Photo by KM Moore

Oakland Hotel Guide - Romantic Hotels in Oakland, Maryland

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Oakland Romantic Hotels

Tonight
2 Aug - 3 Aug
Tomorrow
3 Aug - 4 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top Oakland Romantic Hotels

We don't have any properties that match your exact search

Recommended hotels in Oakland

Keyser Inn
Welcome to our hotel, featuring a covered porch and double doors with a glass panel.

Keyser Inn

2.5 star property
8.8 out of 10, Excellent, (875)
"Excellent place to stay"
The price is €73
includes taxes & fees
3 Aug - 4 Aug
Keyser Inn
The Casselman Inn
Experience the charm of The Casselman Inn, featuring a traditional exterior with a covered porch and beautifully manicured lawn.

The Casselman Inn

2.5 star property
9.0 out of 10, Wonderful, (532)
"Very enjoyable stay. Older facility but well maintained and very reasonably priced. Will definitely stay there again. "
The price is €84
includes taxes & fees
3 Aug - 4 Aug
The Casselman Inn
Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills
Enjoy a cozy stay in this compact room with a single bed, sofa, and kitchenette.

Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills

2.0 star property
8.4 out of 10, Very good, (1002)
"Nice clean hotel. Great breakfast. "
The price is €64
includes taxes & fees
12 Aug - 13 Aug
Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills
The Garrett Inn
Step into a charming two-story home with a welcoming porch and lush green surroundings.

The Garrett Inn

2.5 star property
9.6 out of 10, Exceptional, (388)
"Our stay was nice. Room was very clean. Furnishings were a little outdated, and towels and bedding could be upgraded. Overall, a pleasant stay."
The price is €115
includes taxes & fees
3 Aug - 4 Aug
The Garrett Inn
Baja Motel
Deluxe Suite

Baja Motel

2.0 star property
9.0 out of 10, Wonderful, (69)
"Clean room, friendly staff"
Baja Motel
Couples Retreat: The HayLoft- Rustic Escape For 2
Relax in this inviting bedroom with a large bed, sofa, and TV.

Couples Retreat: The HayLoft- Rustic Escape For 2

10.0 out of 10, Exceptional, (4)
"Peggy was wonderful and the hayloft was great! "
The price is €192
includes taxes & fees
3 Aug - 4 Aug
Couples Retreat: The HayLoft- Rustic Escape For 2
Lake Loft at Deep Creek Lake
Stunning interior with a high ceiling, exposed beams, and a staircase leading to an upper level.

Lake Loft at Deep Creek Lake

2.0 star property
9.8 out of 10, Exceptional, (7)
"We had a great stay! Thank goodness for the dryer to dry our snow gear to keep us out on the slopes! The place awesome! And the host is great to work with and very responsive to needs!! Would love to come back again in the summer! Definitely recommend to anyone!"
Lake Loft at Deep Creek Lake
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Relax in this cozy yurt-style accommodation with a central seating area, comfortable bed, and kitchenette.

Deer Pass – Luxury Glamping Yurt Near Deep CreekMd

10.0 out of 10, Exceptional, (5)
"We had an awesome stay here! The yurt was absolutely beautiful, and the location was perfect. We would 100% stay again"
The price is €191
includes taxes & fees
19 Aug - 20 Aug
Deer Pass – Luxury Glamping Yurt Near Deep CreekMd
Cozy Cabin with Hot Tub, Fire Pit, Game Room -near Deep Creek Lake
Escape to a serene retreat surrounded by lush greenery and a charming porch.

Cozy Cabin with Hot Tub, Fire Pit, Game Room -near Deep Creek Lake

10.0 out of 10, Exceptional, (13)
"The hosts are wonderful, they go above and beyond providing anything and everything needed to have a relaxing, great time. We loved the house, it was spotless with anything one needs at a hands reach. We enjoyed the fire pit, hot tub and hammock and grilled upstairs on the deck. "
The price is €325
includes taxes & fees
4 Aug - 5 Aug
Cozy Cabin with Hot Tub, Fire Pit, Game Room -near Deep Creek Lake
“Moonbeam” (Airstream)
Terrace/patio

“Moonbeam” (Airstream)

“Moonbeam” (Airstream)
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 Oakland Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Oakland?
Are you in need of a romantic escape? 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're interested in staying near a certain attraction, you can sort properties by neighbourhood or distance to top landmarks, so you'll be able to see everything on your list.
What's the best accommodation for a couple visiting Oakland?
Inn At Deep Creek is a favourite hotel for couples, and features premium bedding and private balconies.
How many romantic hotels should we expect to find in Oakland?
Expedia has 253 romantic Oakland hotels for you to get cosy 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, take a look at these details about year-round temperatures in Oakland: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Oakland are January, December, February and May, with each month seeing an average of 79 cm of snowfall.
What is there to do in Oakland?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all that Oakland has to offer. 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 in Morgantown, WV (MGW-Morgantown Municipal), located 31.8 mi (51.2 km) from the city centre. If you'd like to explore around the area, consider renting a car to explore more sights.