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Find Romantic Hotels in Oakland, MD

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Check availability on Oakland Romantic Hotels

Top Oakland Romantic Hotels

3BR Cabin, Hot Tub, Lake Access, Pet-Friendly – 30% Weekly Discount Excl. Summer
Enjoy a serene lakeside retreat with a sandy beach area, shaded by trees and offering access to a dock for boat activities.

3BR Cabin, Hot Tub, Lake Access, Pet-Friendly – 30% Weekly Discount Excl. Summer

9.4 out of 10, Exceptional, (106)
"The house was stocked well and had all the amenities we needed for a great winter weekend in the woods. The house was clean, and the owners were extremely responsive and helpful! "
3BR Cabin, Hot Tub, Lake Access, Pet-Friendly – 30% Weekly Discount Excl. Summer
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.

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.
What's the best accommodation for a couple going to Oakland?
Inn At Deep Creek is a favorite hotel for couples, and features premium bedding and private balconies.
How many romantic hotels are there in Oakland?
Expedia has 253 romantic Oakland hotels for you to get cozy in.
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.