Plan a trip to see Winthrop Shore Reservation

Price found within the past 48 hours. Click for updated prices.

Maverick Suites at 245 Newbury St

Back Bay

￥194,248

per person

Nov 12 - Nov 17

found 20 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

8.2/10 Very Good! (141 reviews)

Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library

Reviewed on Oct 3, 2025

Encore Boston Harbor

￥269,412

per person

Nov 12 - Nov 17

found 20 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.6/10 Exceptional! (3,250 reviews)

Beautiful decor. Lots of ammenities. Friendly staff.

Reviewed on Oct 11, 2025

Iris Hotel Boston

Coolidge Corner South Side

￥215,502

per person

Nov 12 - Nov 17

found 20 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Boston (BOS)

9.4/10 Exceptional! (395 reviews)

This is a great hotel in a great location! Convenient to the green line and also walkable to a lot of things. We are a family of 5 and were happy they had a room to accommodate all of us that wasn’t outrageous. 2 queens and a pull out couch. Perfect! Bath products smell great and are high quality. Overnight valet parking but it’s unlimited in and out- which we didn’t do since we walked or took the train everywhere. And the staff who work here are welcoming, kind, and very helpful. This hotel is a gem! Highly recommend!

Reviewed on Oct 12, 2025

Browse tours and tickets to explore Winthrop Shore Reservation

Tours & day trips

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

Free cancellation available

Private & custom tours

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Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Free cancellation available

Food, drink & nightlife

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Boston to Martha's Vineyard with Optional Island Tour

Free cancellation available

Adventure & outdoor

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

Free cancellation available

Attractions

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Boston CityPASS®: Admission to Top 4 Attractions

Free cancellation available

Popular places to visit

As seen from Deer Island, this is the town of Winthrop, just north of Boston, MA. It's a cute, condensed town with houses stacked right on top of each other on the hills. The long beach

Winthrop Beach

Why not spend a lazy afternoon at Winthrop Beach during your trip to Winthrop? Wander the beaches and seaside in this family-friendly area.

The location of Boston 's sewage treatment plant, but also home to some stunning sunsets.

Deer Island HarborWalk

You can take time to visit Deer Island HarborWalk during your travels to Boston. Stroll along the waterfront or attend a sporting event in this vibrant area.

Revere Beach

4.5/5(7 reviews)

If a restful vacation is part of your travel plans, Revere Beach might be the perfect place to seek out during your trip to Revere. Check out the shops and top-notch restaurants in this family-friendly area.

Revere Beach Reservation

You can take time to visit Revere Beach Reservation during your travels to Revere. Check out the shops and top-notch restaurants in this family-friendly area.