Search B&B in Sherwood

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

B&B in Sherwood

Front of property
Flag House Inn

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (81)
"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 480
AED 547 total
includes taxes & fees
19 Nov - 20 Nov
Flag House Inn
Exterior
George Brooks House B&B

George Brooks House B&B

3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is AED 661
AED 727 total
includes taxes & fees
19 Nov - 20 Nov
George Brooks House B&B
Porch
Hummingbird Inn

Hummingbird Inn

3.5 star property
Easton
10.0 out of 10, Exceptional, (86)
"The kindest most sweetest checkin"
United States
Nicole
Hummingbird Inn
Front of property
The Oaks Waterfront

The Oaks Waterfront

4.0 star property
Easton
10.0 out of 10, Exceptional, (40)
"Loved the Oaks! Fabulous accommodations and excellent staff"
United States
Barbara
The price is AED 1,517
AED 1,669 total
includes taxes & fees
19 Nov - 20 Nov
The Oaks Waterfront
Porch
Parsonage Inn

Parsonage Inn

3.5 star property
St. Michaels
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
United States
John
The price is AED 841
AED 925 total
includes taxes & fees
19 Nov - 20 Nov
Parsonage Inn
Horseback riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

5.0 star property
Tracys Landing
9.2 out of 10, Wonderful, (10)
"Amazing, warm, gracious setting. Can’t wait to return "
United States
Andrea
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sherwood Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"The room was very clean, the staff were very nice. Great location."
Joseph 1-night trip
Posted 5 days ago
Hilton Garden Inn Annapolis Downtown

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, Knapp's Narrows Marina & Inn and Goat Island 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: 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. Flag House Inn: 5 rooms. 17.5 mi (28.2 km) from the downtown core. Enjoy the local cuisine breakfast and unique décor. The Oaks Waterfront: 15 rooms. Situated 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 heart of downtown. Enjoy the free full 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?
When you want to check out some attractions in town, you might consider a visit to Knapp's Narrows Marina & Inn and Goat Island. 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.