Deals on vacations and trips to Oakland, MD

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Top Oakland hotels deals

Inn At Deep Creek

Inn At Deep Creek

2.5 out of 5
19638 Garrett Hwy, Oakland, MD
Free Cancellation
Reserve now, pay when you stay
The price is $119 per night
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free Internet in public areas. There's a seasonal outdoor pool on site, and laundry facilities and concierge services are also offered.
The Garrett Inn

The Garrett Inn

2.5 out of 5
17848 Garrett Highway, Oakland, MD
Free Cancellation
Reserve now, pay when you stay
The price is $79 per night
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Oak Mar Motel

Oak Mar Motel

2 out of 5
208 N 3rd Street, Oakland, MD
Free Cancellation
Reserve now, pay when you stay
The price is $84 per night
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant is also provided.
Quaint dog-friendly retreat near the lake w/ wood stove, gas grill, & large yard

Quaint dog-friendly retreat near the lake w/ wood stove, gas grill, & large yard

Oakland, MD
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This cottage includes a garden and barbecue grills.
DOGS WELCOME! Lake Area Cabin w/Hot Tub & Wood Fireplace!

DOGS WELCOME! Lake Area Cabin w/Hot Tub & Wood Fireplace!

Oakland, MD
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A spa tub is featured at this cabin, along with concierge services and barbecue grills.
Celebration at Deep Creek 8 Bedroom House

Celebration at Deep Creek 8 Bedroom House

4 out of 5
179 Glendale Rd., Oakland, MD
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This vacation home features an indoor pool and a spa tub. Free self parking and barbecue grills are also offered on site.
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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.

Popular places to visit in Oakland

Image for Deep Creek Lake

Deep Creek Lake

4.5/5(89 reviews)

Explore the great outdoors at Deep Creek Lake, a popular spot to commune with nature in Cumberland.

Deep Creek Lake
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Swallow Falls State Park

5/5(29 reviews)

Explore the great outdoors at Swallow Falls State Park, a lovely green space in Oakland. Amble around this family-friendly area's riverfront, or seek out the ski slopes.

Swallow Falls State Park
Image for Herrington Manor State Park

Herrington Manor State Park

Explore the great outdoors at Herrington Manor State Park, a lovely green space in Oakland. While you're in the area, stroll along the lakeside.

Herrington Manor State Park

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