Winery Hotels & Resorts in Western Maryland from NZ$150

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Check availability on Western Maryland Winery Hotels

Our top choices for Western Maryland hotels with winery

Indoor pool, pool loungers
Hampton Inn Cumberland

Hampton Inn Cumberland

Hampton Inn Cumberland
2.5 star property
Cumberland
9.6 out of 10, Exceptional, (641 reviews)
"Great stay! Friendly staff at check in, clean rooms, the bed was so comfortable. A great breakfast. Overall enjoyable stay!"
United States
Jennifer
The price is NZ$221
includes taxes & fees
19 Jan - 20 Jan
Hampton Inn Cumberland
Bar (on property)
Hampton Inn Frederick

Hampton Inn Frederick

Hampton Inn Frederick
2.5 star property
Frederick
8.2 out of 10, Very good, (1,001 reviews)
"Nice hotel"
United States
Scott
The price is NZ$192
includes taxes & fees
25 Jan - 26 Jan
Hampton Inn Frederick
Exterior
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.8 out of 10, Exceptional, (68 reviews)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is NZ$182
includes taxes & fees
19 Jan - 20 Jan
❤️ Secluded 1940s Romantic Tiny House on the River
Lobby
Suburban Studios LaVale-Cumberland

Suburban Studios LaVale-Cumberland

Suburban Studios LaVale-Cumberland
2.0 star property
Cumberland
7.0 out of 10, Good, (678 reviews)
"Very nice & clean Nice rooms && quiet "
United States
Melissa
The price is NZ$150
includes taxes & fees
16 Jan - 17 Jan
Suburban Studios LaVale-Cumberland
Property grounds
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Hagerstown
10.0 out of 10, Exceptional, (123 reviews)
"We were very pleased with our stay. We enjoyed the privacy and the house"
United States
Kristine B.
The price is NZ$310
includes taxes & fees
28 Jan - 29 Jan
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Property grounds
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Berkeley Springs
9.8 out of 10, Exceptional, (297 reviews)
"This was so a wonderful cabin with so much privacy!Will be coming back. "
United States
Jamie S.
The price is NZ$523
includes taxes & fees
21 Jan - 22 Jan
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Fridge, microwave, oven, stovetop
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (62 reviews)
"Always clean and comfortable home. Close to restaurants and shops but in quiet neighborhood to relax. Our second stay in this home. "
United States
Jelinda C.
The price is NZ$452
includes taxes & fees
22 Jan - 23 Jan
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Exterior detail
Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (54 reviews)
"Great little apartment, great value, walking distance to trail and right in town!"
United States
Jess A.
The price is NZ$295
includes taxes & fees
12 Jan - 13 Jan
Cozy Getaway near Harper`s Ferry, C&O & Potomac
Outdoor spa tub
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!

Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
Sharpsburg
10.0 out of 10, Exceptional, (41 reviews)
"We had an amazing time - lots of walks and places to see - very historical - winery right next door which was an added bonus - accommodation was everything we needed and more - look out for a friendly cat that paid a few visits - thank you Jordan for a great time and will definitely come back to the area"
United Kingdom
Jo W.
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
Exterior detail
Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal

Beautiful, Historic, Hiking, Biking and C&O Canal
Brunswick
10.0 out of 10, Exceptional, (22 reviews)
"For visiting Harpers Ferry, location was ideal."
United States
Barbara W.
The price is NZ$342
includes taxes & fees
12 Jan - 13 Jan
Beautiful, Historic, Hiking, Biking and C&O Canal
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 Western Maryland Hotel Reviews

Days Inn by Wyndham Westminster

Days Inn by Wyndham Westminster

10/10 Excellent
"Staff were courteous, easy check in and check out. One problem, the room was cold and the heat didn't work properly, room 222. I didn't ask for help because the clerk was male and I have severe PTSD from sexual violence, I would rather be cold than have a man who is a stranger in my room. Again, staff were great."
Victoria 1-night trip
Posted 6 days ago
Days Inn by Wyndham Westminster