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

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Check availability on Sherwood Pet-Friendly Hotels

Tonight
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

Our top choices for Sherwood pet-friendly hotels

An outdoor bar area with a view of the lake, wooden deck, and metal roof structure.
A large building with a swimming pool, dock, and green surroundings.
A waterfront property with a dock, a sailboat, and a building with a red roof.
A modern lounge area with a fireplace, seating, and a view of the outdoors.

1. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
Pamela
฿6,701
฿7,371 total
includes taxes & fees
16 Sept - 17 Sept
The Tilghman Island Inn
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.
A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.
A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.

2. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Leslie
฿7,252
฿9,611 total
includes taxes & fees
1 Sept - 2 Sept
Wylder Tilghman Island
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 restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.
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.

3. The Wildset

The Wildset
Downtown St. Michaels
United States
Paula
฿7,812
฿9,411 total
includes taxes & fees
8 Sept - 9 Sept
The Wildset
A modern building with large windows, a brick facade, and a well-maintained lawn with flower beds.
A lobby with a brick wall, three framed pictures, and a patterned carpet.
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
A swimming pool with lounge chairs and a covered area, surrounded by a fence and buildings.

4. Quality Inn

Quality Inn
Easton
United States
Erik
฿4,938
฿5,431 total
includes taxes & fees
29 Aug - 30 Aug
Quality Inn
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 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.

5. George Brooks House B&B

George Brooks House B&B
St. Michaels
United States
Erin
฿6,914
฿7,605 total
includes taxes & fees
7 Sept - 8 Sept
George Brooks House B&B
A swimming pool with a mural, lounge chairs, and a hot tub.
A hotel room with a large bed, a separate sitting area, a bathtub, and a view of the outdoors.
A modern interior with a dining area, kitchen, and living space.
A multi-story hotel with a central courtyard, a flag, and a sign indicating it is a Radisson hotel.

6. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
United States
chanel
฿3,898
฿4,327 total
includes taxes & fees
7 Sept - 8 Sept
Best Western Kent Narrows Inn
Two Adirondack chairs facing a calm body of water with a clear sky above.
A reception desk with a modern design, a digital display, and a check-in counter.
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 swimming pool with lounge chairs and umbrellas, surrounded by a white fence.

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Betty
฿4,001
฿4,442 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG
A room with a view of a wooden deck and a gazebo by the water.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A hotel room with a large bed, a chair, a desk, and a television.

8. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Andrew
฿14,579
฿16,037 total
includes taxes & fees
7 Sept - 8 Sept
Inn at Perry Cabin
A modern hotel dining area with a long table, four chairs, and three pendant lights.
A hotel hallway with carpeted floors, white doors, and overhead lighting.
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.

9. Hampton Inn Easton

Hampton Inn Easton
Easton
United Kingdom
Rachel
฿4,798
฿5,277 total
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Easton
A patio with outdoor seating, overlooking a marina with boats.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.
A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

10. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
roney
฿4,814
฿5,344 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Kent Island Marina
View all properties

Top Sherwood Hotel Reviews

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Three pools and a hot tub are great. Took advantage of kayak rental on the premises. Our room was clean and the staff were very helpful and friendly."
Sandra 2-night trip
Posted 16 hours ago
Hyatt Regency Chesapeake Bay
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Spacious rooms, very good breakfast selection, even had tacos for breakfast!"
Sophia 1-night trip
Posted 21 hours ago
Sonesta ES Suites Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Walking distance from the historic main street."
Daniel 1-night trip
Posted 2 days ago
The Westin Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"The location of the hotel was awesome along with our balcony view. However you should not have to pay an additional $50 per day to park your car especially since the garage up the street is Therefore the guests are getting pentalized to park at the hotel . Additionally the front desk women were rude and condescending"
Michele 2-night trip
Posted 2 days ago
Annapolis Waterfront Hotel, Autograph Collection
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"I arrived late following a long-distance sailboat race across the Chesapeake Bay. “Nick” was managing the front desk. He was polite, efficient, friendly, and professional. He offered me the best room the hotel had available at my price, and guaranteed I would have a good night’s rest. He was 100% correct. The room was clean and comfortable, and more importantly it was quiet. Check out was easy the next morning."
maurice 1-night trip
Posted 2 days ago
Graduate by Hilton Annapolis

Frequently asked questions

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.
What's the best time of year to travel to Sherwood with my pet?
When you're travelling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. 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.
What is there to see and do with your pet in Sherwood?
Known for its natural beauty and waterfront, Sherwood has lots to offer visitors. See the local sights and visit Goat Island and Knapp's Narrows Marina & Inn. When you're in the area, make time for a stop at St. Michaels Winery.

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