Downtown Oakland, Maryland

Hotels

Hotel Tips

Always tip staff when you feel the service was great and don't forget the housekeeping staff which you may never see. You should tip every day if you are staying multiple days as the staff may rotate out and miss the bounty at the end.

Policies vary on the availability of pet friendly rooms to it is wise to be open, honest and upfront during the booking process. You may find yourself kicked out or even paying a large deposit if you are not in a pet-friendly hotel and bring one anyway. New ADA laws are fuzzy though as service animals are not required to be documented and proprietors are legally not allowed to ask if the animal is a pet vs. a service animal.

Bring an actual credit card to avoid deposits and pre-authorizations consuming money in your checking account which will reduce your available balance. Hotels that accept paper cash often ask for a hefty deposit to cover potential damages in your room leaving you scrambling to find an ATM.

Things To Do

Oakland brings musicians together and finding your local musical instrument shop can be a great way to get to try new and used guitars. Be sure to start your search downtown if you are looking to upgrade, trade-in or add to your collection.

Oakland has so many great reasons to shop downtown as local merchants have come together to offer a wide selection of artisan gifts and foods that you are sure to find something for everyone on your shopping list of gifts. Shopping options are plentiful and all inventory is hand selected by the shop owner and then yourself so you are sure to find something special that has your style and likes in mind.

Oakland brings meaning to leisure time while enjoying the local yarn shop and wandering through in amazement with the different fibers and vast array of colors. Signing up for a class is easy and fun and serves as a great getaway for a few hours to enjoy the company of fellow knitters.

Why Do You Love Downtown?

Taree Hines
Historic

Devany
I love downtown because there is so much life all around. From the shoppers walking the streets to the workers stocking the stores. Everybody comes together in one place, different purposes, yet all the same. Downtown stores are always so beautiful. You can see the care workers put into making their store not only clean and beautiful, but also safe and homey.

Kate O'Rorke
We love the amazing shops and restaurants. The city is so clean and everyone is friendly and welcoming.

Liisa Shunn
We love going downtown, because we like to support our local economy. The shops and restaurants we visit -- we have gotten to know the owners, so when our money is spent downtown, we know who benefits. Also? We live only a mile from downtown, so we walk or ride our bikes. No worries about a designated driver or looking for parking. We chose to live in Medford, so of course we want our money to stay in Medford, not going off to some corporate office of a chain store.

Kim Patrick
There is a lot of unique things to find.