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
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Sherwood pet-friendly hotels

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.
A large building with a swimming pool, dock, and green surroundings.
A spacious indoor dining area with large windows, tables, and chairs.
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
William
€181
includes taxes & fees
12 Oct - 13 Oct
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 view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

2. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Gary
€259
includes taxes & fees
18 Oct - 19 Oct
Wylder Tilghman Island
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 swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

3. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
United States
Ellen
€87
includes taxes & fees
12 Oct - 13 Oct
Baymont by Wyndham Easton
A two-story house with a porch, a front door, and a small garden 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.
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.

4. The Wildset

The Wildset
Downtown St. Michaels
United States
Sarah
€246
includes taxes & fees
3 Nov - 4 Nov
The Wildset
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
A two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.
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.

5. George Brooks House B&B

George Brooks House B&B
St. Michaels
United States
Erin
€189
includes taxes & fees
2 Nov - 3 Nov
George Brooks House B&B
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 four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.
A cozy room with a round table, a chair with a floral cushion, a lamp, a remote control, and a door.

6. Parsonage Inn

Parsonage Inn
Downtown St. Michaels
United States
Paul
€245
includes taxes & fees
2 Nov - 3 Nov
Parsonage Inn
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 hotel hallway with carpeted floors, white doors, and overhead lighting.

7. Hampton Inn Easton

Hampton Inn Easton
Easton
United Kingdom
Rachel
€125
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn Easton
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 modern food court with a central island, various food stations, and a yogurt display.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Marc
€109
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG
A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.
A kitchenette with a coffee machine, a framed picture, and a potted plant.
A restaurant with a counter, seating area, and a clock on the wall.
An outdoor patio area with picnic tables and a Samuel Adams branded umbrella.

9. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
United States
Beth
€107
includes taxes & fees
13 Oct - 14 Oct
Best Western Kent Narrows Inn
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
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.

10. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
€150
includes taxes & fees
13 Oct - 14 Oct
Hyatt Place Kent Narrows & Marina
View all properties

Top Sherwood Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"This was a nice spot to land while we visited Annapolis family and friends. Comfortable and very nice staff - especially in the dining room!"
Virginia 2-night trip
Posted 7 hours ago
DoubleTree by Hilton Hotel Annapolis
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Friendly and respectful staff, clean premises, well stocked breakfast, rooms need better maintenance."
Silvia 1-night trip
Posted 2 days ago
Best Western Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"It is an excellent value for the cost!"
Nancy 1-night trip
Posted 2 days ago
Sonesta ES Suites Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 5 days ago
St Michaels Inn

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.