2025 Oakland, Maryland Hotels

Up To 10% Off Select Hotels With AARP Member Discounts

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Choose from AARP Discount Oakland Hotels with Free Cancellation

The Garrett Inn

The Garrett Inn

2.5 out of 5
17848 Garrett Highway, Oakland, MD
9.82 km from city center
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Stay at this motel in Oakland. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Riverside Suites

Riverside Suites

2 out of 5
1501 Maryland Hwy, Oakland, MD
Free Cancellation
Reserve now, pay when you stay
3.27 km from city center
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Stay at this motel in Oakland. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Broadford Park and Broadford Recreation Area are located ...
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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.

Your Guide to Oakland Hotels

Are you visiting Oakland to show your grandchildren the sights, or for a well-deserved getaway? AARP® Travel Center Powered by Expedia® can assist you in getting the hotel of your dreams at a great price. There are several accommodation options for you and your partner to choose between. You can take advantage of your AARP membership benefits to schedule an exclusive resort that pulls out all the stops, or a place that is close to the sights you want to see. Save on your accommodations with your membership, so you don't have to worry about pinching pennies for activities in Oakland.

Get Ready for Your Oakland Vacation

There are 894 hotels to choose from in Oakland, with recommendations to look over so you and your partner will know what to expect at each possible accommodation. Once you check-in to your Oakland hotel, you can investigate all this area has to offer. You can ask your hotel's concierge or click on our "Things To Do" tab if you are unsure where start off your vacation in Oakland. If you need a golf getaway, not to worry, because we have the perfect plan for you. Make sure to bring your clubs, because there are one golf courses in Oakland. You can easily walk on to public courses in the area such as Oakland Golf Club. Increase your savings by booking a pleasing vacation package on AARP Travel Center. Wherever your vacation takes you, you will spend more time making the most of your trip when booking with AARP Travel Center Powered by Expedia.

Book Your Hotel with the AARP Travel Center Powered by Expedia Today

We are going to make sure you get the best value in the business when you book your next Oakland holiday. Once you're fit to plan your golfing trip, we can help you make all the arrangements. And you will not have to worry about pulling out all your retirement savings to have a superb time, thanks to our great vacation deals. You may find that booking through AARP gives you the best deals. You can have peace of mind in knowing that you've gotten the very best deal. Book with the AARP Travel Center, and your wallet will be happy that you're taking this trip.