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Check availability on Eastern Shore Family-Friendly Hotels

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Eastern Shore Family-Friendly Hotels

Arcade
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (3346)
"Great view, good stay."
United States
Emre
Grand Hotel Ocean City Oceanfront
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, (928)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is 2.088.108 ₫
2.317.801 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
The Tidewater Inn

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (840)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is 4.455.685 ₫
4.901.253 ₫ total
includes taxes & fees
29 Dec - 30 Dec
The Tidewater Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1595)
"Room was very clean, staff were the best.would definitely recommend staying there."
United States
Gary
The price is 2.096.376 ₫
2.326.978 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Place Ocean City / Oceanfront
Free daily buffet breakfast
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, (1005)
"Great stay"
United States
Nancy
The price is 2.413.979 ₫
2.703.657 ₫ total
includes taxes & fees
4 Dec - 5 Dec
La Quinta Inn & Suites by Wyndham Newark - Elkton
View from room
DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1006)
"The room was clean,the staff was friendly and I enjoyed my stay."
United States
Kelvin
The price is 2.032.214 ₫
2.255.758 ₫ total
includes taxes & fees
7 Dec - 8 Dec
DoubleTree by Hilton Ocean City Oceanfront
Lobby
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 star property
Chestertown
8.6 out of 10, Excellent, (857)
"The room was a great size and very clean. The staff were very accommodating and friendly. The amenities were very good. We would definitely recommend this hotel. "
United States
Santa
The price is 2.689.230 ₫
2.985.046 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Comfort Inn & Suites Chestertown
Children’s play area – outdoor
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4.0 star property
Cambridge
8.8 out of 10, Excellent, (1006)
"Pleasant staff, clean accommodations although could benefit from a modern upgrade. Restaurant was knowledgeable and helpful in assisting my wife with accommodating celiac options. "
United States
Daniel
The price is 4.683.742 ₫
6.027.902 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Hyatt Regency Chesapeake Bay
Standard Room, 2 Queen Beds, Non Smoking | Desk, blackout curtains, iron/ironing board, free WiFi
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 star property
Cambridge
8.2 out of 10, Very good, (789)
"It was a nice comfortable room convenient to our travels and at a great price. "
United States
Ann
The price is 2.890.922 ₫
3.208.923 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Cambridge
Indoor pool
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 star property
Pocomoke City
8.6 out of 10, Excellent, (876)
"Clean and comfortable rooms, wonderful staff"
United States
Brenda
The price is 2.443.088 ₫
2.711.828 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Best Western Plus Pocomoke 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.
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Top Eastern Shore Hotel Reviews

Red Roof Inn Perryville

Red Roof Inn Perryville

10/10 Excellent
"."
Jared 1-night trip
Posted 6 days ago
Red Roof Inn Perryville

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