Hotels with connecting rooms in Eastern Shore

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Our top choices for Eastern Shore hotels with connecting rooms

In-room safe, desk, blackout curtains, iron/ironing board
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

2.5 star property
Fruitland
9.2 out of 10, Wonderful, (1000)
"Amazingly friendly staff. Welcoming and heart warming, had to extend a night due to car issues, they were able to facilitate us with no issues, and being a part of hilton honors it's like going home."
United States
Haitham
The price is S$120
includes taxes & fees
2 Jan - 3 Jan, 2026
Hampton Inn & Suites Salisbury/Fruitland
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (930)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is S$125
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (3348)
"Great place "
United States
jeffrey
Grand Hotel Ocean City Oceanfront
Indoor pool
Tru by Hilton Ocean City Bayside

Tru by Hilton Ocean City Bayside

2.5 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1003)
"Great staff, comfortable rooms"
United States
Julie
The price is S$97
includes taxes & fees
5 Jan - 6 Jan, 2026
Tru by Hilton Ocean City Bayside
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4.0 star property
Cambridge
8.8 out of 10, Excellent, (1002)
"Very courteous staff."
United States
Joseph
The price is S$297
includes taxes & fees
5 Jan - 6 Jan, 2026
Hyatt Regency Chesapeake Bay
Terrace/patio
The Tidewater Inn

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (841)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is S$255
includes taxes & fees
1 Jan - 2 Jan, 2026
The Tidewater Inn
Exterior
Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites

4.0 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1339)
"Really enjoyed my stay. "
United States
Stella
The price is S$153
includes taxes & fees
7 Jan - 8 Jan, 2026
Hilton Ocean City Oceanfront Suites
Premium bedding, pillow-top beds, desk, blackout curtains
La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton

3.0 star property
Elkton
9.0 out of 10, Wonderful, (1000)
"Great stay"
United States
Nancy
The price is S$138
includes taxes & fees
21 Dec - 22 Dec
La Quinta Inn & Suites by Wyndham Newark - Elkton
Exterior
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

3.0 star property
Salisbury
8.6 out of 10, Excellent, (959)
"Staff was very nice and kind. Hotel was clean and organized "
United States
Gokhan
The price is S$156
includes taxes & fees
18 Dec - 19 Dec
Courtyard by Marriott Salisbury
View from room
Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront

3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (1002)
"Amazing hotel and staff "
United States
Lorielen
The price is S$120
includes taxes & fees
17 Dec - 18 Dec
Courtyard Ocean City Oceanfront
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Eastern Shore Hotel Reviews

Fenwick Inn

Fenwick Inn

10/10 Excellent
"The room was very clean, the pool was great, the restaurant upstairs was great and the breakfast was very good. "
Valerie 2-night trip
Posted 1 day ago
Fenwick Inn

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels with connecting rooms in Eastern Shore cost?
Expect to pay from S$97 to S$297 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 8.8, 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.