𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Woolford (2026)

A group of white birds flying over a field of dry grass.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Woolford

Pet friendly

Apartment

Condo

Pool

Hot tub

Family friendly

Cottage

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Woolford hotels

A breakfast buffet with various food items and a sign indicating complimentary breakfast hours.

A Holiday Inn Express sign, a parking lot, and a building with a covered entrance.

A hotel room with two beds, a desk with a flat-screen TV, a small table, and a colorful carpet.

A coffee station with two espresso machines, a coffee grinder, and various coffee pods and cups.

1. Holiday Inn Express Cambridge by IHG

Cambridge

Agnes

S$169

includes taxes & fees

11 Nov - 12 Nov

A spacious lobby with a reception desk, seating area, and a television screen.

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

A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.

2. Comfort Inn & Suites Cambridge

Cambridge

Ana

S$156

includes taxes & fees

27 Oct - 28 Oct

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A marina with boats docked, a sandy beach, and a clear blue sky.

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

3. Hyatt Regency Chesapeake Bay

Cambridge

John

S$304

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a blue accent wall, a large bathtub, a sofa, a bed with a patterned bedspread, and a television.

A compact kitchenette with a microwave, coffee maker, and storage for condiments.

A Days Inn & Suites building with a parking lot and a blue SUV parked in front.

A reception area with a wooden desk, a sign for Days Inn & Suites, and a tiled floor.

4. Days Inn & Suites by Wyndham Cambridge

Cambridge

Ronald

S$107

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a dark wood floor, a blue countertop, and wooden cabinets.

A hotel room with two beds, a wooden headboard, a desk, a chair, a television, and a painting on the wall.

A building with a parking lot, a covered entrance, and a sign for 'Walt A. Souffle'.

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

5. Cambridge Inn

Cambridge

Paul

S$107

includes taxes & fees

15 Oct - 16 Oct

A living room with two grey sofas, a coffee table, and a ceiling fan.

A dining area with a table set for four, surrounded by grey upholstered chairs. A black wire basket is placed on the table.

A bedroom with a bed, a nightstand, a floor lamp, a ceiling fan, and a door leading to another room.

A kitchen with white cabinets, a stove, a sink, and a dish rack.

6. Cambridge Apt in Walkable Neighborhood

Cambridge

LOIS

S$413

includes taxes & fees

17 Oct - 18 Oct

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.

7. St Michaels Inn

St. Michaels

Lynn

S$113

includes taxes & fees

1 Nov - 2 Nov

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 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.

8. Hampton Inn Easton

Easton

Rachel

S$180

includes taxes & fees

29 Oct - 30 Oct

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

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

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

A waterfront property with houses, a dock, and a grassy area.

9. Knapps Narrows Marina & Inn

Sherwood

BARBARA

S$211

includes taxes & fees

22 Oct - 23 Oct

A covered outdoor seating area with wicker furniture and large windows.

A hotel lobby with a fireplace, a reception desk, and a seating area.

A hotel reception area with a self-service beverage station, snack vending machines, and a minibar.

A spacious hotel lobby with multiple seating areas, large windows offering views of the outdoors, and a modern interior design.

10. Hilton Garden Inn Solomons

Solomons

Aaron

S$180

includes taxes & fees

1 Nov - 2 Nov

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.

11. The Tilghman Island Inn

Tilghman

William

S$261

includes taxes & fees

19 Oct - 20 Oct

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

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

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.

12. The Tidewater Inn

Easton

Miriam

S$232

includes taxes & fees

1 Nov - 2 Nov

A room with a white door, a wooden coat rack with robes, a lamp, and a bottle on a side table.

An outdoor patio area with stone flooring, outdoor seating, and string lights.

A person holding a shark tooth in a room with a staircase, a red chair, and patterned carpet.

13. Historic 1825 Chesapeake Farm Stay

St. Leonard

Theresa

S$186

includes taxes & fees

10 Nov - 11 Nov

A wooden dock with a bench and a wooden post with a light fixture.

A wooden dock leading to a house with a lawn and a pond.

A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

A corner room with a window overlooking a green field, a wooden barrel, a chair, and a small table with a candle and flowers.

14. Marvel's on the Creek

East New Market

Richard

S$256

includes taxes & fees

19 Oct - 20 Oct

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

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.

15. The Wildset

Downtown St. Michaels

Sarah

S$354

includes taxes & fees

3 Nov - 4 Nov

A reception area with a round wooden table, a potted plant, a vase with dried flowers, a clock, and a reception desk.

A hotel room with a bed, a sofa, a desk, and a TV.

A spacious lobby with a stone fireplace, blue seating, and a television mounted on the wall.

16. Comfort Inn & Suites Lexington Park near Pax River

Lexington Park

Jennifer

S$170

includes taxes & fees

1 Nov - 2 Nov

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

A beach with clear water, sandy shore, and some vegetation.

17. Sandaway Suites & Beach

Oxford

Gary

S$422

includes taxes & fees

10 Nov - 11 Nov

A hotel lobby with a dining area, seating, a fireplace, and a view of the outside through large windows.

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

A reception desk with a 'Welcome to the Crab State' sign, two HP laptops, and a 'No Mask, No Service' sign.

A living room with a stone wall, a fireplace, and framed pictures.

18. Hampton Inn by Hilton Lexington Park

Lexington Park

Edwin

S$156

includes taxes & fees

13 Nov - 14 Nov

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

A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

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.

19. Wylder Tilghman Island

Tilghman

Gary

S$355

includes taxes & fees

18 Oct - 19 Oct

An outdoor seating area with a fire pit, cushioned benches, and a modern design.

A gym with treadmills, a rowing machine, and a bench.

A cozy outdoor seating area with a stone fire pit, wicker ottomans, and a red stool.

20. Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Lexington Park

Michelle

S$191

includes taxes & fees

12 Nov - 13 Nov

View all properties

Hotels recommended for families in Woolford

Holiday Inn Express Cambridge by IHG

Cambridge

S$169

includes taxes & fees

11 Nov - 12 Nov

Comfort Inn & Suites Cambridge

Cambridge

S$156

includes taxes & fees

27 Oct - 28 Oct

Hyatt Regency Chesapeake Bay

Cambridge

S$304

includes taxes & fees

8 Nov - 9 Nov

Cambridge Apt in Walkable Neighborhood

Cambridge

S$413

includes taxes & fees

17 Oct - 18 Oct

St Michaels Inn

St. Michaels

S$113

includes taxes & fees

1 Nov - 2 Nov

Knapps Narrows Marina & Inn

Sherwood

S$211

includes taxes & fees

22 Oct - 23 Oct

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Woolford attractions

Woods Island

Commune with nature and explore the great outdoors at Woods Island during your travels in Woolford.

See properties

Learn more about Woolford

Venture to sights like Blackwater National Wildlife Refuge and Woods Island as you discover Woolford.

See all hotels in Woolford

Top Woolford Hotel Reviews

Hilton Garden Inn Solomons

10/10 Excellent

"Great stay"

Sandaway Suites & Beach

10/10 Excellent

"This place is amazing! Ben went way over and above with hospitality. He has what he calls 7 o’clock coffee where he delivers coffee and pastries on your doorstep. Who does this? No one. The view of the bay is incredible. Will definitely stay again longer next time."

The Tidewater Inn

10/10 Excellent

"Very Cs"

St Michaels Inn

10/10 Excellent

"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."

Hampton Inn Easton

8/10 Good

"Clean and as expected."

Baymont by Wyndham Easton

10/10 Excellent

"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."

Days Inn & Suites by Wyndham Cambridge

8/10 Good

"Yes, I could pick this place apart, but really, for one night it was clean and adequate. I didn't expect a palace. The worst part was that Cambridge -the whole town - reeks of skunk. Not the hotel's fault"