Downtown Oakland, Maine
Discover shopping, dining, and accommodation in downtown Oakland.
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ShopDowntown.org Discount Card Program
The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.
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Hotels
Hotel Tips
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.
Upon check-in, slip the desk agent a tip and ask for the best room they can find at your current booked rate. Often times a quick $10 or $20 bill can go a long way towards the mood of the person who directly decides where you lay your head for the night.
Always find a reason to email the front desk manager in hotels that you plan to visit again. Tell them what they did right and express your plans to stay again and ask what opportunities there might be for frequent discounts or upgrades on your next visits. If you become friends with the manager, you just might get the friends and family rate some day.
Things To Do
Oakland has that special dining venue and you are sure to find something to please with numerous meals served to satisfy each palette. A wide variety of restaurants and delis are available to choose from with a nice selection of entrees and especially desserts.
Oakland is the place to buy jewelry offered by downtown merchants with a wide variety of lovely earrings, necklaces, bracelets and of course diamond rings. You are sure to find the top artisan brands and jewelry maker that brings a special touch to each piece offered.
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.
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Why Do You Love Downtown?
Kimberly Turner
We love to vacation and visit downtown.
Jennifer Wagner
First time downtown!
Jennifer Moranda
Planning my first trip.
CJ
Great vibe to this town! My mom lives in Medford so when I come to visit, I like to stop in Ashland.
Heather Anne Hopfinger
You do not have to walk far for a movie or some place great to shop or workout
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