𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Sherwood (2026)

A large brick house with a green roof, surrounded by lush gardens and trees.

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Our top choices for Sherwood hotels

A marina with boats docked at wooden piers, surrounded by greenery.

A waterfront property with houses, a dock, and a grassy area.

A covered patio area with wicker furniture and a view of a building with large windows.

A building with a sign reading "The Inn."

1. Knapps Narrows Marina & Inn

Sherwood

BARBARA

S$141

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

A waterfront property with a dock, a sailboat, and a building with a red roof.

A large building with a swimming pool, dock, and green surroundings.

A spacious indoor dining area with large windows, tables, and chairs.

2. The Tilghman Island Inn

Tilghman

William

S$260

includes taxes & fees

12 Oct - 13 Oct

A waterfront property with a covered patio, a dock, and a boat.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.

A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

3. Wylder Tilghman Island

Tilghman

Gary

S$395

includes taxes & fees

18 Oct - 19 Oct

A two-story building with a covered entrance and an American flag.

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

4. St Michaels Inn

St. Michaels

Lynn

S$125

includes taxes & fees

11 Oct - 12 Oct

A two-story house with a porch, a front door, and a small garden area.

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

5. The Wildset

Downtown St. Michaels

Sarah

S$354

includes taxes & fees

3 Nov - 4 Nov

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

6. Best Western Plus Easton Inn & Suites

Easton

Lori

S$182

includes taxes & fees

11 Oct - 12 Oct

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

A living room with a fireplace, a sofa, a chair, and a bookshelf.

A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.

A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.

7. George Brooks House B&B

St. Michaels

Erin

S$272

includes taxes & fees

2 Nov - 3 Nov

A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

A cozy room with a fireplace, a framed picture above it, and two armchairs.

A cozy room with a round table, a chair with a floral cushion, a lamp, a remote control, and a door.

A four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.

8. Parsonage Inn

Downtown St. Michaels

Paul

S$352

includes taxes & fees

2 Nov - 3 Nov

A modern hotel dining area with a long table, four chairs, and three pendant lights.

A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

9. Hampton Inn Easton

Easton

Rachel

S$180

includes taxes & fees

15 Oct - 16 Oct

A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

A gym with a treadmill, elliptical, and stationary bike.

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

10. Baymont by Wyndham Easton

Easton

Ellen

S$125

includes taxes & fees

11 Oct - 12 Oct

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

A modern bar area with a long counter and multiple bar stools.

11. Rod 'N' Reel Resort

Chesapeake Beach

Kathleen K

S$189

includes taxes & fees

20 Oct - 21 Oct

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

A reception area with two reception desks, a wall-mounted sign reading "Holiday Inn Express," and a telephone on the right side.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

12. Holiday Inn Express Easton by IHG

Easton

Emily

S$189

includes taxes & fees

25 Oct - 26 Oct

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

A hotel with a covered entrance, multiple floors, and a parking lot.

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

13. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

S$190

includes taxes & fees

18 Oct - 19 Oct

A room with a view of a wooden deck and a gazebo by the water.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

A hotel room with a large bed, a chair, a desk, and a television.

14. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

S$722

includes taxes & fees

8 Nov - 9 Nov

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

15. The Tidewater Inn

Easton

Miriam

S$232

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

An outdoor event area with round tables and a view of the water.

A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

16. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

S$216

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk, a TV, and a window with curtains.

A building with a sign reading "EcoLodge."

A covered corridor with a series of doors, each marked with a number.

A hotel reception area with a check-in counter, a digital display, and a red carpet with the hotel's name.

17. Econo Lodge Easton Route 50

Easton

Adriana

S$114

includes taxes & fees

15 Oct - 16 Oct

A large, two-story barn-style building with a covered front porch and a garage.

A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.

A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

A large, two-story white house with a porch and multiple windows.

18. Kent Island Resort

Stevensville

Bethany

S$214

includes taxes & fees

28 Oct - 29 Oct

A patio with outdoor seating, overlooking a marina with boats.

An indoor swimming pool with clear views of boats and water.

A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.

A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

19. Hilton Garden Inn Kent Island Marina

Grasonville

roney

S$197

includes taxes & fees

19 Oct - 20 Oct

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

A spacious lobby with a staircase, a reception desk, and a dining area.

20. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

S$128

includes taxes & fees

8 Nov - 9 Nov

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Stay near popular Sherwood attractions

Goat Island

Commune with nature and explore the great outdoors at Goat Island during your travels in Sherwood. Wander the marina or discover the area's sunsets.

See properties

Back Creek Community Park

Back Creek Community Park is just one of the places to see in Sherwood, so why not enjoy the other things to explore during your travels? Wander the marina or discover the area's sunsets.

See properties

Learn more about Sherwood

Explore the historic Sherwood Forest community with its charming waterfront homes and private marina along the Severn River. Nearby Annapolis offers sailing excursions, while local residents enjoy exclusive access to the community beach and tennis courts.

See all hotels in Sherwood

Top Sherwood Hotel Reviews

Historic Inns of Annapolis

10/10 Excellent

"Nice"

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Everything was great. Staff was very helpful"

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent

"no"

Rod 'N' Reel Resort

10/10 Excellent

"Great local getaway on the water."

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Great bartender she was a true professional at her job"

St Michaels Inn

10/10 Excellent

"Late night manager was extremely helpful!"

Knapps Narrows Marina & Inn

10/10 Excellent

"I will be back! Beautiful surroundings in a very well maintained, locally staffed (and guessing owned in conjunction with the marina), quaint hotel. The sound of the moored boats out front was soothing and the place was spic and span. Front desk staff are very friendly and great with recommendations."

More cheap stays in Sherwood

Best Western Annapolis

2520 Riva Rd Annapolis MD

S$116

12 Oct - 13 Oct

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

S$125

11 Oct - 12 Oct

includes taxes & fees

8/10 Very good! (1,001 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

S$128

8 Nov - 9 Nov

includes taxes & fees

8/10 Very good! (1,001 reviews)

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD

S$142

21 Oct - 22 Oct

includes taxes & fees

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

S$160

25 Oct - 26 Oct

includes taxes & fees

8.4/10 Very good! (1,001 reviews)

Best Western Plus Easton Inn & Suites

8708 Alicia Drive Easton MD

S$182

11 Oct - 12 Oct

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Sherwood?

Knapps Narrows Marina & Inn is one of the top choices for your stay based on our traveller data. This hotel is a short 14-minute walk from Chesapeake Bay, and it offers a marina and free breakfast. Two other choices for your stay in the area are DoubleTree by Hilton Hotel Annapolis and Historic Inns of Annapolis. See all available top hotels, or vacation rentals in Sherwood.

If I need to cancel my hotel reservation in Sherwood, will I receive a refund?

Yes, most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Sherwood.

What's the best dog-friendly place to stay in Sherwood?

Lowes Wharf Marina Inn is a top inn for people travelling with their pets, and offers a marina and a restaurant for its human guests. See more pet-friendly hotel accommodations in Sherwood.

What are some hotels with pools in Sherwood?

Knapps Narrows Marina & Inn: Hotel, 14-minute walk from Chesapeake Bay. Features daily, a seasonal outdoor pool and free self parking. Crowne Plaza Annapolis by IHG and Rod 'N' Reel Resort are a couple of other choices with an on-site pool. View all hotels with pools in Sherwood.

What's it like to stay in Sherwood?

Visitors can enjoy all that Sherwood has to offer, including the waterfront and restaurants. This city also attracts tourists with its scenic and welcoming setting. In Sherwood, there are 8 hotels and other accommodation options to choose from. Find out more about Sherwood.

What are the top places to visit in Sherwood?

A couple of favourite places to visit are Knapp's Narrows Marina & Inn and Goat Island. You'll also find St. Michaels Winery and Saint Michaels Town Hall in the area. Take a look at what more there is to see and do in Expedia's Sherwood guide.

What's the seasonal weather like in Sherwood?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Sherwood is 1341 mm.

Sherwood Hotels from S$114

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Sherwood

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Sherwood hotels

1. Knapps Narrows Marina & Inn

2. The Tilghman Island Inn

3. Wylder Tilghman Island

4. St Michaels Inn

5. The Wildset

6. Best Western Plus Easton Inn & Suites

7. George Brooks House B&B

8. Parsonage Inn

9. Hampton Inn Easton

10. Baymont by Wyndham Easton

11. Rod 'N' Reel Resort

12. Holiday Inn Express Easton by IHG

13. Fairfield Inn & Suites by Marriott Easton

14. Inn at Perry Cabin

15. The Tidewater Inn

16. Hyatt Place Kent Narrows & Marina

17. Econo Lodge Easton Route 50

18. Kent Island Resort

19. Hilton Garden Inn Kent Island Marina

20. Quality Inn Grasonville near Kent Island

Stay near popular Sherwood attractions

Goat Island

Back Creek Community Park

Learn more about Sherwood

Top Sherwood Hotel Reviews

Historic Inns of Annapolis

DoubleTree by Hilton Hotel Annapolis

Holiday Inn Express & Suites Annapolis by IHG

Rod 'N' Reel Resort

Hilton Garden Inn Kent Island Marina

St Michaels Inn

Knapps Narrows Marina & Inn

More cheap stays in Sherwood

Best Western Annapolis

St Michaels Inn

Best Western Kent Narrows Inn

Hampton Inn & Suites Annapolis

Holiday Inn Express & Suites Annapolis by IHG

Best Western Plus Easton Inn & Suites

Frequently asked questions

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