Hotels in Sherwood

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Where to stay in Sherwood?

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

A building with a sign reading "The Inn."

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

A bed with two pillows, one with "HAPPY PLACE" text, and a framed picture above the bed.

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.

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

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

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

2. The Tilghman Island Inn

Tilghman

$175

$193 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

A hotel room with two beds, a chair, and a painting on the wall.

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

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

4. Wylder Tilghman Island

Tilghman

$219

$291 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

5. The Wildset

Downtown St. Michaels

$229

$277 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

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

$215

$237 total

includes taxes & fees

Nov 2 - Nov 3

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.

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

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

8. Parsonage Inn

Downtown St. Michaels

$250

$275 total

includes taxes & fees

Nov 2 - Nov 3

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

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.

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

9. Baymont by Wyndham Easton

Easton

$90

$99 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

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

10. Hampton Inn Easton

Easton

$128

$141 total

includes taxes & fees

Oct 29 - Oct 30

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

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

A breakfast bar with a waffle maker, coffee machine, and juice dispenser.

A building with a sign reading "EcoLodge."

11. Econo Lodge Easton Route 50

Easton

$76

$84 total

includes taxes & fees

Nov 22 - Nov 23

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

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

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

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

12. Rod 'N' Reel Resort

Chesapeake Beach

$137

$152 total

includes taxes & fees

Nov 12 - Nov 13

A modern food court with a central island, various food stations, and a yogurt display.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

13. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

$99

$110 total

includes taxes & fees

Nov 22 - Nov 23

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

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.

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

14. Quality Inn Grasonville near Kent Island

Grasonville

$83

$93 total

includes taxes & fees

Nov 15 - Nov 16

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

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.

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

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

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

17. The Tidewater Inn

Easton

$179

$197 total

includes taxes & fees

Nov 1 - Nov 2

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

A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

A poolside area with lounge chairs and a mural of a sunset over water.

18. Best Western Kent Narrows Inn

Grasonville

$90

$100 total

includes taxes & fees

Nov 8 - Nov 9

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

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

A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.

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

19. Sandaway Suites & Beach

Oxford

$335

$369 total

includes taxes & fees

Nov 3 - Nov 4

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 modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

20. Hyatt Place Kent Narrows & Marina

Grasonville

$152

$169 total

includes taxes & fees

Oct 29 - Oct 30

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Go beyond your typical stay in Sherwood

Cottage

Pet friendly

Hot tub

Family friendly

Pool

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.

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Back Creek Community Park

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

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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

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Easy access to downtown, Great waterside restaurants."

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Great place"

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."

Best Western Annapolis

8/10 Good

"If you want to get a feel for Annapolis, you should try a hotel closer to the harbor. Since we had seen Annapolis many times and were looking for a quick, efficient stay, this met our needs. A few remarks on the property; - Needs updates -bathroom door did not close fully - mystery eggs were part of breakfast, but coffee was good."

St Michaels Inn

8/10 Good

"older facility but kept clean. a good value for an over night"

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!"

Hilton Garden Inn Annapolis Downtown

8/10 Good

"Room was okay and hotel is well located near Westin where i was attending a conference. Ice machines were not working but can go to bar when it is open. (great bar and bartenders!) Parking was disappointing, definitely didn't realize that it was necessary to Valet or pay to self park. I did not register my car as I was in a hurry and came out to a note on my ticket and all the air out of my back left tire. AAA came and refilled and tire was fine so it really was as if someone did it purposefully."

Knapps Narrows Marina & Inn

8/10 Good

"Property is very clean with beautiful views. Property very close to Tilghman island as quick walk over the bridge to get on the island. Restaurant also within walking distance."

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.

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