Find Romantic Hotels in Oakland, MD

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Check availability on Oakland Romantic Hotels

Tonight
Mar 8 - Mar 9
Tomorrow
Mar 9 - Mar 10
Next weekend
Mar 13 - Mar 15
In two weeks
Mar 20 - Mar 22

Our top choices for Oakland romantic hotels

Indoor pool, a heated pool

The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!

The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!
Accident
9.6 out of 10, Exceptional, (80 reviews)
"The place was very nice and comfortable! "
United States
Karen J.
The price is ￥11,991
￥34,102 total
includes taxes & fees
Mar 10 - Mar 11
The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View!
Smart TV, fireplace, DVD player, books

Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!

Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!
Accident
10.0 out of 10, Exceptional, (88 reviews)
"The Butterfly Suite is beautiful and cozy. Beautiful meadow/Garden/Woodline view. Thoughtfully decorated and supplied for a relaxing and recharging get away. We enjoyed our stay. "
United States
Daniel B.
The price is ￥12,741
￥31,361 total
includes taxes & fees
Mar 10 - Mar 11
Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View!
View from property

Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake

Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake
Accident
10.0 out of 10, Exceptional, (218 reviews)
"Family friendly "
United States
Henok
The price is ￥26,270
￥66,818 total
includes taxes & fees
Mar 10 - Mar 11
Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake
C 50R - Comfort Cabin, 1 King bed, Pet Friendly, Mountainside (May hear neighbors) | Living area | 50-inch flat-screen TV with cable channels, TV

The Lodges at Sunset Village

The Lodges at Sunset Village
2.0 star property
McHenry
9.2 out of 10, Wonderful, (368 reviews)
"Clean rooms and friendly staff. We would definitely stay here again while we ski at wisp resort."
United States
Jesse
The price is ￥32,298
￥36,820 total
includes taxes & fees
Mar 9 - Mar 10
The Lodges at Sunset Village
Smart TV, DVD player, books

Riverside Loft with Huge Deck on GAP Trail

Riverside Loft with Huge Deck on GAP Trail
Confluence
10.0 out of 10, Exceptional, (50 reviews)
"The Casselman River Loft was very well decorated, had a great view of the river and was centrally located to the town. The layout of the loft was very well suited for two couples or a family with children. The beds and sofas were extremely comfortable. We were visiting for a wedding and saw some of the other accommodations and ours was far superior. If visiting Confluence, I would highly recommend the Casselman River Loft."
United States
Shari V.
The price is ￥31,556
￥69,493 total
includes taxes & fees
Mar 26 - Mar 27
Riverside Loft with Huge Deck on GAP Trail
Indoor pool, outdoor pool, open 6:30 AM to 8:00 PM, cabanas (surcharge)

Nemacolin

Nemacolin
4.5 star property
Nemacolin
9.2 out of 10, Wonderful, (470 reviews)
"Room was immaculate "
United States
Caitlin
Nemacolin
Terrace/patio

Historic Farm, Near Lake, 10 Acres, Newly Renovated

Historic Farm, Near Lake, 10 Acres, Newly Renovated
Swanton
10.0 out of 10, Exceptional, (11 reviews)
"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. "
United States
Taifa G.
The price is ￥260,337
￥355,100 total
includes taxes & fees
Mar 19 - Mar 20
Historic Farm, Near Lake, 10 Acres, Newly Renovated
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 Oakland Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Oakland?
Are you looking for a romantic getaway? Our guests also enjoy Oakland for its lakeside setting and riverfront. You might consider checking out some of the nearby sights and attractions such as Deep Creek Lake, Herrington Manor State Park, or Swallow Falls State Park. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Oakland?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Oakland: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Oakland are January, December, February, and May, with each month seeing an average of 31 inches of snowfall.
What is there to do in Oakland?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Oakland. Couples looking to see some of the area's natural features will enjoy Oakland for its lakeside setting and riverfront. You might think about visiting Deep Creek Lake, Herrington Manor State Park, or Swallow Falls State Park.
What's the best way to get to Oakland and around town during my romantic getaway?
These transportation options in Oakland might help your romantic trip get off to a smooth start: If you're looking to fly to Oakland, the closest major airport is Morgantown, WV (MGW-Morgantown Municipal), located 31.8 mi (51.2 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.