Downtown Oakland, Maryland

Discover shopping, dining, and accommodation in downtown Oakland.

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Hotels

Hotel Tips

Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.

Most hotel offer a complimentary breakfast bar or even a full cafe meal with your choice of a full menu. Keep in mind that some offer nothing at all so it is a good idea to pack a few packets of instant oatmeal for a quick and easy meal before you head out for the day.

Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.

Things To Do

Oakland makes shopping for wine and other spirits easy by bringing an incredible collection sourced from local, regional well-known producers from around the World. Hit the wine tasting events and stock up on your favorite choice to be shipped home for your convenience.

Oakland thanks the collection of small business owners who devote their time and energy to make shopping downtown a great experience. Inventory offered downtown is shopped by the merchant buyer to bring the best products to your neighborhood.

Oakland is a great place to rent a bike and take it for a ride around downtown. There are many bike shops that sell bike and accessories as well as provide service and tuning on your ride. Don't forget your helmet and other protective gear such as reflective gear, headlight and horn.

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Why Do You Love Downtown?

lyndi hatch

It has such great shopping.

Jerretta O'Haver

Heading Downtown in August 2017 !

Channal Styers

Will be my first visit taking Easter train ride on Saturday to Watertown super excited see what in this great town!

Mary Warszynski

I have not been there yet. I am planning a family outing for March.

Brandon Trujillo

Great Food

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