Oakland Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by KM Moore
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Oakland Holiday
When a city break is calling, answer it with a holiday package to Oakland. The neighbourhood of Blakeslee, which is great for nature, watersports and views, makes a great base for your adventures. If taking in the sights is a must during your trip to Oakland, be sure to swing by big-name attractions like Swallow Falls State Park and Herrington Manor State Park. No matter your travel plans or budget, organising a tailored Oakland holiday is a cinch with Expedia.
Our guide on 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 Holiday
Oakland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,900 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Herrington Manor State Park, Wolf Den Run State Park and Swallow Falls State Park |
Our pick of the best Oakland Hotel Deals
The Garrett Inn
17848 Garrett Highway Oakland MD
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 17 June to 18 June
AU$201
17 June - 18 June
includes taxes & fees
9.6/10 Exceptional! (440 reviews)
"It was so clean, bright airy smelled fresh. The property was beautiful and this whole staff was super friendly."
Reviewed on 10 June 2026
Baja Motel
1501 Maryland Hwy Oakland MD
Fully refundableReserve now, pay when you stay
The price is AU$155 per night from 18 June to 19 June
AU$155
18 June - 19 June
includes taxes & fees
9/10 Wonderful! (99 reviews)
"The room was clean and suitable for our lodging needs. Nothing to rave about but no complaints."
Reviewed on 14 June 2026
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp
Oakland MD
9.4/10 Exceptional! (18 reviews)
"The property is great! Close to everything and great views of the lake! Enjoyed our time."
Reviewed on 25 May 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
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
