What to do in Winthrop, MA

Activities, attractions and tours

A coastal town with a lighthouse, sandy beach, and residential buildings.
A historic building with a sign reading "Metcalf Square Business District" and "Welcome".
A coastal town with a beach, a pier, and a dense residential area.
A coastal town with a prominent lighthouse, houses, and a calm sea.
An airplane flying over a city skyline at sunset.

Places to Visit in Winthrop

Ready for the adventure of a lifetime? Let Expedia.co.nz help you find the most exciting and fun things to do in Winthrop, Boston while also allowing you to save a ton on travel arrangements. Regardless of whether you’re an urban explorer or an intrepid outdoor enthusiast, we can help you decide exactly what to do and see during your time in town.

Our thorough travel guides offer you an insider’s perspective on all of the best Winthrop attractions from , making it easy for you to decide which places to visit and when. And by using Expedia.co.nz to set your sightseeing schedule, you can take in more of the enchanting attractions this area is famous for.

From group Winthrop tours and must-see landmarks to personal guides who take you off-the-beaten track, Expedia.co.nz offers you over of the most popular events, activities, and attractions in this corner of the world. So whether you’re travelling alone, alongside a loved one, or with the whole family in tow, be sure to browse through our extensive travel guides prior to your plane touching down in this spectacular Winthrop. We even have a massive selection of flights, car hires, and accommodation for you to choose from. So what are you waiting for? Start your search today, and you’ll be having the time of your life before you know it.

Activities

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

NZ$89
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

NZ$80
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
New England Patriots Football Game at Gillette Stadium

New England Patriots Football Game at Gillette Stadium

NZ$101
per adult
New England Patriots Football Game at Gillette Stadium
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

NZ$137
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston Summer Nights Tour

Boston Summer Nights Tour and River Cruise

NZ$85
per adult
90% of travellers recommend
Boston Summer Nights Tour and River Cruise
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

NZ$59
per adult
86% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

NZ$145
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

NZ$121
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
Harvard Guide leading a tour

Harvard University Campus Guided Walking Tour

NZ$40
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
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Top places to visit

1. Fenway Park

Fenway Park exudes sporting history and heritage. The home of the legendary Boston Red Sox is one of the oldest ballparks in America. If your visit coincides with a home fixture, treat yourself to a ticket and experience the heady atmosphere and excitement of this uniquely American passion.
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A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

2. Harvard University

Harvard University, founded in 1636, is the oldest higher education institution in the USA and probably the best-known and most prestigious of the elite “Ivy League” universities. Its leafy campus occupies a 154-hectare site on the outskirts of Boston, which makes for a fascinating half-day excursion away from the bustle of “downtown”.
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A classical building with columns and a blue door, surrounded by trees and people walking.

3. Boston Common

Boston Common has a long, fascinating and often bloody history. This former cow pasture served as a British encampment during the American War of Independence, became a recruitment point during the Civil War, and was the site of public hangings until 1817. Since then it has been the rallying point for anti-slavery meetings and anti-war protests. Today it’s a favourite place for Bostonians to chill out and indulge in a little gentle exercise, while visitors flock here to start walking the Freedom Trail.
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A park with manicured hedges, flowering plants, and a city skyline in the background.

4. Copley Square

Copley Square is one of the jewels of the upmarket Back Bay area of downtown Boston. Locals come here to take a break from work, meet friends by the elegant fountain or shop at the bi-weekly farmers’ market, while visitors are drawn by its architecturally important buildings and harmonious ambience.
Learn more
A historic church with a pointed roof and a large tower, surrounded by modern buildings and a well-maintained park with flowers and trees.

5. Boston Harbor

Ever since Boston Harbor was discovered by John Smith of “Pocahontas” fame, it has been at the forefront of this proud city’s identity. A major and somewhat dirty port for centuries, Boston’s harbor had a massive clean-up in the late 20th century. Now you can enjoy its substance and style.
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A waterfront scene with a boat docked at a pier, a city skyline in the background, and a red and white ferry on the right.

Recommended things to do in Winthrop

Number of things to do
Cheapest thing to do on Expedia
:
Top 5 things to do
Half-day tours
With kids

What to do in Winthrop

Stay near popular Winthrop attractions

A lighthouse with a red, white, and blue top, a beach, and a town with houses.
Photo by The Curious Zephyr
Open Photo by The Curious Zephyr

Winthrop Beach

8.4/10 (26 reviews)
This tranquil stretch of shoreline offers panoramic views of Boston's skyline across the Atlantic. Stroll the promenade at sunrise when the soft sand and gentle waves create a perfect coastal escape.
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Day trip destinations from Winthrop

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.

Boston

Frequently asked questions

Is Winthrop worth visiting?
Whether you're here to experience the cultural hotspots and local charm or sample unique foods and venture into nature, there are many things to do in Winthrop.
How do I spend a day in Winthrop?
After you've visited popular attractions like New England Aquarium and Newbury Street, spend the rest of your day experiencing the food and retail options in Winthrop.
What is the top tourist attraction in Winthrop?
New England Aquarium is one of the top tourist attractions in Winthrop and deserves a spot on every itinerary of the area.
Is three days enough to stay in Winthrop?
Three days will be enough time to tick off popular city attractions, such as New England Aquarium, Newbury Street and Museum of Science. The average stay in Winthrop is two days. If you have the time to extend your adventure, Boston isn't far away.
Is Winthrop a walkable city?
It all depends on what you want to do and see in Winthrop. Several top sights, including Revere Beach Reservation and Winthrop Beach, are accessible on foot. If you're up for a stroll around some of Winthrop's best neighbourhoods, East Boston is 5 kilometres away from downtown, while Jeffries Point is 5 kilometres away from the city centre and also within walking distance.
What are some activities to do in Winthrop with kids?
Whether you're travelling with young explorers or playful teenagers, a schedule filled with fun activities is the key to a stress-free getaway. Browse our ideas for what to do in Winthrop with kids.
What to do in Winthrop for adults?
Whether you're a culture enthusiast, food lover or thrill seeker, there are lots of things to do in Winthrop for adults including Samuel Adams Brewery and Harpoon Brewery.
Are there free things to do in Winthrop?
One of the simplest ways to discover free things to do in Winthrop is to ask a local tour guide. You'll get insider advice on cool neighbourhoods, parks and other hotspots you can enjoy without taking your wallet out. Newbury Street is one sight that doesn't have an entrance fee.