Search Chalets in Eastern Shore

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Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Chalets in Eastern Shore

No exact matches found, but these alternatives could be just right

Recommended hotels in Eastern Shore

Exterior
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

2.5 star property
9.2 out of 10, Wonderful, (1004)
"The staff was friendly and helpful. The room was clean. The breakfast buffet was very nice. Good stay overall. "
United States
Annette
The price is SAR 315
SAR 353 total
includes taxes & fees
2 Jan - 3 January 2026
Hampton Inn & Suites Salisbury/Fruitland
Meeting facility
The Tidewater Inn

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (840)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is SAR 634
SAR 698 total
includes taxes & fees
29 Dec - 30 Dec
The Tidewater Inn
Exterior
La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great stay"
United States
Nancy
The price is SAR 344
SAR 385 total
includes taxes & fees
11 Dec - 12 Dec
La Quinta Inn & Suites by Wyndham Newark - Elkton
Balcony
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3.0 star property
9.0 out of 10, Wonderful, (3351)
"Great view, good stay."
United States
Emre
Grand Hotel Ocean City Oceanfront
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3.0 star property
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 SAR 298
SAR 331 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Place 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
9.2 out of 10, Wonderful, (928)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is SAR 297
SAR 330 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
View from room
DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

4.0 star property
9.0 out of 10, Wonderful, (1007)
"The room was clean,the staff was friendly and I enjoyed my stay."
United States
Kelvin
The price is SAR 289
SAR 321 total
includes taxes & fees
10 Dec - 11 Dec
DoubleTree by Hilton Ocean City Oceanfront
Terrace/patio
Tru by Hilton Ocean City Bayside

Tru by Hilton Ocean City Bayside

2.5 star property
9.0 out of 10, Wonderful, (1013)
"Great staff, comfortable rooms"
United States
Julie
The price is SAR 252
SAR 280 total
includes taxes & fees
21 Dec - 22 Dec
Tru by Hilton Ocean City Bayside
Exterior
Hampton Inn & Suites Ocean City West

Hampton Inn & Suites Ocean City West

2.5 star property
9.2 out of 10, Wonderful, (765)
"The room was clean and the staff was nice and helpful. It was near the boardwalk and shopping. Breakfast was a plus"
United States
Keith
The price is SAR 243
SAR 326 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn & Suites Ocean City West
Sundeck
Park Place Hotel

Park Place Hotel

3.0 star property
9.2 out of 10, Wonderful, (1049)
"Great views and courteous staff."
United States
Michelle L
The price is SAR 187
SAR 245 total
includes taxes & fees
14 Dec - 15 Dec
Park Place Hotel
Exterior
Hampton Inn Salisbury

Hampton Inn Salisbury

2.5 star property
8.8 out of 10, Excellent, (1014)
"Staff was friendly and check-in was easy."
United States
Kelly
The price is SAR 357
SAR 400 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Salisbury
Exterior
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (858)
"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 SAR 377
SAR 419 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites Chestertown
Exterior
Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

3.0 star property
8.6 out of 10, Excellent, (955)
"Staff was very nice and kind. Hotel was clean and organized "
United States
Gokhan
The price is SAR 379
SAR 425 total
includes taxes & fees
1 Jan - 2 January 2026
Courtyard by Marriott Salisbury
Property grounds
Hyatt Regency Chesapeake Bay

Resort in Cambridge

4.0 star property
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 SAR 666
SAR 858 total
includes taxes & fees
17 Dec - 18 Dec
Hyatt Regency Chesapeake Bay
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (668)
"Great view, good ambiance all around"
United States
Dianne
The price is SAR 436
SAR 483 total
includes taxes & fees
4 Dec - 5 Dec
Hyatt Place Kent Narrows & Marina
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (127)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is SAR 405
SAR 578 total
includes taxes & fees
8 Dec - 9 Dec
Kent Island Resort
Exterior
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

2.5 star property
8.8 out of 10, Excellent, (753)
"Check-in was quick and easy. Room is clean, bed is comfy. "
United States
Kimberly
The price is SAR 417
SAR 463 total
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Express Cambridge by IHG
Exterior
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 star property
8.2 out of 10, Very Good, (790)
"It was a nice comfortable room convenient to our travels and at a great price. "
United States
Ann
The price is SAR 411
SAR 457 total
includes taxes & fees
29 Dec - 30 Dec
Comfort Inn & Suites Cambridge
Suite, 1 Bedroom (Oceanfront) | View from room
Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

3.0 star property
9.0 out of 10, Wonderful, (1084)
"Love the fact that the hotel is footsteps away from the beach and the view is amazing!!"
United States
Elliott
The price is SAR 282
SAR 313 total
includes taxes & fees
8 Dec - 9 Dec
Hilton Garden Inn Ocean City Oceanfront
Exterior
Best Western Plus Pocomoke City

Best Western Plus Pocomoke City

2.5 star property
8.6 out of 10, Excellent, (876)
"Clean and comfortable rooms, wonderful staff"
United States
Brenda
The price is SAR 348
SAR 386 total
includes taxes & fees
1 Jan - 2 January 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

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Beautiful, clean hotel. Pleasant staff"
Sharon 2-night trip
Posted 2 days ago
Grand Hotel Ocean City Oceanfront