Title: Things to Do in Winthrop in 2026 | Expedia.com

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# Things to do in Winthrop

## Find and book activities, attractions and tours

## Visit Winthrop

Types of activities

[Winthrop Travel Guide](https://expedia.com/Winthrop.dx175875)

![Sign of Metcalf Square at town center of Winthrop in Massachusetts MA, USA. ](https://images.trvl-media.com/place/175875/25d2ffcb-356f-4e2c-ba69-bba2a04f62a0.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Sign of Metcalf Square at town center of Winthrop in Massachusetts MA, USA. ](https://images.trvl-media.com/place/175875/25d2ffcb-356f-4e2c-ba69-bba2a04f62a0.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Patriotic water tower of Winthrop, Massachusetts against an eerie winter sky; Shutterstock ID 138060257; Purchase Order: -](https://images.trvl-media.com/place/175875/b6087a0a-9f7f-4ed5-b281-2d3d4f081e15.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Sunset descends @
Logan airport in Boston.](https://images.trvl-media.com/place/175875/dfd9eab4-5641-4485-b9cf-ad8c2ba66fa7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![#winthrop #boston #village #anchorineveryhouse #uniquearchitecture](https://images.trvl-media.com/place/175875/914f4635-f385-4459-95fd-ce86a1935f07.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

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### Most popular activities in Winthrop

### Tours & day trips

[See all 229 activities](https://expedia.com/things-to-do/search?&rid=175875&location=Winthrop&filter.categories=ToursDayTrips)

![Boston Old Town Trolley Hop-on Hop-Off City Tour](https://mediaim.expedia.com/localexpert/172982/6f42f390-62da-409c-a976-5a931abb154f.jpg?impolicy=resizecrop&rw=500&rh=280)

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

1d+

9/10

763 reviews

Free cancellation available

$52

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.activity-details?&rid=175875&location=Winthrop&swp=off)

![Tour of Historic Fenway Park, America's Most Beloved Ballpark](https://mediaim.expedia.com/localexpert/1349270/b8a279d5-d77b-4fa1-b177-3151a6cdd9f5.jpg?impolicy=resizecrop&rw=500&rh=280)

### Tour of Historic Fenway Park, America's Most Beloved Ballpark

1h

10/10

14 reviews

$45

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/tour-of-historic-fenway-park-americas-most-beloved-ballpark.a1349270.activity-details?&rid=175875&location=Winthrop&swp=off)

![History and Hauntings of Salem Guided Walking Tour](https://mediaim.expedia.com/localexpert/1214162/ce1a028f-30f3-465a-97a3-09a6e35af6cc.jpg?impolicy=resizecrop&rw=500&rh=280)

### History and Hauntings of Salem Guided Walking Tour

2h 15m

9.8/10

157 reviews

Free cancellation available

$36

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/history-and-hauntings-of-salem-guided-walking-tour.a1214162.activity-details?&rid=175875&location=Winthrop&swp=off)

![Go City: Boston Explorer Pass - Choose 2 to 5 Attractions](https://mediaim.expedia.com/localexpert/529890/611532ec-feb1-408b-b52f-8d2151831e85.jpg?impolicy=resizecrop&rw=500&rh=280)

### Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

30d

9.8/10

19 reviews

Free cancellation available

$54

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/go-city-boston-explorer-pass-choose-2-to-5-attractions.a529890.activity-details?&rid=175875&location=Winthrop&swp=off)

![Behind Boston’s Lobster Scene: Small Group Seaport Seafood Experience](https://mediaim.expedia.com/localexpert/45421193/2884819d-28f0-4391-a3b5-3f28f2210311.jpg?impolicy=resizecrop&rw=500&rh=280)

### Behind Boston’s Lobster Scene: Small Group Seaport Seafood Experience

2h 30m

8.4/10

5 reviews

Free cancellation available

~~$79~~$67

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/behind-bostons-lobster-scene-small-group-seaport-seafood-experience.a45421193.activity-details?&rid=175875&location=Winthrop&swp=off)

![Museum of Fine Arts Boston General Admission Ticket](https://mediaim.expedia.com/localexpert/47461515/8539e710-f3e9-45ce-88a3-f81f0ce08f2b.jpg?impolicy=resizecrop&rw=500&rh=280)

### Museum of Fine Arts Boston General Admission Ticket

1d

8/10

4 reviews

Free cancellation available

$30

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/museum-of-fine-arts-boston-general-admission-ticket.a47461515.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston: Helicopter Skyline Tour](https://mediaim.expedia.com/localexpert/46357870/28ce2c75-01ec-4722-ab0b-9ff3641187d1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston: Helicopter Skyline Tour

30m+

10/10

1 review

Free cancellation available

$299

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-helicopter-skyline-tour.a46357870.activity-details?&rid=175875&location=Winthrop&swp=off)

![New York City Day Tour from Boston](https://mediaim.expedia.com/localexpert/5163770/d5df1a80-4414-4814-8a0e-d8d39d4d0eba.jpg?impolicy=resizecrop&rw=500&rh=280)

### New York City Day Tour from Boston

16h 30m

10/10

2 reviews

Free cancellation available

$234

includes taxes & fees

per traveler

[](https://www.expedia.com/things-to-do/new-york-city-day-tour-from-boston.a5163770.activity-details?&rid=175875&location=Winthrop&swp=off)

![Flavor Walk Boston Food Tour Haymarket through North End](https://mediaim.expedia.com/localexpert/51192940/3fdff424-2200-4da3-89da-f7bf56b50ac0.jpg?impolicy=resizecrop&rw=500&rh=280)

### Flavor Walk Boston Food Tour Haymarket through North End

2h 30m

Free cancellation available

$119

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/flavor-walk-boston-food-tour-haymarket-through-north-end.a51192940.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston: Mapparium® globe + How Do You See the World?™](https://mediaim.expedia.com/localexpert/49106909/2eea9fac-5de9-42f0-8f12-c180e995b822.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston: Mapparium® globe + How Do You See the World?™

20m

10/10

1 review

Free cancellation available

$6

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-mapparium-globe-how-do-you-see-the-world-tm.a49106909.activity-details?&rid=175875&location=Winthrop&swp=off)

### Private & custom tours

[See all 74 activities](https://expedia.com/things-to-do/search?&rid=175875&location=Winthrop&filter.categories=Privatecustomtours)

![Boston: Helicopter Skyline Tour](https://mediaim.expedia.com/localexpert/46357870/28ce2c75-01ec-4722-ab0b-9ff3641187d1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston: Helicopter Skyline Tour

30m+

10/10

1 review

Free cancellation available

$299

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-helicopter-skyline-tour.a46357870.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston Freedom Trail Self-Guided Walking Tour with Audio Guide](https://mediaim.expedia.com/localexpert/51181702/a4bc7112-85e0-4258-ae72-7a7bc8dde0b0.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Freedom Trail Self-Guided Walking Tour with Audio Guide

2h 30m

Free cancellation available

$6

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-freedom-trail-self-guided-walking-tour-with-audio-guide.a51181702.activity-details?&rid=175875&location=Winthrop&swp=off)

![Haunted Salem: Witch Trials and Ghosts Tour](https://mediaim.expedia.com/localexpert/51233900/c8256b2a-a98a-44c7-8fe1-08b865460630.jpg?impolicy=resizecrop&rw=500&rh=280)

### Haunted Salem: Witch Trials and Ghosts Tour

3h

Free cancellation available

$10

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/haunted-salem-witch-trials-and-ghosts-tour.a51233900.activity-details?&rid=175875&location=Winthrop&swp=off)

![Ultimate Salem Witch Trials Trip Planner Your Complete Guide](https://mediaim.expedia.com/localexpert/50966489/521ae476-630a-4af8-af2c-90a1a5099f1a.jpg?impolicy=resizecrop&rw=500&rh=280)

### Ultimate Salem Witch Trials Trip Planner Your Complete Guide

3h

Free cancellation available

$5

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/ultimate-salem-witch-trials-trip-planner-your-complete-guide.a50966489.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston Self Guided Audio Experience](https://mediaim.expedia.com/localexpert/50885683/ba1a1709-3384-48bb-b463-26f7f5101b53.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Self Guided Audio Experience

9h

$6

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-self-guided-audio-experience.a50885683.activity-details?&rid=175875&location=Winthrop&swp=off)

![Freedom Trail and Salem Witch Trials Self Guided Audio Tour](https://mediaim.expedia.com/localexpert/50880070/09032934-3719-4337-a5ac-2c13932770e1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Freedom Trail and Salem Witch Trials Self Guided Audio Tour

4h

Free cancellation available

$25

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/freedom-trail-and-salem-witch-trials-self-guided-audio-tour.a50880070.activity-details?&rid=175875&location=Winthrop&swp=off)

![North End Boston Mafia Exploration Game and Tour](https://mediaim.expedia.com/localexpert/5148622/b595e7a3-eb80-43c8-86e1-f5e3ebde258e.jpg?impolicy=resizecrop&rw=500&rh=280)

### North End Boston Mafia Exploration Game and Tour

2h 40m

9/10

2 reviews

Free cancellation available

$11

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/north-end-boston-mafia-exploration-game-and-tour.a5148622.activity-details?&rid=175875&location=Winthrop&swp=off)

![A Private Self Guided Walking Tour in Beacon Hill](https://mediaim.expedia.com/localexpert/51011060/e3a1585a-677b-4415-8fc8-038cdeb8139d.jpg?impolicy=resizecrop&rw=500&rh=280)

### A Private Self Guided Walking Tour in Beacon Hill

5h

Free cancellation available

$10

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/a-private-self-guided-walking-tour-in-beacon-hill.a51011060.activity-details?&rid=175875&location=Winthrop&swp=off)

![Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours](https://mediaim.expedia.com/localexpert/5247794/991bb3ab-4de4-47da-8b84-5a4e09a0b2d6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

2d

Free cancellation available

$50

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/massachusetts-self-guided-audio-tour-bundle-10-tours.a5247794.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston Walking Bundle – Freedom Trail & Beacon Hill Audio Tours](https://mediaim.expedia.com/localexpert/51011017/00913a35-ab91-4cf6-9176-c252d11b0b3f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Walking Bundle – Freedom Trail & Beacon Hill Audio Tours

3d

Free cancellation available

$15

includes taxes & fees

per traveler\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/boston-walking-bundle-freedom-trail-beacon-hill-audio-tours.a51011017.activity-details?&rid=175875&location=Winthrop&swp=off)

### Food, drink & nightlife

[See all 28 activities](https://expedia.com/things-to-do/search?&rid=175875&location=Winthrop&filter.categories=FoodDrinkNightlife)

![Behind Boston’s Lobster Scene: Small Group Seaport Seafood Experience](https://mediaim.expedia.com/localexpert/45421193/2884819d-28f0-4391-a3b5-3f28f2210311.jpg?impolicy=resizecrop&rw=500&rh=280)

### Behind Boston’s Lobster Scene: Small Group Seaport Seafood Experience

2h 30m

8.4/10

5 reviews

Free cancellation available

~~$79~~$67

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/behind-bostons-lobster-scene-small-group-seaport-seafood-experience.a45421193.activity-details?&rid=175875&location=Winthrop&swp=off)

![City Cruises Boston: Premier Elegant Dinner Cruise](https://mediaim.expedia.com/localexpert/173356/24293a0c-9cc9-4dfb-bea6-f7f67b6436c7.jpg?impolicy=resizecrop&rw=500&rh=280)

### City Cruises Boston: Premier Elegant Dinner Cruise

3h

7.2/10

25 reviews

$146

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/odyssey-boston-premier-elegant-dinner-cruise.a173356.activity-details?&rid=175875&location=Winthrop&swp=off)

![Italian Dinner with Tiramisu Finale in Boston](https://mediaim.expedia.com/localexpert/4497810/5fb869ff-4af2-49d5-8966-d70876e6e8b9.jpg?impolicy=resizecrop&rw=500&rh=280)

### Italian Dinner with Tiramisu Finale in Boston

3h

$144

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/italian-dinner-with-tiramisu-finale-in-boston.a4497810.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston Best Street Food Tour with Local Guide](https://mediaim.expedia.com/localexpert/49195007/16737233-6990-4273-bef1-308cfb744889.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Best Street Food Tour with Local Guide

3h

Free cancellation available

$101

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/private-street-food-tour-in-boston-with-local-guide.a49195007.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston Small Group Walking Tour: Food & Freedom Trail Highlights](https://mediaim.expedia.com/localexpert/514703/ccfea083-3218-42e4-90c4-709239d27b0d.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Small Group Walking Tour: Food & Freedom Trail Highlights

5h

9.8/10

9 reviews

Free cancellation available

~~$99~~$84

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-from-north-end-food-to-freedom-trail-small-group-tour.a514703.activity-details?&rid=175875&location=Winthrop&swp=off)

![Salem: Boos and Brews Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/46121855/39c80a01-8047-4e81-89dd-398c44e60016.jpg?impolicy=resizecrop&rw=500&rh=280)

### Salem: Boos and Brews Haunted Pub Crawl

2h

7.8/10

10 reviews

Free cancellation available

$30

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/salem-boos-and-brews-haunted-pub-crawl.a46121855.activity-details?&rid=175875&location=Winthrop&swp=off)

![French Steakhouse Dinner in Boston](https://mediaim.expedia.com/localexpert/47257328/38dbd6ac-8142-498b-9ed2-d7178fad17dc.jpg?impolicy=resizecrop&rw=500&rh=280)

### French Steakhouse Dinner in Boston

3h

$120

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/french-steakhouse-dinner-cooking-class-in-boston.a47257328.activity-details?&rid=175875&location=Winthrop&swp=off)

![Signature Boston Guided Brewery Tour with snack](https://mediaim.expedia.com/localexpert/1349573/37b571cf-7994-4467-9d93-ef765380ce97.jpg?impolicy=resizecrop&rw=500&rh=280)

### Signature Boston Guided Brewery Tour with snack

3h

8/10

1 review

$119

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.com/things-to-do/signature-boston-guided-brewery-tour-with-snack.a1349573.activity-details?&rid=175875&location=Winthrop&swp=off)

![Morning Walks with Salem Food Tours](https://mediaim.expedia.com/localexpert/46934458/d29c62ea-6e5b-4e96-86a0-9af2f0ecc247.jpg?impolicy=resizecrop&rw=500&rh=280)

### Morning Walks with Salem Food Tours

1h 45m

10/10

1 review

$34

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/morning-walks-with-salem-food-tours.a46934458.activity-details?&rid=175875&location=Winthrop&swp=off)

![Harvard Square Chocolate Tour](https://mediaim.expedia.com/localexpert/1214470/8625310c-3d45-4fd7-8c24-74a031399f72.jpg?impolicy=resizecrop&rw=500&rh=280)

### Harvard Square Chocolate Tour

1h 30m

$60

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/harvard-square-chocolate-tour.a1214470.activity-details?&rid=175875&location=Winthrop&swp=off)

### Attractions

[See all 11 activities](https://expedia.com/things-to-do/search?&rid=175875&location=Winthrop&filter.categories=Attractions)

![Boston CityPASS®: Admission to Top 4 Attractions](https://mediaim.expedia.com/localexpert/173116/5d73576c-38be-4337-8351-c85e937f9492.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston CityPASS®: Admission to Top 4 Attractions

9d

9.2/10

145 reviews

Free cancellation available

$79

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston Tea Party Ships & Museum Experience](https://mediaim.expedia.com/localexpert/172988/44f14b6e-bd54-458f-93f3-73a8061b837e.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston Tea Party Ships & Museum Experience

1h

9.6/10

244 reviews

Free cancellation available

$35

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-tea-party-ships-museum-experience.a172988.activity-details?&rid=175875&location=Winthrop&swp=off)

![Museum of Ice Cream Boston Admission Ticket](https://mediaim.expedia.com/localexpert/49950918/c2f41df1-2f57-4d2d-a4e0-16005e6ed400.jpg?impolicy=resizecrop&rw=500&rh=280)

### Museum of Ice Cream Boston Admission Ticket

1h 30m

4/10

1 review

$44

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/museum-of-ice-cream-boston-admission-ticket.a49950918.activity-details?&rid=175875&location=Winthrop&swp=off)

![LEGO Discovery Center Boston Admission Ticket](https://mediaim.expedia.com/localexpert/46690980/7775d4e4-1c05-45f5-9b4b-d14d33ae62cd.jpg?impolicy=resizecrop&rw=500&rh=280)

### LEGO Discovery Center Boston Admission Ticket

3h

10/10

1 review

Free cancellation available

$28

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/lego-discovery-center-boston-admission-ticket.a46690980.activity-details?&rid=175875&location=Winthrop&swp=off)

![Go City: Boston All-Inclusive Pass with 45+ Attractions](https://mediaim.expedia.com/localexpert/173074/064eb1cc-eb4f-4535-bc3f-dbc4e50db8ab.jpg?impolicy=resizecrop&rw=500&rh=280)

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

1d+

8/10

337 reviews

Free cancellation available

$84

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/go-city-boston-all-inclusive-pass-with-45-attractions.a173074.activity-details?&rid=175875&location=Winthrop&swp=off)

![Real Pirates Salem Museum General Admission Ticket](https://mediaim.expedia.com/localexpert/5005330/6a81d910-26d6-4767-8020-d7b7342bb88f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Real Pirates Salem Museum General Admission Ticket

1h 30m

8.4/10

6 reviews

Free cancellation available

$22

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/real-pirates-salem-museum-general-admission-ticket.a5005330.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston: USS Constitution Museum Entry Donation](https://mediaim.expedia.com/localexpert/50000827/889caa10-b35a-4c20-b06e-247c7294f6d9.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston: USS Constitution Museum Entry Donation

Free cancellation available

$15

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-uss-constitution-museum-entry-donation.a50000827.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston's Old State House & Old South Meeting House Museums](https://mediaim.expedia.com/localexpert/46101277/2091b106-1032-4f51-800d-984d2f11ac2b.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston's Old State House & Old South Meeting House Museums

2h

10/10

4 reviews

Free cancellation available

$15

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/bostons-old-state-house-old-south-meeting-house-museums.a46101277.activity-details?&rid=175875&location=Winthrop&swp=off)

![The Escape Game at MarketStreet in Lynnfield](https://mediaim.expedia.com/localexpert/50873887/32ee8def-9bbd-4f9e-bdf4-94aeaacc658f.jpg?impolicy=resizecrop&rw=500&rh=280)

### The Escape Game at MarketStreet in Lynnfield

1h 15m

Free cancellation available

$41

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/the-escape-game-at-marketstreet-in-lynnfield.a50873887.activity-details?&rid=175875&location=Winthrop&swp=off)

![Folk Americana Roots Hall of Fame Exhibit Hours](https://mediaim.expedia.com/localexpert/50937449/77a617e1-29bd-4e05-81f3-107a800c62bf.jpg?impolicy=resizecrop&rw=500&rh=280)

### Folk Americana Roots Hall of Fame Exhibit Hours

1h 30m

Free cancellation available

$18

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/folk-americana-roots-hall-of-fame-exhibit-hours.a50937449.activity-details?&rid=175875&location=Winthrop&swp=off)

### Holiday & seasonal tours

[See all 9 activities](https://expedia.com/things-to-do/search?&rid=175875&location=Winthrop&filter.categories=HolidaySeasonalTours)

![Boston: Helicopter Skyline Tour](https://mediaim.expedia.com/localexpert/46357870/28ce2c75-01ec-4722-ab0b-9ff3641187d1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston: Helicopter Skyline Tour

30m+

10/10

1 review

Free cancellation available

$299

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-helicopter-skyline-tour.a46357870.activity-details?&rid=175875&location=Winthrop&swp=off)

![Salem: Boos and Brews Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/46121855/39c80a01-8047-4e81-89dd-398c44e60016.jpg?impolicy=resizecrop&rw=500&rh=280)

### Salem: Boos and Brews Haunted Pub Crawl

2h

7.8/10

10 reviews

Free cancellation available

$30

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/salem-boos-and-brews-haunted-pub-crawl.a46121855.activity-details?&rid=175875&location=Winthrop&swp=off)

![Salem, MA: Mysteries & Murder Guided Walking Tour](https://mediaim.expedia.com/localexpert/48031018/c2fdf4b4-1d12-4cc5-ad47-91e00543c406.jpg?impolicy=resizecrop&rw=500&rh=280)

### Salem, MA: Mysteries & Murder Guided Walking Tour

1h 30m

Free cancellation available

$40

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/salem-ma-mysteries-murder-guided-walking-tour.a48031018.activity-details?&rid=175875&location=Winthrop&swp=off)

![Salem, MA: History and Hauntings Guided Walking Tour](https://mediaim.expedia.com/localexpert/48035078/51f47487-f41a-4cc8-aacd-d705fae9a537.jpg?impolicy=resizecrop&rw=500&rh=280)

### Salem, MA: History and Hauntings Guided Walking Tour

2h

8.6/10

4 reviews

Free cancellation available

$36

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/salem-ma-history-and-hauntings-guided-walking-tour.a48035078.activity-details?&rid=175875&location=Winthrop&swp=off)

![Salem Night Tour: Haunt and History Guided Night Tour](https://mediaim.expedia.com/localexpert/4577139/d5d662e8-7fcc-48b6-ad0e-4f85355d6d31.jpg?impolicy=resizecrop&rw=500&rh=280)

### Salem Night Tour: Haunt and History Guided Night Tour

1h 30m

8.4/10

6 reviews

Free cancellation available

$30

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/salem-night-tour-haunt-and-history-guided-night-tour.a4577139.activity-details?&rid=175875&location=Winthrop&swp=off)

![Salem: Ghosts of the Witch City Ultimate Extended Tour](https://mediaim.expedia.com/localexpert/47853162/277739ba-ad54-45bb-86fb-e11d29ee5759.jpg?impolicy=resizecrop&rw=500&rh=280)

### Salem: Ghosts of the Witch City Ultimate Extended Tour

2h

10/10

1 review

Free cancellation available

$30

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/salem-ghosts-of-the-witch-city-ultimate-extended-tour.a47853162.activity-details?&rid=175875&location=Winthrop&swp=off)

![Boston: Booze and Boos Haunted Walking Tour](https://mediaim.expedia.com/localexpert/51524430/db50f862-7b4f-4b78-8de9-44a714ecab31.jpg?impolicy=resizecrop&rw=500&rh=280)

### Boston: Booze and Boos Haunted Walking Tour

2h 30m

Free cancellation available

$33

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/boston-booze-and-boos-haunted-walking-tour.a51524430.activity-details?&rid=175875&location=Winthrop&swp=off)

![Salem: Edge of Twilight Dead of Night Ghost Tour](https://mediaim.expedia.com/localexpert/48926184/463522bd-b2b3-4258-bfce-0629028f0249.jpg?impolicy=resizecrop&rw=500&rh=280)

### Salem: Edge of Twilight Dead of Night Ghost Tour

1h

10/10

1 review

Free cancellation available

$26

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/salem-ultimate-dead-of-night-walking-ghost-tour.a48926184.activity-details?&rid=175875&location=Winthrop&swp=off)

![Salem: Salem Witch Tour](https://mediaim.expedia.com/localexpert/49529309/ee42b611-3f7d-41dc-8745-1510ebe828bd.jpg?impolicy=resizecrop&rw=500&rh=280)

### Salem: Salem Witch Tour

1h 30m

Free cancellation available

$70

includes taxes & fees

per adult

[](https://www.expedia.com/things-to-do/salem-salem-witch-tour.a49529309.activity-details?&rid=175875&location=Winthrop&swp=off)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

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## Recommended things to do in Winthrop

| Number of things to do          | 271                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                         |
| ------------------------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- |
| Cheapest thing to do on Expedia | [Ultimate Salem Witch Trials Trip Planner Your Complete Guide](/things-to-do/ultimate-salem-witch-trials-trip-planner-your-complete-guide.a50966489.activity-details): $5                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                   |
| Top 5 things to do              | [View Boston Observation Deck Admission Tickets](/things-to-do/view-boston-observation-deck-admission-tickets.a46312679.activity-details)[Boston Old Town Trolley Hop-on Hop-Off City Tour](/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.activity-details)[Harvard University Campus Guided Walking Tour](/things-to-do/harvard-university-campus-guided-walking-tour.a1349360.activity-details)[Boston CityPASS®: Admission to Top 4 Attractions](/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details)[Boston Tea Party Ships & Museum Experience](/things-to-do/boston-tea-party-ships-museum-experience.a172988.activity-details)            |
| Under $25                       | [Harvard University Campus Guided Walking Tour](/things-to-do/harvard-university-campus-guided-walking-tour.a1349360.activity-details)[Salem Witch Trials Self-Guided Walking Tour](/things-to-do/salem-witch-trials-self-guided-walking-tour.a3962655.activity-details)[Real Pirates Salem Museum General Admission Ticket](/things-to-do/real-pirates-salem-museum-general-admission-ticket.a5005330.activity-details)[Folk Americana Roots Hall of Fame Exhibit Hours](/things-to-do/folk-americana-roots-hall-of-fame-exhibit-hours.a50937449.activity-details)[Boston: USS Constitution Museum Entry Donation](/things-to-do/boston-uss-constitution-museum-entry-donation.a50000827.activity-details) |
| With kids                       | [View Boston Observation Deck Admission Tickets](/things-to-do/view-boston-observation-deck-admission-tickets.a46312679.activity-details)[Boston Old Town Trolley Hop-on Hop-Off City Tour](/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.activity-details)[Harvard University Campus Guided Walking Tour](/things-to-do/harvard-university-campus-guided-walking-tour.a1349360.activity-details)[Boston CityPASS®: Admission to Top 4 Attractions](/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details)[Boston Tea Party Ships & Museum Experience](/things-to-do/boston-tea-party-ships-museum-experience.a172988.activity-details)            |

## What to do in Winthrop

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Looking for sports, concerts, or theater events in Winthrop? [Search event tickets](https://www.expedia.com/event-tickets/) to see what's happening today, or to plan what to do this weekend!

---

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### Discover the most popular places to visit in Winthrop

![Boston Common showcases lush greenery and city skyline under a clear blue sky during a sunny day](https://images.trvl-media.com/place/507377/07fb4e8e-e473-4766-bc75-7dd4f742d04f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

[](https://expedia.com/Boston-Common-Beacon-Hill.d507377.Vacation-Attraction)

![Boston's Zakim Bridge](https://images.trvl-media.com/place/6070137/28b26e99-a684-4d32-8b62-4180d99b863d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### TD Garden

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area. 

[](https://expedia.com/TD-Garden-West-End.d6070137.Vacation-Attraction)

![Nighttime baseball game at Fenway Park showcasing a vibrant atmosphere in Boston, Massachusetts](https://images.trvl-media.com/place/6023384/56814c91-ad37-4ef6-9e12-186349c04e42.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

[](https://expedia.com/Fenway-Park-FenwayKenmore.d6023384.Vacation-Attraction)

![Gillette Stadium is also home to the New England Revolution, our pro soccer team.  Tickets are easy to get and not crazy expensive.  And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!](https://images.trvl-media.com/place/8136/b9d0e965-3860-4aa0-bd75-1fe651b315dc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music. 

[](https://expedia.com/Gillette-Stadium-Boston.d6034500.Vacation-Attraction)

![Historic architecture of Harvard University in Cambridge, Massachusetts under clear blue skies](https://images.trvl-media.com/place/6034936/bfd6fd76-d4c2-4871-953b-249a55c89ef1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

[](https://expedia.com/Harvard-University-Lower-Allston.d6034936.Vacation-Attraction)

![New England Aquarium featuring marine life](https://images.trvl-media.com/place/6070109/883772e1-6059-4702-aa3a-f832372868df.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### New England Aquarium

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

[](https://expedia.com/New-England-Aquarium-North-End.d6070109.Vacation-Attraction)

![Boston Harbor showing a sunset and a bay or harbor](https://images.trvl-media.com/place/553248634340925170/744a41c2-1fda-41c1-9b0f-ab2b7bc3e01c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Boston Harbor

Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately.

[](https://expedia.com/Boston-Harbor-Waterfront.d553248634340925170.Vacation-Attraction)

![Copley Square showing a city, heritage architecture and flowers](https://images.trvl-media.com/place/6070057/cfd7ba74-7b2f-4d57-88e9-7b114591dd68.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Copley Square

Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.

[](https://expedia.com/Copley-Square-Back-Bay.d6070057.Vacation-Attraction)

![Faneuil Hall Marketplace showing a square or plaza and a statue or sculpture](https://images.trvl-media.com/place/6070067/48f77615-edda-4a68-866c-a0ebd3fe41d7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Faneuil Hall Marketplace

Nearly all trips to Boston pass through the Faneuil Hall Marketplace, a hub for food, fun and even a small military museum.

[](https://expedia.com/Faneuil-Hall-Marketplace-Government-Center.d6070067.Vacation-Attraction)

---

Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.com/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

---

## Popular day trips from Winthrop

![Quincy Market showing a city, an administrative buidling and heritage architecture](https://images.trvl-media.com/place/553248621561096542/b7bc36d3-4db7-4a73-b436-3b7f3ed57a67.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Boston

![Revere Beach, Revere, Massachusetts, USA. It is a first public beach in America. It is close to Boston Logan Airport](https://images.trvl-media.com/place/6023/734469ff-a12a-4a28-aefa-5c16af79ffce.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Revere

## Frequently asked questions

### Is Winthrop worth visiting?

### How do I spend a day in Winthrop?

### What is the top tourist attraction in Winthrop?

### Is three days enough to stay in Winthrop?

### Is Winthrop a walkable city?

### What are some activities to do in Winthrop with kids?

> - [View Boston Observation Deck Admission Tickets](https://expedia.com/things-to-do/view-boston-observation-deck-admission-tickets.a46312679.activity-details)
> - [Boston Old Town Trolley Hop-on Hop-Off City Tour](https://expedia.com/things-to-do/boston-old-town-trolley-hop-on-hop-off-city-tour.a172982.activity-details)
> - [Harvard University Campus Guided Walking Tour](https://expedia.com/things-to-do/harvard-university-campus-guided-walking-tour.a1349360.activity-details)
> - [Boston CityPASS®: Admission to Top 4 Attractions](https://expedia.com/things-to-do/boston-citypass-admission-to-top-4-attractions.a173116.activity-details)
> - [Boston Tea Party Ships & Museum Experience](https://expedia.com/things-to-do/boston-tea-party-ships-museum-experience.a172988.activity-details)

### What to do in Winthrop for adults?

### Are there free things to do in Winthrop?

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

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