Winthrop, Massachusetts

Overview

Winthrop is a charming old community in Suffolk County, Massachusetts. It is an oceanfront suburban town located at the mouth of one of the most beautiful harbors in New England. The area where the town sits has been occupied since the 1600s, making it one of the oldest communities in the United States. Its rich history is now being told in the historic buildings and museums in the area. Winthrop is home to approximately 17,500 people, stunning beaches, yacht clubs, parks and marinas that add to its allure as a destination for Boston weekenders. The town is an easy commute from downtown Boston and is conveniently close to the Logan International Airport.

When to Visit

Residents of Winthrop experience the typical Massachusetts weather. Summers can be extremely warm and winters may bring about very cold, snowy days. Considering the weather, the best time to visit is during spring, late summer and early fall. The beaches get crowded around May through August, especially during the weekends. So if you want a relaxing time, try to come during the weekdays. You may also plan your visit around interesting events like the Strawberry Festival in June, A Taste of Winthrop food festival in September, and the Fall Fair and Craft Show in October.

Tourist Spots in winthrop

Attractions run the gamut in this quaint oceanside town. Its location on a peninsula stretching into the Atlantic provides panoramic views of the outer Boston Harbour and the Boston skyline. The Belle Isle March Reservation, the largest salt marsh in the Boston Harbour is also located within the town’s territory. The reservation serves as a sanctuary for a wide variety of flora and fauna found in the region. Winthrop also boasts of miles of sandy beaches perfect for swimming and all manner of water sports. Tourists looking to discover a little about the history of the area may visit the Deane Winthrop House, the oldest continuously occupied home in the United States and one of the oldest wood-frame houses in the country. The historic house is located at 40 Shirley Street and tours are available by appointment. Book your Winthrop Hotel with Reservations.com.

Entertainment and Nightlife

For a small town, Winthrop surprisingly offers plenty of activities when the sun goes down. For a taste of culture, watch out for performances of the Winthrop Playmakers, known as the best theater group in Boston. There are also a number of great bars that offer a variety of live entertainment. Also, Boston is known for its hopping nightlife, being home to thousands of university students from more than 50 institutions. Residents and visitors in Winthrop are less than 20 minutes away from the night clubs, bars, live entertainment and cultural offerings of this cosmopolitan city.

Best Dining Spots

Restaurants are aplenty in and around Winthrop, offering everything from fresh seafood and good old burgers to gourmet cuisine and international favorites. Alia Ristorante is a popular place for Italian cuisine. The restaurant offers exceptional service, great food, and a fabulous atmosphere. Other good Italian places are D’Parma and Café Rosetti’s. High Tide is a great dinner with delicious offerings infused with local flavors. If you’re craving for Mexican food, head to La Siesta Restaurante and sample some of their home-cooked dishes and excellent margaritas.