Downtown Winthrop, Massachusetts

Discover shopping, dining, and accommodation in downtown Winthrop.

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Shop Downtown Discount Card

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

Suburban Extended Stay Logan Airport

312 Shirley St

Winthrop, Massachusetts

Inn at Crystal Cove

600 Shirley Street

Winthrop, Massachusetts

Hotel Tips

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.

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.

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

Winthrop 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.

Winthrop gives several options to find the right piece of art as it takes time and a diligent effort to get just the right piece. Shopping for art downtown is the best way to locate your next purchase.

Winthrop 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.

Why Do You Love Downtown?

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.

Amber

The variety of shops!

Mary Morales

DO NOT KNOW IT YET, NEW TO THE AREA

Gina Christ

Old time charm; friendly people

Dora keltner

Quaint, small town friendly atmosphere.

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