A marina with numerous boats docked at wooden piers under a clear sky.

Eastern Shore Hotel Guide - Hotels with WiFi in Eastern Shore, Maryland

  • 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

Check availability on Eastern Shore Hotels with WiFi

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Eastern Shore hotels with wifi

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 modern food court with a central island, various food stations, and a yogurt display.

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Marc
€101
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
A gym with a treadmill, elliptical, and stationary bike.
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.

2. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
United States
Ellen
€87
includes taxes & fees
4 Oct - 5 Oct
Baymont by Wyndham Easton
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

3. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
United States
Raheem
€125
includes taxes & fees
4 Oct - 5 Oct
Best Western Plus Easton Inn & Suites
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 spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

4. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
€174
includes taxes & fees
1 Nov - 2 Nov
The Tidewater Inn
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.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
A hotel with a covered entrance, multiple floors, and a parking lot.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

5. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
United States
Amanda
€131
includes taxes & fees
11 Oct - 12 Oct
Fairfield Inn & Suites by Marriott Easton
A spacious lobby with a reception desk, seating area, and a television screen.
A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.

6. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
United States
Dana
€111
includes taxes & fees
27 Oct - 28 Oct
Comfort Inn & Suites Cambridge
A rooftop terrace with wicker furniture, a fire pit, and a view of a 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.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

7. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
€149
includes taxes & fees
13 Oct - 14 Oct
Hyatt Place Kent Narrows & Marina
A swimming pool with a metal ladder, lounge chairs, and a small building in the background.
A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.
A hotel room with a bed, a sofa, a desk, and a chair. There are two lamps on the nightstands, a television, and a window with curtains.
A restaurant with a bar area, seating, and a kitchen in the background.

8. Best Western Denton Inn

Best Western Denton Inn
Denton
United States
Courtney
€116
includes taxes & fees
4 Oct - 5 Oct
Best Western Denton Inn
A multi-story hotel with a pool area, balconies, and a view of the ocean.
A hotel room with a large bed, two chairs, a desk, and a view of the city through the window.
A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.
A lobby with green sofas, a round table with a plant, and a lantern.

9. Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
Downtown Ocean City
United States
Tash
€68
includes taxes & fees
28 Oct - 29 Oct
Grand Hotel Ocean City Oceanfront
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
Exterior
A rectangular swimming pool with a tiled edge, surrounded by lounge chairs and a concrete deck.
Exterior

10. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
€99
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Chestertown
View all properties

Top Eastern Shore Hotel Reviews

Castle in the Sand

Castle in the Sand

8/10 Good
"Resort type hotel right on the beach happy hour with rock band playing on a Monday afternoon, Good value for money spent easy parking,"
James 1-night trip
Posted 1 hour ago
Castle in the Sand
Quality Inn Oceanfront

Quality Inn Oceanfront

10/10 Excellent
"Fantastic as always. My only mild complaint is I wish they'd update their showers. Water pressure wasn't great and neither was the temperature control. HOWEVER I love this hotel. The staff is wonderful, rooms are a good size, great view from the ocean front side and my family LOVES the birds. Fantastic deal for the price."
Abbey 1-night trip
Posted 3 hours ago
Quality Inn Oceanfront
Bonita Beach Hotel

Bonita Beach Hotel

10/10 Excellent
"Clean rooms. Clean property."
Joshua 4-night trip
Posted 4 hours ago
Bonita Beach Hotel
Crystal Beach Hotel

Crystal Beach Hotel

10/10 Excellent
"Everything was great, front desk was very helpful"
Hilda 1-night trip
Posted 10 hours ago
Crystal Beach Hotel
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

10/10 Excellent
"My sister in law and I spent Sept 21-26 2026 for a girls trip. We were pleased with our ocean front balcony room and appreciated having the restaurant, indoor pool and hot tub on premises. We were there during the Sept nor'easter so not having to leave the hotel to eat was very nice. All the staff were polite and friendly. We plan to come again hoping to be able to enjoy the beach next time."
Teresa 4-night trip
Posted 1 day ago
Carousel Resort Hotel & Condominiums

Explore a world of travel with Expedia