never cold or stand-offish. We cooked big dinners for our group of 12 and the kitchen was perfect for that. Billiards room was fun, amazing bar room, also an exercise room. Walking out on the dock was always a treat. With 12 people, folks could always find a place to chill out when they wanted, but we also had big rooms where we could all get together for chatting and...
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous

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

10.0 out of 10, Exceptional, (210)
"We loved our visit to Annapolis, and our stay at 10 Randall was all that we’d imagined it would be.We wish the weather has been a tad warmer, but I don’t think John could have fixed that .We highly recommend this charming home."
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Outdoor dining

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10.0 out of 10, Exceptional, (180)
"This house was so cozy yet spacious! The house was amply stocked with just about everything you would want or need. The owner responded to our inquiries immediately! I hope we go back there again! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
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. 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 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: The Oaks Waterfront: 15 rooms. 7.6 mi (12.2 km) from the heart of Sherwood. Enjoy the free cooked breakfast and rooftop terrace. Parsonage Inn: 8 rooms. 5.4 mi (8.7 km) from the downtown core. Enjoy the free full breakfast and unique décor. 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 the lobby. The Inn at Tacaro Estate: 8 rooms. 13.2 mi (21.2 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. Flag House Inn: 5 rooms. Located 17.5 mi (28.2 km) from the core of Sherwood. Enjoy the local cuisine breakfast and unique décor.
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?
When you want to check out 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 like St. Michaels Winery or Chesapeake Bay Maritime Museum 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.