Caroline County Hotels: Top Hotel and Accommodation Destinations in Caroline County

Top Cities in Caroline County

A calm lake surrounded by tall trees and dense reeds.

A forest with tall trees and a sunset in the background.

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Our top choices for Caroline County hotels

A swimming pool with a metal ladder, lounge chairs, and a small building in the background.

1. Best Western Denton Inn

Denton

Courtney

includes taxes & fees

12 Nov - 13 Nov

2. On 7 Acres! Riverfront Estate w/ Views in Denton

Denton

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

3. St Michaels Inn

St. Michaels

Lynn

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

4. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

includes taxes & fees

25 Oct - 26 Oct

Two Adirondack chairs facing a calm body of water with a clear sky above.

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

Grasonville

Marc

includes taxes & fees

15 Nov - 16 Nov

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

6. The Tidewater Inn

Easton

Miriam

includes taxes & fees

1 Nov - 2 Nov

A patio with outdoor seating, overlooking a marina with boats.

7. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

includes taxes & fees

25 Oct - 26 Oct

A room with a view of a wooden deck and a gazebo by the water.

8. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

includes taxes & fees

3 Nov - 4 Nov

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

9. Sandaway Suites & Beach

Oxford

Gary

includes taxes & fees

21 Oct - 22 Oct

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

10. The Wildset

Downtown St. Michaels

Sarah

includes taxes & fees

3 Nov - 4 Nov

A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.

11. Best Western Kent Narrows Inn

Grasonville

Wesley

includes taxes & fees

8 Nov - 9 Nov

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

12. Best Western Plus Easton Inn & Suites

Easton

Donna

includes taxes & fees

15 Nov - 16 Nov

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

13. Baymont by Wyndham Easton

Easton

Edwin

includes taxes & fees

18 Oct - 19 Oct

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

14. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

15. The Oaks Waterfront

Easton

Jeffrey

includes taxes & fees

18 Oct - 19 Oct

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

16. George Brooks House B&B

St. Michaels

Erin

includes taxes & fees

2 Nov - 3 Nov

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.

17. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

includes taxes & fees

25 Oct - 26 Oct

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

18. Holiday Inn Express Easton by IHG

Easton

Alison

includes taxes & fees

18 Oct - 19 Oct

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

19. Hampton Inn Easton

Easton

Andrew

includes taxes & fees

29 Oct - 30 Oct

A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.

20. Hummingbird Inn

Easton

Ann

includes taxes & fees

25 Oct - 26 Oct

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Top Caroline County Hotel Reviews

Microtel Inn & Suites by Wyndham Milford

8/10 Good

"Perfect for an overnight stay. Rick was pleasant and provided us with an excellent option for dinner."

St Michaels Inn

8/10 Good

"We have stayed here quite a few times oner the last 15 or so years. The owners seem to always do work to make it better since the property is not a newer motel. The exterior shows the efforts. The interior is the main concern. The typical cleaning is fine in the high traffic areas, but fine detailing and dusting is non-existent and it's been this way for years. You can usually write you name in the dust on lamps and other items. Normally I would ding this level a cleaning two stars, but the room rates, especially off season, keeps the 4-star rating. Breakfast is in a large room and well stocked. Depending on the vacancy rate, there can be hot eggs and sausage. Otherwise, a fairly hefty continental breakfast. I do have to give a plug for the coffee and that also keeps a for star rating. Their coffee in the breakfast room is excellent compared to most hotels/motels where it is notoriously bad, which I never understood. For java drinkers, it means the difference between starting you day off in a positive or negative way. Never understood why hotels provide bad coffee. It leaves a bad taste in your mouth (pun intended)."

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Our top choices for Caroline County hotels

1. Best Western Denton Inn

2. On 7 Acres! Riverfront Estate w/ Views in Denton

3. St Michaels Inn

4. Hyatt Place Kent Narrows & Marina

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

6. The Tidewater Inn

7. Hilton Garden Inn Kent Island Marina

8. Inn at Perry Cabin

9. Sandaway Suites & Beach

10. The Wildset

11. Best Western Kent Narrows Inn

12. Best Western Plus Easton Inn & Suites

13. Baymont by Wyndham Easton

14. Quality Inn Grasonville near Kent Island

15. The Oaks Waterfront

16. George Brooks House B&B

17. Fairfield Inn & Suites by Marriott Easton

18. Holiday Inn Express Easton by IHG

19. Hampton Inn Easton

20. Hummingbird Inn

Top Caroline County Hotel Reviews

Microtel Inn & Suites by Wyndham Milford

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