Winery Hotels & Resorts in Western Shore of Maryland from AU$143
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Our top choices for Western Shore of Maryland hotels with winery
9.2 out of 10, Wonderful, (234)
"Wonderful staff! So nice, clean and comfortable. Will definitely stay there again."
Melissa
The price is AU$163
includes taxes & fees
23 Jan - 24 Jan 2026
8.8 out of 10, Excellent, (441)
"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! "
Holly
The price is AU$156
includes taxes & fees
12 Jan - 13 Jan 2026
8.8 out of 10, Excellent, (185)
"The staff was extremely pleasant and enjoyable to work with!! "
Laura
The price is AU$143
includes taxes & fees
23 Jan - 24 Jan 2026
9.4 out of 10, Exceptional, (1004)
"The staff and room were perfect!"
Richard
8.4 out of 10, Very good, (1886)
"great staff, amenities and location"
Maraliz
The price is AU$237
includes taxes & fees
13 Jan - 14 Jan 2026
Holiday Inn Express Towson - Baltimore North by IHG
Holiday Inn Express Towson - Baltimore North by IHGTowson
9.0 out of 10, Wonderful, (1088)
"Enjoyed our stay. The breakfast was good and the staff were friendly"
Tonya
The price is AU$172
includes taxes & fees
11 Jan - 12 Jan 2026
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.Owings
10.0 out of 10, Exceptional, (48)
"We love this place!"
Joan K.
The price is AU$485
includes taxes & fees
29 Jan - 30 Jan 2026
Charming Pet-Friendly Stay - Near Bay & Beaches.
Charming Pet-Friendly Stay - Near Bay & Beaches.Annapolis
10.0 out of 10, Exceptional, (7)
"Very clean and very convenient location for our trip. "
Greg S.
The price is AU$849
includes taxes & fees
4 Jan - 5 Jan 2026
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 Western Shore of Maryland Hotel Reviews
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