Winthrop trip planner

Create a fully customized
day-by-day itinerary for free

Itinerary Planner
+ Add destination
2 adults
Adults
- +
Teens
- +
Kids
- +
Close

Winthrop

Trip Planner USA  /  Massachusetts  /  Winthrop
Trails
The Town of Winthrop is a city in Suffolk County, Massachusetts, United States. The population was 17,497 at the 2010 census. Winthrop is an ocean-side suburban community in Greater Boston situated at the north entrance to Boston Harbor, close to Logan International Airport. It is located on a peninsula, 1.6 square miles (4.2 km2) in area, connected to Revere by a narrow isthmus and to East Boston by a bridge over the harbor inlet to the Belle Isle Marsh Reservation. Settled in 1630, Winthrop is one of the oldest communities in the United States. It is also one of the smallest and most densely populated municipalities in Massachusetts. It is one of the four cities in Suffolk County (the others are Boston, Revere, and Chelsea). It is the southernmost part of the North Shore, with a 7miles shoreline that provides views of the Atlantic Ocean to the east and of the Boston skyline to the west.
With the Inspirock custom trip planner, Winthrop and other destinations across the globe can be made central to your personalized travel plans.
Source
Create a full itinerary — for free!

Plan your trip to Winthrop

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Where to stay in Winthrop

Browse hundreds of hotels and read guest reviews on the world's leading online travel agency website.
CHECK IN - CHECK OUT
TripAdvisor
Millions of travel reviews
on TripAdvisor

Extend your holiday

Visit top cities near Winthrop:
Sightseeing, museums, historic sites
Visit for: 4 daysStart a plan »
Museums, shopping, historic sites
Visit for: 4 daysStart a plan »
Sightseeing, museums, scenic drive
Visit for: 4 daysStart a plan »
Nightlife, historic sites, parks
Visit for: 1 dayStart a plan »
Historic sites, parks, shopping
Visit for: 1 dayStart a plan »

Recently planned trips to Massachusetts

10 days in United States BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Hidden gems PACE: Medium 7 days in Massachusetts BY A USER FROM UNITED STATES September, outdoors, historic sites, popular PREFERENCES: September, outdoors, historic sites ATTRACTION STYLE: Popular PACE: Medium 3 days in Stockbridge BY A USER FROM UNITED STATES October, culture, relaxing, romantic, slow & easy, hidden gems PREFERENCES: October, culture, relaxing, romantic ATTRACTION STYLE: Hidden gems PACE: Slow & easy 9 days in United States BY A USER FROM CANADA July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 32 days in New England BY A USER FROM GERMANY August, teens, popular PREFERENCES: August, teens ATTRACTION STYLE: Popular PACE: Medium 32 days in New England BY A USER FROM GERMANY August, teens, popular PREFERENCES: August, teens ATTRACTION STYLE: Popular PACE: Medium 8 days in New England BY A USER FROM GERMANY August, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, fast-paced, hidden gems PREFERENCES: August, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Hidden gems PACE: Fast-paced 15 days in United States BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 3 days in Boston BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 23 days in United States BY A USER FROM ITALY September, culture, historic sites, popular & hidden gems PREFERENCES: September, culture, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in New England BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 22 days in United States BY A USER FROM AUSTRALIA September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium
View more plans