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

Hotels with connecting rooms in Eastern Shore

  • 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 connecting rooms

Tonight
6 Sept - 7 Sept
Tomorrow
7 Sept - 8 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Eastern Shore hotels with connecting rooms

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 pool area with multiple pools, lounge chairs, and a pool lift.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

1. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
United States
Margaret
S$180
includes taxes & fees
27 Sept - 28 Sept
Best Western Plus Easton Inn & Suites
Two Adirondack chairs facing a calm body of water with a clear sky above.
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.
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.

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Emily
S$167
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG
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.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

3. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
S$263
includes taxes & fees
29 Sept - 30 Sept
The Tidewater Inn
A swimming pool with a metal ladder, lounge chairs, and a small building in the background.
A restaurant with a bar area, seating, and a kitchen in the background.
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 hotel lobby with a reception desk, seating area, and a large wall mural.

4. Best Western Denton Inn

Best Western Denton Inn
Denton
United States
Courtney
S$167
includes taxes & fees
8 Sept - 9 Sept
Best Western Denton 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 lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
A hotel with a covered entrance, multiple floors, and a parking lot.

5. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
United States
Stephanie
S$188
includes taxes & fees
13 Sept - 14 Sept
Fairfield Inn & Suites by Marriott Easton
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.

6. Hampton Inn Easton

Hampton Inn Easton
Easton
United Kingdom
Rachel
S$215
includes taxes & fees
1 Oct - 2 Oct
Hampton Inn Easton
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 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.

7. The Wildset

The Wildset
Downtown St. Michaels
United States
Paula
S$365
includes taxes & fees
22 Sept - 23 Sept
The Wildset
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A spacious dining area with high ceilings, large windows, and modern chandeliers.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
A marina with boats docked, a sandy beach, and a clear blue sky.

8. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
Naomi
S$393
includes taxes & fees
29 Sept - 30 Sept
Hyatt Regency Chesapeake Bay
A lobby with seating, a reception desk, and a cityscape mural on the wall.
A hotel room with a desk, chair, sofa, and a TV. There are framed pictures on the wall and a window with curtains.
A hotel room with a bed, a sofa, a small table, a TV, and a framed picture on the wall.
A spacious indoor area with multiple seating options including tables and booths, a bar area with a cityscape mural, and large windows providing natural light.

9. La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton
Elkton
United States
Grace
S$145
includes taxes & fees
8 Sept - 9 Sept
La Quinta Inn & Suites by Wyndham Newark - Elkton
A balcony with two blue Adirondack chairs facing a beach with a white fence and a clear sky.
A modern hotel room with a bed, a sofa, a desk, and a chair.
A modern hotel lobby with a large wall sign reading "SeaLoft Oceanfront Hotel," wicker furniture, a leather sofa, and a view of the street through a large window.
The exterior of SeaLoft Oceanfront Hotel with a prominent sign and a balcony with white railings.

10. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Ramona
S$98
includes taxes & fees
23 Sept - 24 Sept
SeaLoft Oceanfront Hotel
View all properties

Top Eastern Shore Hotel Reviews

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Clean friendly and pool restaurant every thing right there"
jean 1-night trip
Posted 3 hours ago
Grand Hotel Ocean City Oceanfront
Castle in the Sand

Castle in the Sand

10/10 Excellent
"Great place to stay staff friendly very helpful two restaurants on site ocean view cannot be beat and cheaper than a lot of other options in the area. I highly highly recommend"
Reginald 2-night trip
Posted 6 hours ago
Castle in the Sand
Quality Inn Oceanfront

Quality Inn Oceanfront

10/10 Excellent
"Nive I r"
dawn 2-night trip
Posted 10 hours ago
Quality Inn Oceanfront
Crystal Beach Hotel

Crystal Beach Hotel

10/10 Excellent
"The check-in was smooth and quick the room was nice its right on the boardwalk and close to many places to eat. I enjoyed it."
Eric 1-night trip
Posted 12 hours ago
Crystal Beach Hotel
Fenwick Inn

Fenwick Inn

10/10 Excellent
"Great"
Yunshen 7-night trip
Posted 21 hours ago
Fenwick Inn

Frequently asked questions

How much do hotels with connecting rooms in Eastern Shore cost?
Expect to pay from S$98 to S$393 per night for hotels with connecting rooms in Eastern Shore. Whatever your budget, a terrific stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Eastern Shore?
There are multiple hotels with connecting rooms in Eastern Shore with a total average guest review rating of 9.0, so you'll easily find a place that suits your style. If you're holidaying in Ocean City, consider a stay at Cambria Hotel Ocean City - Bayfront. This popular 3-star hotel comes with connecting rooms, a swimming pool and an electric car charging station. Travellers also recommend Residence Inn by Marriott Ocean City. This 3-star Ocean City escape offers on-site beach yoga and a terrace.
How many hotels with adjoining rooms are there in Eastern Shore?
Eastern Shore has 73 hotels with adjoining rooms to pick from. Enter your dates and destination and get a start on planning your ideal holiday today.
Are there any family-friendly hotels with connecting rooms in Eastern Shore?
You'll find family-friendly hotels with connecting rooms in cities around Eastern Shore, including Ocean City. Residence Inn by Marriott Ocean City is one stay that will cater to your needs in this popular city. It has a 3-star rating and useful amenities like a nearby zoo and complimentary breakfast. Alternatively, unpack your bags at Holiday Inn & Suites Ocean City, an IHG Hotel. With a nearby theme park, a nearby beach and connecting rooms, this 3-star property in Ocean City will make you and your crew feel at home. Ocean City offers lots of family-friendly attractions when it's time to sightsee. Ocean City Beach and Maryland Beach will keep everyone entertained.
Why book your hotel with connecting rooms in Eastern Shore with Expedia?
With Expedia, it's a cinch to find your ideal hotel with connecting rooms in Eastern Shore. Holidaying with the kids? Make the most of our filters to search for stays with a kitchen or a pool. If you're sticking to a budget, click on how much you want to spend and the preferred star rating of your hotel. We'll help you find the perfect place whatever your escape looks like.
How can I find cheap hotels with connecting rooms in Eastern Shore?
Expedia is here to help you easily source cheap hotels with connecting rooms in Eastern Shore. To discover your special stay in just a few keystrokes, use our handy filter tool to refine your search results by budget, amenities and star rating.
What is there to do in Eastern Shore near my hotel with connecting rooms?
There are countless ways to spend your time in Eastern Shore. If you're headed to Ocean City, don't miss Ocean City Beach, Seacrets Distilling Company and Trimper's Rides. Planning to stay in Berlin? Globe Theatre, Main Street Berlin and Calvin B. Taylor House Museum are popular sights here.

Explore a world of travel with Expedia