Hotels in Sherwood

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Where to stay in Sherwood?

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

$130

$143 total

includes taxes & fees

Oct 30 - Oct 31

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

A modern lounge area with a fireplace, seating, and a view of the outdoors.

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

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

2. The Tilghman Island Inn

Tilghman

$175

$193 total

includes taxes & fees

Oct 26 - Oct 27

A conference room with round tables, each with a black tablecloth and red sashes.

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.

3. St Michaels Inn

St. Michaels

$89

$98 total

includes taxes & fees

Nov 1 - Nov 2

A wooden sauna with a door, a wooden bench, and a bottle of water on the bench.

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

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

A waterfront hotel with a covered dock and a large building with multiple balconies.

4. Wylder Tilghman Island

Tilghman

$235

$308 total

includes taxes & fees

Oct 27 - Oct 28

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

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

A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

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

$229

$277 total

includes taxes & fees

Nov 9 - Nov 10

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

A golf course with a water hazard and surrounding trees.

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

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

6. Inn at Perry Cabin

Downtown St. Michaels

$485

$533 total

includes taxes & fees

Nov 11 - Nov 12

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.

7. Baymont by Wyndham Easton

Easton

$90

$99 total

includes taxes & fees

Oct 26 - Oct 27

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

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

A two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.

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

8. George Brooks House B&B

St. Michaels

$199

$219 total

includes taxes & fees

Oct 26 - Oct 27

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

$128

$141 total

includes taxes & fees

Oct 29 - Oct 30

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.

An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.

10. Parsonage Inn

Downtown St. Michaels

$250

$275 total

includes taxes & fees

Nov 2 - Nov 3

The entrance to Rod N' Reel Resort with a covered walkway, a decorative fountain, and a stone wall with plants.

A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.

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

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

11. Rod 'N' Reel Resort

Chesapeake Beach

$137

$152 total

includes taxes & fees

Nov 8 - Nov 9

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

A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

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

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

12. Quality Inn Grasonville near Kent Island

Grasonville

$83

$93 total

includes taxes & fees

Nov 15 - Nov 16

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

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

An indoor swimming pool with a 'NO LIFEGUARD ON DUTY' sign, lounge chairs, and potted plants.

13. Holiday Inn Express Easton by IHG

Easton

$149

$164 total

includes taxes & fees

Oct 26 - Oct 27

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

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

A building with a sign reading "EcoLodge."

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

14. Econo Lodge Easton Route 50

Easton

$76

$84 total

includes taxes & fees

Nov 23 - Nov 24

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

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

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.

15. Best Western Plus Easton Inn & Suites

Easton

$119

$131 total

includes taxes & fees

Nov 15 - Nov 16

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 lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

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

16. Fairfield Inn & Suites by Marriott Easton

Easton

$135

$149 total

includes taxes & fees

Nov 1 - Nov 2

A beachfront property with a large tree, multiple buildings, and beach chairs.

A large, two-story house with a balcony, situated on a grassy lawn with autumn leaves, near a body of water.

A waterfront bar with outdoor seating, a view of the water, and American flags.

A lakeside view with sailboats, grassy areas, and white Adirondack chairs.

17. Sandaway Suites & Beach

Oxford

$335

$369 total

includes taxes & fees

Nov 4 - Nov 5

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

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

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

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

18. The Tidewater Inn

Easton

$179

$197 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, a desk with a chair, a flat-screen TV, a microwave, a bathroom with a sink and mirror, and a large mirror on the wall.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

A restaurant with a counter, seating area, and a clock on the wall.

A reception desk with a clock, framed pictures, and a sign for express checkout.

19. Best Western Kent Narrows Inn

Grasonville

$90

$100 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

A wooden console table with framed floral artwork, two lamps, and two ottomans.

A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

A white colonial-style house with a covered porch, brick steps, and outdoor seating.

20. The Oaks Waterfront

Easton

$489

$538 total

includes taxes & fees

Oct 26 - Oct 27

View all properties

Go beyond your typical stay in Sherwood

Pet friendly

Pool

Spa

Hot tub

Family friendly

Top landmarks in Sherwood

Goat Island

Goat Island is 1.5 mi (2.4 km) from central Sherwood, why not stop by during your stay.

See properties

Back Creek Community Park

Back Creek Community Park is worth a visit, located 2.8 mi (4.5 km) from central Sherwood.

See properties

Learn more about Sherwood

Sherwood is well-known for its attractions such as Knapp's Narrows Marina & Inn and Goat Island.

See all hotels in Sherwood

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

Check out reviews of Sherwood hotels guests love

Best Western Annapolis

8/10 Good

"Room was equally convenient at a lower price point than nearby Hilton and Marriott options. Bed was comfortable. We appreciated having both microwave and minifridge (which was quieter than many minifridges). Parking was easy and we could park close to our room. Best Western is set back from the highway and easy to miss (even with google directions) the first time you go there, but easy thereafter. We would go back."

Graduate by Hilton Annapolis

8/10 Good

"The hotel was clean and well located, and the staff was pleasant and helpful. My only complaint was that the mattress was a little soft, and I would have preferred a choice of pillows."

Hilton Garden Inn Annapolis

8/10 Good

"We got in late and left early. It was a decent hotel."

Knapps Narrows Marina & Inn

10/10 Excellent

"We are boaters so love the atmosphere of staying in a marina with a boat yard. The sunsets were beautiful there. Make sure you get a room facing the bay."

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Easy access to downtown, Great waterside restaurants."

The Westin Annapolis

10/10 Excellent

"Great last minute booking. All went smoothly"

Rod 'N' Reel Resort

8/10 Good

"The Hotel was excellent. However, Expedia did not disclose that there was an additional charge for resort fee that was not included in the quoted price from Expedia. There was an additional $33.00 when I checked into the hotel. I could have gone with a different online reservation cheaper."

Sonesta ES Suites Annapolis

10/10 Excellent

"Very pleasant surprise! Great price for studio apartment- way better than the Marriott I just checked out of!"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Wonderful staff! Had a problem getting into the bed because it was too high and I was too short. They were wonderful with accommodating my needs! They moved me to a new room and location!"

Frequently asked questions

What hotels do travelers recommend in Sherwood?

Guests like Knapps Narrows Marina & Inn and St Michaels Inn.

Can I book a refundable hotel in Sherwood?

If you're looking for the flexibility to change your plans to Sherwood, most properties offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Sherwood if I want a vacation home instead of a traditional hotel?

You'll find 6 vacation homes on our site.

What will the weather in Sherwood be like during my vacation?

The warmest months in Sherwood are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 41°F. The rainiest months are August and October.

Why should I book my Sherwood accommodation with Hotels.com?

There are plenty of reasons to book your Sherwood travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Keep exploring

More ways to book

Book Hotels in Sherwood on Hotels.com