Downtown Winthrop, Massachusetts

Discover shopping, dining, and accommodation in downtown Winthrop.

Plan your trip in Winthrop using Travique: AI Powered Planner

Shop Downtown

Shop With Friends

Invite Friends

Talk To Our AI-Agents

AI Agent

We are seeking partnerships with forward-thinking city officials and business leaders to replicate
their downtowns and launch immersive virtual cities together.

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.

Learn More

Shop

0 results

Hotels

Suburban Extended Stay Logan Airport

312 Shirley St

Winthrop, Massachusetts

Inn at Crystal Cove

600 Shirley Street

Winthrop, Massachusetts

Hotel Tips

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.

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.

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

Winthrop brings smiles by way of doughnuts and pastries made fresh daily for your enjoyment. Everyone has their favorite of course but having a variety of bakeries is what makes downtown so special. Fritters, scones and pies oh my!

Winthrop shopping is better than online shopping so that you can touch, feel, smell and taste as an experience with an item before deciding to purchase it for yourself or as a gift. Local merchants have hand selected their inventory to provide a unique selection for your downtown.

Winthrop 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.

Why Do You Love Downtown?

Kim Ward

Unique and wonderful shopping.

Dianna Branden

I love the quaint little boutiques.

Ashlee

We're visiting from Portland and we love the laid back atmosphere of this town. It is a clean and friendly town!

Robert Drennan

Planning a trip and want to visit after reading all the reviews

Donna Damitz

great food, many little shops.

Join our newsletter

Support Cancer Research

The American Cancer Society does not endorse any product or service.