Search Hotels with Connecting Rooms in Eastern Shore

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Our top choices for Eastern Shore hotels with connecting rooms

1. 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, (1,002 reviews)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
The price is £84
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,006 reviews)
"The staff at the front desk were friendly and helpful."
United States
Billy
The price is £144
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chesapeake Bay

3. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
7.6 out of 10, Good, (958 reviews)
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
United States
Edwin
The price is £68
includes taxes & fees
10 Nov - 11 Nov
Baymont by Wyndham Easton

4. Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
2.5 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1,002 reviews)
"Very enjoyable stay. Staff was very warm and welcoming."
United States
Erin
The price is £49
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn & Suites Ocean City/Bayfront-Convention Center

5. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,003 reviews)
"Nice location & stay"
United States
Holly
The price is £75
includes taxes & fees
15 Nov - 16 Nov
Best Western Kent Narrows Inn

6. Cambria Hotel Ocean City - Bayfront

Cambria Hotel Ocean City - Bayfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1,001 reviews)
"Very well maintained staff was super nice and professional higher recommend staying here"
United States
Patricia
The price is £68
includes taxes & fees
7 Dec - 8 Dec
Cambria Hotel Ocean City - Bayfront

7. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (528 reviews)
"Wonderful place to stay. The staff was beyond helpful. Everything is homemade and nightly s’mores by the fire pit were so much fun! Can not recommend this place enough!"
United States
Dena
The price is £183
includes taxes & fees
1 Dec - 2 Dec
The Wildset

8. Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (1,470 reviews)
"Wonderful stay with great eats."
United States
Christopher
The price is £76
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn & Suites Ocean City by IHG

9. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.0 out of 10, Wonderful, (1,008 reviews)
"Plenty of parking! Comfortable beds and pillows. The staff was amazing, kind, helpful and friendly. I would definitely stay there again."
United States
Margaret
The price is £98
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Easton Inn & Suites

10. Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City
3.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean large room-great view, welcoming staff especially during breakfast-delicious options, last minute stay turned out to be great decision"
United States
Karen
The price is £69
includes taxes & fees
12 Nov - 13 Nov
Residence Inn by Marriott Ocean City
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.

Top Eastern Shore Hotel Reviews

Find out more about Eastern Shore

Discover top Eastern Shore attractions

The Eastern Shore of the United States beckons adventurous families with a multitude of activities and picturesque landscapes. Start your explorations in St. Michaels, where you can visit the Chesapeake Bay Maritime Museum to dive into the region's rich nautical history, or take a charming boat tour along the bay, spotting playful dolphins and majestic herons. For outdoor enthusiasts, Assateague Island National Seashore offers pristine beaches and the chance to see the famous wild ponies galloping through the surf. Families can also enjoy a fun day at Ocean City, where the vibrant boardwalk and amusement parks provide thrills for all ages, from roller coasters to classic arcades. Don’t miss the chance to savour the exquisite local seafood at quaint waterfront restaurants, particularly the renowned crab cakes and oysters. For a luxurious stay, consider the historic town of Easton, which boasts elegant boutique hotels and charming inns that blend modern comfort with classic charm. Here, you can stroll through tree-lined streets, enjoy delightful shops and galleries, and unwind at spa facilities that cater to your every need, ensuring an experience that balances adventure with relaxation.

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