Downtown Winthrop, Maine

Discover shopping, dining, and accommodation in downtown Winthrop.

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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

Avoid booking poolside for kids playing during the day and gatherings at night. Sound bounces off of the water and voices carry so ask for a room away from the pool either on the opposite side of the hotel or in higher floors.

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.

Call ahead to make sure your reservation is still active and rebook if there are any price drops or changes in number of people staying with you. Another cost saving tips is to bundle the stay with airport parking and shuttle to avoid hefty fees.

Things To Do

Winthrop has a great collection of barber shops to choose from if you want to take a little off the top, get a clean shave or to trim your moustache or beard. Take a moment to consider buying some styling gel, beard oil or wax and always tip well.

Winthrop micro breweries have popped up in downtown corridors to quench the thirst of local or traveller whos is looking for a one-of-a-kind experience for suds brewed on site. If you are looking for a light beer or something randy and dark, you are sure to find a wide assortment of options to choose from.

Winthrop 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.

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Why Do You Love Downtown?

Heather

Community, responsiblity, friends who feel like family. Every downtown has it's own culture, something not experienced in the mall or at big box stores. Merchants are the cornerstone of our local economies.

Taylor Stainbrook

I've never been to Spicewood but my sisters and I will be coming on June 2nd for a sister vacay weekend.

Melanie Kraus

I have not been there in a long time. Last time I was there was with my parents. I thought it was neat little town back then. Could you send me some information on reelsville Indiana.

Richard Held

Unique shops.

Dorothy Wilson

Unique shopping-love the atmosphere

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