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

Sherwood Hotel Guide - Pet Friendly Hotels in Sherwood, Maryland

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Check availability on Sherwood Pet Friendly Hotels

Tonight
22 Aug - 23 Aug
Tomorrow
23 Aug - 24 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

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 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.

1. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
Pamela
€193
includes taxes & fees
23 Aug - 24 Aug
The Tilghman Island Inn
A waterfront property with a covered patio, a dock, and a boat.
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 wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

2. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Leslie
€234
includes taxes & fees
13 Sept - 14 Sept
Wylder Tilghman Island
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 restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.
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.

3. The Wildset

The Wildset
Downtown St. Michaels
United States
Paula
€247
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 swimming pool with lounge chairs and a covered area, surrounded by a fence and buildings.
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.

4. Quality Inn

Quality Inn
Easton
United States
Karen
€106
includes taxes & fees
25 Aug - 26 Aug
Quality Inn
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 two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.
A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.

5. George Brooks House B&B

George Brooks House B&B
St. Michaels
United States
Erin
€199
includes taxes & fees
24 Aug - 25 Aug
George Brooks House B&B
Two Adirondack chairs facing a calm body of water with a clear sky above.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.
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.

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Jackie
€121
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG
A swimming pool with a mural, lounge chairs, and a hot tub.
A multi-story hotel with a central courtyard, a flag, and a sign indicating it is a Radisson hotel.
A patio area with lounge chairs, a table, and umbrellas.
A modern interior with a dining area, kitchen, and living space.

7. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
United States
chanel
€121
includes taxes & fees
30 Aug - 31 Aug
Best Western Kent Narrows Inn
A multi-story hotel with a central entrance, a landscaped garden with flowers, and a metal sculpture.
A marina with docked boats, a picnic area, and a grassy lawn with a tree.
A marina with boats docked at wooden piers, surrounded by greenery and houses in the background.
A modern kitchen with a large island, bar stools, and a wine rack.

8. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
United States
Dale
€197
includes taxes & fees
15 Sept - 16 Sept
Anchored Inn at Hidden Harbour Marina
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 hotel room with a large bed, a chair, a desk, and a television.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

9. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Andrew
€401
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 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.

10. Hampton Inn Easton

Hampton Inn Easton
Easton
United States
Jason
€149
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Easton
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Top Sherwood Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Cute shore type hotel. Nice pool and was pretty clean. It was perfect for a night in St Michael's.. About a mile from the town."
Patrick 1-night trip
Posted 1 hour ago
St Michaels Inn
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

10/10 Excellent
"Incredible hotel. Very roomy including a kitchen and living space with a separate TV from the bedroom. Also a pool table room right across the hall. Excellent in every way."
Martin 1-night trip
Posted 5 hours ago
Hampton Inn & Suites Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Everything you want in a hotel.. kind service great restaurant and bar and featured amenities."
susan greco 1-night trip
Posted 5 hours ago
The Westin Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"I reserve two rooms for me and my family. We had an amazing time and the temperature was perfect. After being outside at the beach all day. The bathrooms were small but clean and the areas were all clean a lot of fresh tiles and wash rags and the bed was also clean breakfast in the morning was very nice. They had a pancake maker cereal, and there was something for everybody, including eggs and sausage I would definitely recommend and come again easy check-in process Miss D made everything enjoyable and check out with smooth as well."
Noelia 1-night trip
Posted 1 day ago
Sonesta ES Suites Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Top notch staff from the front desk, housekeeping and valet. My only real complaint was the early AM construction in the hallway. But all the workers were friendly and courteous to me passing by to get to the elevator."
Erich 1-night trip
Posted 2 days ago
Annapolis Waterfront Hotel, Autograph Collection
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf course. Families can be quite boisterous; we will opt for calmer winter months in future."
Annette 2-night trip
Posted 2 days ago
Hyatt Regency Chesapeake Bay
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Amazing experience highly recommend"
Andrew 2-night trip
Posted 6 days ago
Inn at Perry Cabin

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 Knapp's Narrows Marina & Inn and Goat Island. When you're in the area, make time for a stop at St. Michaels Winery.