Plan a trip to see Winthrop Beach

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Boston Lodge and Suites

Dorchester

CA $536

per person

Nov 1 - Nov 3

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

8.4/10 Very Good! (186 reviews)

Raffles Boston

Back Bay

CA $2,165

per person

Oct 16 - Oct 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (147 reviews)

The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug. 20, 2025

Lakeside Inn

CA $661

per person

Oct 29 - Nov 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

7.4/10 Good! (2,174 reviews)

Rooms clean and somewhat updated. I was ok with the property itself as the price was good for the area. We stayed on a sat night though and while I didn’t mind the band playing very loudly early in the evening, my family of 4 turned in at 11pm which is when we heard a stoppage of music. But it was only a break. I was awoken for more music until midnight. We were assigned a room directly above the bar and I feel the front desk clerk could have asked our preference as I did not realize such noise would be an issue. Oh - fire pit was just outside our window too, so extra noise unfortunately. Breakfast was not very enjoyable either but sufficient.

Reviewed on Aug. 18, 2025

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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North End Boston Mafia Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

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Boston to Martha's Vineyard with Optional Island Tour

Free cancellation available

Attractions

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Boston CityPASS®: Admission to Top 4 Attractions

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Adventure & outdoor

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

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Popular places to visit

Winthrop Shore Reservation

Explore the great outdoors at Winthrop Shore Reservation, a lovely green space in Winthrop. Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.

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

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

Explore the great outdoors at Revere Beach Reservation, a lovely green space in Revere. Check out the shops and top-notch restaurants in this family-friendly area.