Winery Hotels & Resorts in Western Maryland

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Check availability on Western Maryland Winery Hotels

Best Western Maryland Winery Hotels

Our top choices for Western Maryland hotels with winery

Hotel Burg
Rooftop terrace

Hotel Burg

4.0 star property
9.8 out of 10, Exceptional, (21)
"A wonderful place to stay"
The price is AU$440
includes taxes & fees
23 Sept - 24 Sept
Hotel Burg
The Lodge at Chalk Hill
Basic Double Room | Terrace/patio

The Lodge at Chalk Hill

2.5 star property
9.0 out of 10, Wonderful, (315)
"Enjoyed our one night stay."
The price is AU$201
includes taxes & fees
29 Sept - 30 Sept
The Lodge at Chalk Hill
Tru By Hilton Ashburn One Loudoun, Va
Reception

Tru By Hilton Ashburn One Loudoun, Va

2.5 star property
9.0 out of 10, Wonderful, (303)
"Great stay! Would highly recommend this hotel to anyone staying in the area!!! Friendly and helpful staff"
The price is AU$240
includes taxes & fees
28 Sept - 29 Sept
Tru By Hilton Ashburn One Loudoun, Va
❤️ Secluded 1940s Romantic Tiny House on the River
Property grounds

❤️ Secluded 1940s Romantic Tiny House on the River

9.8 out of 10, Exceptional, (60)
"We truly loved this location and definitely will be back!"
The price is AU$171
includes taxes & fees
2 Oct - 3 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
Charming Cabin in the Woods with River Access
Exterior

Charming Cabin in the Woods with River Access

9.6 out of 10, Exceptional, (32)
"Very nice rest time…"
The price is AU$446
includes taxes & fees
28 Sept - 29 Sept
Charming Cabin in the Woods with River Access
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Property grounds

UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

10.0 out of 10, Exceptional, (116)
"We stayed for an overnight to break up a long roadtrip. Property is great. Comfortable, cozy, and just what we needed. "
The price is AU$233
includes taxes & fees
16 Sept - 17 Sept
UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!
Terrace/patio

Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!

10.0 out of 10, Exceptional, (30)
"We LOVED the house! Clean, cozy, great little town. Couldn’t ask for better hosts!"
The price is AU$904
includes taxes & fees
17 Sept - 18 Sept
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!
Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B
Dining

Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B

10.0 out of 10, Exceptional, (3)
"Beautiful house. Renovations are not quite complete yet, and the electronic locks needed extra communication with the owner to use, but still a great stay. Perfect location and this place will be gorgeous after renovations are complete."
The price is AU$478
includes taxes & fees
17 Sept - 18 Sept
Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B
FREE Amenities 4Bd 2 Bath Oasis 8mins to Downtown
Exterior detail

FREE Amenities 4Bd 2 Bath Oasis 8mins to Downtown

FREE Amenities 4Bd 2 Bath Oasis 8mins to Downtown
Will O' The Wisp 107B: Lakefront One Bedroom Condo.
1 bedroom, free WiFi, bed sheets

Will O' The Wisp 107B: Lakefront One Bedroom Condo.

10.0 out of 10, Exceptional, (1)
"Great place to visit. Hope to come back next year"
The price is AU$630
includes taxes & fees
28 Sept - 29 Sept
Will O' The Wisp 107B: Lakefront One Bedroom Condo.
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 Maryland Hotel Reviews

Days Inn by Wyndham Westminster

Days Inn by Wyndham Westminster

10/10 Excellent
"Nice and friendly "
Na 1-night trip
Posted 3 weeks ago
Days Inn by Wyndham Westminster

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