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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Sherwood bed & breakfast

Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (66 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is AED 624
AED 687 total
includes taxes & fees
19 Jan - 20 Jan
George Brooks House B&B
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is AED 547
AED 602 total
includes taxes & fees
19 Jan - 20 Jan
Parsonage Inn
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is AED 1,517
AED 1,669 total
includes taxes & fees
14 Feb - 15 Feb
The Oaks Waterfront
Front of property

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (86 reviews)
"This place is the cutest and they are the nicest people! The breakfast is delicious!!"
Canada
Chrystine
Hummingbird Inn
Lobby lounge

Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.4 out of 10, Exceptional, (85 reviews)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is AED 667
AED 760 total
includes taxes & fees
19 Jan - 20 Jan
Flag House Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate
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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"The room was great and the staff was super nice. "
Stacy C 3-night trip
Posted 3 days ago
Crowne Plaza Annapolis by IHG

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: Flag House Inn: 5 rooms. 17.5 mi (28.2 km) from the heart of Sherwood. Enjoy the unique décor and fireplace in the lobby. George Brooks House B&B: 6 rooms. 5.5 mi (8.8 km) from the downtown core. Enjoy the library and fireplace in the lobby. Parsonage Inn: 8 rooms. Situated 5.4 mi (8.6 km) from the heart of Sherwood. Enjoy the free full breakfast and unique décor. The Oaks Waterfront: 15 rooms. 7.6 mi (12.2 km) from the heart of downtown. 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 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 St. Michaels Marina 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.