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

Hotels with Entertainment in Eastern Shore, Maryland

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Check availability on Eastern Shore Hotels with Entertainment

Tonight
Aug 11 - Aug 12
Tomorrow
Aug 12 - Aug 13
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Eastern Shore hotels with entertainment

1. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Monica
P5,571
P8,429 total
includes taxes & fees
Aug 25 - Aug 26
Historic Inns of Annapolis

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
Rinal
P13,288
P17,990 total
includes taxes & fees
Aug 26 - Aug 27
Hyatt Regency Chesapeake Bay

3. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
United States
Barbara
P8,534
P9,558 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Ocean City / Oceanfront

4. Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort
North Ocean City
United States
Janel
P8,212
P10,164 total
includes taxes & fees
Sep 7 - Sep 8
Princess Royale Oceanfront Resort

5. Beachcomber

Beachcomber
North Ocean City
United States
Brian
P5,030
P6,846 total
includes taxes & fees
Sep 1 - Sep 2
Beachcomber

6. Park Place Hotel

Park Place Hotel
Downtown Ocean City
United States
Chris
P7,856
P10,620 total
includes taxes & fees
Sep 7 - Sep 8
Park Place Hotel

7. Best Western Plus Concordville Hotel

Best Western Plus Concordville Hotel
Concordville
United States
Lindsay
P7,740
P8,591 total
includes taxes & fees
Sep 6 - Sep 7
Best Western Plus Concordville Hotel

8. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Mehtab
P5,413
P6,062 total
includes taxes & fees
Sep 7 - Sep 8
SeaLoft Oceanfront Hotel

9. Fenwick Inn

Fenwick Inn
North Ocean City
United States
Joseph
P5,413
P6,970 total
includes taxes & fees
Sep 7 - Sep 8
Fenwick Inn

10. Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore
Inner Harbor
United States
Jesse
P5,927
P6,964 total
includes taxes & fees
Aug 17 - Aug 18
Pier 5 Hotel Baltimore
View all properties

Top Eastern Shore Hotel Reviews

Ashore Oceanfront Hotel by Marriott

Ashore Oceanfront Hotel by Marriott

8/10 Good
"The room was just ok. It had only 1 usable outlet plug (literally one) on the night stand. The other 2 outlets were on the opposite sides of the room, one by the door with no tables (I had to charge my phone from the floor) and the second outlet was for the TV, coffee machine and light so not usable. Side note, very poor lighting in the room. Just seemed to have a lot of night lights on instead of real light. The best part of the stay was the staff who were all wonderful. Everyone was very nice and helpful. Something else to note, that I learned the hard way, is that the Hotel itself is oceanfront, but the rooms have a Partial Ocean View. It's still a nice view but not oceanfront. You also cannot hear the ocean because the AC units outside are so loud. The balcony was very small and really has no purpose. You can stand out there but not for long because the condensation from the upstairs AC unit drips and you can't sit out there. The elevator was also super slow. And because it was so slow, it was always packed so that was no fun. It was not miserable but definitely not what I expected, and we won't be going back. I would give the staff 5 stars and the hotel itself a 3/4. It was clean but a bit rundown with lipstick to cover it up."
Jessica 3-night trip
Posted 1 hour ago
Ashore Oceanfront Hotel by Marriott
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

8/10 Good
"The rooms were okay, but the furniture could definitely use some updating. The area was quiet and peaceful, and the hallways were clean and well-maintained. The room was okay the sofa bed had a huge stain no sheets or pillows or blankets for the sofa bed I called downstairs to get extra blankets and sheets to use for the sofa bed, and no one never came. Snack and soda machine near the room. my Favorite was the private beach in the back of the hotel small but not to crowded with people water bottles are also a dollar at the kayak rental behind the hotel not too many beach chairs in the back to sit overall I gave it a six out of ten."
Eileen 3-night trip
Posted 10 hours ago
Princess Bayside Beach Hotel
Fenwick Inn

Fenwick Inn

8/10 Good
"Overall, the hotel was good, and there was plenty of parking available. However, since we stayed in a pet-friendly room, the cleanliness of the hallways and the room could have been better. When we first entered the room, we noticed a significant amount of pet hair from the previous guest, especially in the corners of the room. On the positive side, the beds and linens were clean and comfortable. However, the breakfast area was quite disappointing. It looked very different from the pictures online and felt more like a college cafeteria than a comfortable hotel breakfast area. The space was not particularly inviting or pleasant for enjoying breakfast. Overall, the hotel was decent, but there is definitely room for improvement when it comes to cleanliness and the breakfast area."
Donya 3-night trip
Posted 11 hours ago
Fenwick Inn
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

10/10 Excellent
"Simply amazing, my family will stay again!!!"
Jamar 3-night trip
Posted 13 hours ago
Carousel Resort Hotel & Condominiums
Castle in the Sand

Castle in the Sand

10/10 Excellent
"Fun place, old school with real room keys."
Melissa 1-night trip
Posted 14 hours ago
Castle in the Sand
Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent
"Love the staff, love the pool bar with food & the restaurant at the bottom. Love the location. You can just walk out the hotel to the boardwalk or the beach"
Haley 2-night trip
Posted 19 hours ago
Plim Plaza Hotel

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