Plan a trip to see Deer Island Park

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Boston Harbor Hotel

North End

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.8/10 Exceptional! (1,001 reviews)

Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Four Seasons Hotel Boston

Bay Village

per person

Sep 6 - Sep 9

found 1 day ago

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

9.4/10 Exceptional! (435 reviews)

Not my favorite Four Seasons. I requested that they remove any alcohol from my room and they didn’t accommodate that simple request. They seemed hurried. B-

Reviewed on Jun. 22, 2025

Raffles Boston

Back Bay

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.6/10 Exceptional! (132 reviews)

I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on Aug. 5, 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

Free cancellation available

Adventure & outdoor

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

Popular places to visit

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.

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.

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.

Castle Island

The ancient Fort Independence finds its home on this impressive harbor peninsula, a beautiful place to walk and relax along the waterfront.

Thompson Island

You can learn about the history of Boston with a stop at Thompson Island. Stroll along the waterfront or experience the fascinating museums in this vibrant area.