Find Winery Hotels in Cumberland, MD

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Oct 6 - Oct 7
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Oct 7 - Oct 8
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Oct 10 - Oct 12
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Oct 17 - Oct 19

Top Cumberland Winery Hotels

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, (320)
"Comfortable and pretty. Would stay again "
$120 nightly
The price is $134
Nov 2 - Nov 3
Total with taxes and fees
The Lodge at Chalk Hill
Hampton Inn Cumberland
Lobby

Hampton Inn Cumberland

2.5 star property
9.6 out of 10, Exceptional, (615)
"My family loved the room ,pool ,breakfast. "
$137 nightly
The price is $156
Nov 6 - Nov 7
Total with taxes and fees
Hampton Inn Cumberland
Suburban Studios LaVale-Cumberland
Room, 2 Double Beds, Non Smoking | Premium bedding, desk, laptop workspace, free WiFi

Suburban Studios LaVale-Cumberland

2.0 star property
7.0 out of 10, Good, (655)
"Woman that checked us in was great and friendly"
$71 nightly
The price is $81
Oct 26 - Oct 27
Total with taxes and fees
Suburban Studios LaVale-Cumberland
Large Glamper w/ Hot Tub and full bathroom-sleep 6
Terrace/patio

Large Glamper w/ Hot Tub and full bathroom-sleep 6

10.0 out of 10, Exceptional, (23)
"The listing was exactly as described and we thoroughly enjoyed are stay. It was a great date night escape for the night that was too far from home. I will rent again. "
$181 nightly
The price is $201
Oct 16 - Oct 17
Total with taxes and fees
Large Glamper w/ Hot Tub and full bathroom-sleep 6
The Titlow | Historic Victorian Inn Room
Exterior

The Titlow | Historic Victorian Inn Room

8.6 out of 10, Excellent, (7)
"We were there for a short stay, but after a long day of driving, it was a great stay. We enjoyed dinner in the restaurant downstairs and the continental breakfast is just what we needed for our drive back home."
$139 nightly
The price is $153
Oct 7 - Oct 8
Total with taxes and fees
The Titlow | Historic Victorian Inn Room
BIG D's POND & North Branch of the Potomac river Camping.
Pool

BIG D's POND & North Branch of the Potomac river Camping.

10.0 out of 10, Exceptional, (3)
"Big D'S Pond is beautiful and the owner, is very kind and helpful. We had an amazing time!"
$107 nightly
The price is $114
Oct 8 - Oct 9
Total with taxes and fees
BIG D's POND & North Branch of the Potomac river Camping.
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!"
$525 nightly
The price is $594
Oct 7 - Oct 8
Total with taxes and fees
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!
Historic Farm, Near Lake, 10 Acres, Newly Renovated
Property grounds

Historic Farm, Near Lake, 10 Acres, Newly Renovated

9.8 out of 10, Exceptional, (10)
"Fantastic place to have a group gathering for married couples. We all had an amazing time! The place was beautiful. The host was gracious. Looking forward to returning again. "
$1,923 nightly
The price is $2,146
Oct 27 - Oct 28
Total with taxes and fees
Historic Farm, Near Lake, 10 Acres, Newly Renovated
Stunning modern farmhouse with Lake Access and Free Golf!
Fridge, microwave, oven, stovetop

Stunning modern farmhouse with Lake Access and Free Golf!

10.0 out of 10, Exceptional, (18)
"It was a wonderful experience and host was so friendly and gracious!"
$1,538 nightly
The price is $1,694
Oct 7 - Oct 8
Total with taxes and fees
Stunning modern farmhouse with Lake Access and Free Golf!
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
Exterior

Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.

10.0 out of 10, Exceptional, (3)
"The place was so clean and fully stocked. We had a wonderful stay. Five stars!! "
$346 nightly
The price is $391
Nov 3 - Nov 4
Total with taxes and fees
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
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 Cumberland Hotel Reviews

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