Oakland Vacation Packages
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Your Oakland Vacation
When a fun city break is calling, answer it with a vacation package to Oakland. The neighborhood of Blakeslee, which is great for nature, watersports and views, makes a wonderful base for your adventures. If going to see the sights is a priority during your trip to Oakland, be sure to swing by popular attractions like Swallow Falls State Park and Herrington Manor State Park. No matter your travel plans or the size of your budget, putting together a tailored Oakland vacation is a cinch with Expedia.
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Mountainside
Mountainside might not have many top sights, but Deep Creek Lake and Deep Creek Lake State Park are two attractions nearby that you can check out.
Oakland Hotel Deals
Baja Motel
1501 Maryland Hwy Oakland MD
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Jul 9 to Jul 10
CA $130
CA $149 total
Jul 9 - Jul 10
includes taxes & fees
9/10 Wonderful! (100 reviews)
"The room was very clean and appeared to be newly renovated. When I hear motel sometimes I am skeptical, but this one was great."
Reviewed on Jun 21, 2026
The Garrett Inn
17848 Garrett Highway Oakland MD
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Jun 29 to Jun 30
CA $176
CA $201 total
Jun 29 - Jun 30
includes taxes & fees
9.8/10 Exceptional! (444 reviews)
"very near"
Reviewed on Jun 23, 2026
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
Oakland MD
8.2/10 Very good! (78 reviews)
"Pictures are misleading, much older and smaller than it looks. Also the grill was broken and the owners refused to do anything about it."
Reviewed on Jun 9, 2026
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.
Stay near popular Oakland attractions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
