Plan a trip to see Winthrop Shore Reservation

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Boston Harbor Hotel

North End

Save 100% on your flight

per person

Aug 22 - Aug 25

found 5 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Great hotel terrific staff

Reviewed on Jul. 12, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

per person

Sep 4 - Sep 8

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (242 reviews)

Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Raffles Boston

Back Bay

Save 100% on your flight

per person

Aug 22 - Aug 25

found 5 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.6/10 Exceptional! (118 reviews)

Beautiful facility and wonderful staff.

Reviewed on Jul. 10, 2025

Tours & day trips

See all 244 activities

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

Free cancellation available

Private & custom tours

See all 46 activities

North End Boston Mafia Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 40 activities

Boston to Martha's Vineyard with Optional Island Tour

Free cancellation available

Classes & workshops

See all 8 activities

Boston: Sunset Tall Ship Harbour Cruise

Free cancellation available

Attractions

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Boston CityPASS®: Admission to Top 4 Attractions

Free cancellation available

Popular places to visit

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.

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

3.5/5(2 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

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.