TOP Luxury Hotels in Eastern Maryland for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels

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Our top choices for Eastern Maryland luxury hotels

Breakfast, lunch, dinner and brunch served

Inn at Perry Cabin

Downtown St. Michaels

Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.

includes taxes & fees

24 Jun - 25 Jun

Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers

Hyatt Regency Chesapeake Bay

Cambridge

Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.

includes taxes & fees

23 Jun - 24 Jun

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

includes taxes & fees

17 Jun - 18 Jun

In-room safe, desk, laptop workspace, blackout curtains

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

includes taxes & fees

17 Jun - 18 Jun

Marvel's on the Creek

East New Market

includes taxes & fees

16 Jun - 17 Jun

The Oaks Waterfront

Easton

includes taxes & fees

14 Jun - 15 Jun

Deck w/ Canal Access: Ocean City Townhome

North Ocean City

includes taxes & fees

20 Jun - 21 Jun

The Ivy Hotel

Midtown

Indulgent Baltimore retreat offering historic charm, a full-service spa, and fine dining.

includes taxes & fees

13 Jul - 14 Jul

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Top Eastern Maryland Hotel Reviews

Quality Inn Oceanfront

10/10 Excellent

"This place is always a great place to stay."

Fenwick Inn

6/10 Okay

"Staff was super friendly and tried to be helpful. My room keys did not work and they were rekeyed and replaced 3 times. Maintenance tried as well. After we had settled in because they couldn't get the room keys to work, we were moved to a different room. They obviously had not had the time to clean it. Floor was dirty questionable as to what it was stuck to the floor. I used wash wipes to clean it. The room was so stuffy and hot. This was resolved in a few hours once the AC/fan kicked in. There was a microwave on the floor. I went to use it to heat up my dog's food and didn't realize it was so greasy. It was horrible. Not only the floors in my room were dirty, the hallway was just as bad - so many spills and stains. I know it was a dog-friendly floor, but that should've made them more inclined to keep it clean. Nobody at front desk when I went to check out. I think she was a housekeeping person came from the back and I let her know I wanted to check out and turn in the keys. She asked me my room number and said ok and walked away. I finally just left the keys by the phone on the front desk as I had an appointment I had to get to. I definitely won't go back."

Tidelands Caribbean Hotel and Suites

10/10 Excellent

"The staff here is fabulous, very friendly and always willing to answer a question or offer assistance. I was impressed with the security and how they handled situations quietly and efficiently. The hotel has two pools that were clean and well maintained. I loved how close this hotel was to everything. We stayed in a pool side suite which was very spacious. The only thing I would have changed is I would have requested not to be on floor two. Our balcony was literally on the pool deck and was unusable during pool hours. Overall, I would absolutely recommend this hotel."

Crystal Beach Hotel

10/10 Excellent

"This was the second time we stayed at Crystal Beach and loved it! We decided to make it the hotel we will always book when in O C! Everyone was nice and helpful. Loved the pool with the bar and food options . Beds were comfortable, room was a good size and bathroom was huge! We didn’t use the second pool on the boardwalk this time but did the last time and it was really nice too. We look forward to staying there again on our next vacation!"

Castle in the Sand

10/10 Excellent

"Excellent family friendly location with beach access. As far as I know this is the only hotel in ocean city that still has a diving board, which is cool. A little distance( about 2.3 mi from boardwalk, but we knew that. Great prices, polite and very helpful, friendly staff. Couldnt have been better."

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Check availability on Eastern Maryland Luxury Hotels

Our top choices for Eastern Maryland luxury hotels

Inn at Perry Cabin

Hyatt Regency Chesapeake Bay

Hilton Ocean City Oceanfront Suites

DoubleTree by Hilton Ocean City Oceanfront

Marvel's on the Creek

The Oaks Waterfront

Deck w/ Canal Access: Ocean City Townhome

The Ivy Hotel

Swanendele Inn at St. Mary's Maryland

Hotel Du Pont

Top Eastern Maryland Hotel Reviews

Quality Inn Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

Fenwick Inn

Princess Royale Oceanfront Resort

Tidelands Caribbean Hotel and Suites

Crystal Beach Hotel

Carousel Resort Hotel & Condominiums

Castle in the Sand

Quality Inn Ocean City Beachfront

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Find Luxury Hotels in Eastern Maryland

Change your mind

Treat yourself

Be picky

Check availability on Eastern Maryland Luxury Hotels

Our top choices for Eastern Maryland luxury hotels

Inn at Perry Cabin

Hyatt Regency Chesapeake Bay

Hilton Ocean City Oceanfront Suites

DoubleTree by Hilton Ocean City Oceanfront

Marvel's on the Creek

The Oaks Waterfront

Deck w/ Canal Access: Ocean City Townhome

The Ivy Hotel

Swanendele Inn at St. Mary's Maryland

Hotel Du Pont

Top Eastern Maryland Hotel Reviews

Quality Inn Oceanfront

Explore a world of travel with Expedia