Find Winery Hotels in Eastern Maryland, MD

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Maryland Winery Hotels

Our top choices for Eastern Maryland hotels with winery

Park Place Hotel

Park Place Hotel
3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (1054)
"Great location, friendly staff."
United States
Yun-Ping
Park Place Hotel

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (860)
"Everything was well!"
United States
Ahmed
The price is NT$3,264
NT$3,623 total
includes taxes & fees
Dec 21 - Dec 22
Comfort Inn & Suites Chestertown

Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.2 out of 10, Wonderful, (228)
"Wonderful staff! So nice, clean and comfortable. Will definitely stay there again."
United States
Melissa
The price is NT$2,896
NT$3,244 total
includes taxes & fees
Jan 9 - 2026/1/10
Hilton Garden Inn Bel Air

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1588)
"Room was excellent, very clean, not dated at all, location oceanfront was great - fantastic view of the sunrise. "
United States
David
The price is NT$2,523
NT$2,800 total
includes taxes & fees
Dec 25 - Dec 26
Hyatt Place Ocean City / Oceanfront

Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (1001)
"Amazing hotel and staff "
United States
Lorielen
The price is NT$2,654
NT$2,946 total
includes taxes & fees
Dec 24 - Dec 25
Courtyard Ocean City Oceanfront

Homewood Suites by Hilton Bel Air

Homewood Suites by Hilton Bel Air
3.0 star property
Bel Air
8.8 out of 10, Excellent, (437)
"We had a great stay here! The room was clean and the beds were very comfortable, even the pull out sofa. The breakfast buffet had a good number of options. All of the staff we encountered were so friendly and helpful. My kids enjoyed the pool, and the hot tub was the cleanest - I even went in! We would stay here again the next time we are in the area! "
United States
Holly
The price is NT$2,948
NT$3,302 total
includes taxes & fees
Jan 1 - 2026/1/2
Homewood Suites by Hilton Bel Air

Gillis Grier Bed & Breakfast

Gillis Grier Bed & Breakfast
3.0 star property
Salisbury
10.0 out of 10, Exceptional, (165)
"They have made my stay feel like I am family "
United States
Julia
Gillis Grier Bed & Breakfast

Wingate by Wyndham North East

Wingate by Wyndham North East
2.5 star property
North East
8.0 out of 10, Very Good, (949)
"Room was clean and staff were friendly. They provided a nice breakfast with plenty of options. "
United States
Kathy
The price is NT$2,807
NT$3,144 total
includes taxes & fees
Dec 21 - Dec 22
Wingate by Wyndham North East

Comfort Inn Gold Coast

Comfort Inn Gold Coast
2.5 star property
North Ocean City
8.2 out of 10, Very Good, (1002)
"Staff upon arrival was amazing, the room was great too. "
United States
Latasha
The price is NT$2,131
NT$2,365 total
includes taxes & fees
Dec 21 - Dec 22
Comfort Inn Gold Coast
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 Maryland Hotel Reviews

Explore a world of travel with Expedia