If your average weekend usually includes a gig or two, head to a show at Hatch Shell. You'll soon find out why locals simply can't get enough of this lively venue.

Head in the direction of Boston, pay the entrance fee and find out why Hatch Shell is a favorite among visitors. Consider spending more time here, because there are some other great attractions not far from this entertainment venue. Fenway Park, Boston Common and Faneuil Hall Marketplace are a few recommendations.

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By the Sea Guests Bed & Breakfast & Suites

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$531

per person

Aug 28 - Aug 31

found 4 hours ago

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Chicago (CHI) to Boston (BOS)

9.2/10 Wonderful! (188 reviews)

It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year

Reviewed on Jun 18, 2026

Good Hotels Boston

South End

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$606

per person

Aug 27 - Aug 30

found 1 day ago

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Chicago (CHI) to Boston (BOS)

8/10 Very Good! (55 reviews)

This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Beachside Village Resort

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$632

per person

Aug 28 - Aug 31

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Roundtrip non-stop flight included

Chicago (CHI) to Boston (BOS)

9.4/10 Exceptional! (111 reviews)

This property was extraordinary. My late check-in was seamless, and my room was spacious and extremely comfortable. The staff (my apologies, I forgot the front desk staff's names) were friendly, helpful, and professional. I had one minor maintenance issue that Joe resolved promptly and courteously. My room was directly across from the water, so I had a great view from my room and balcony. Having a kitchen made me feel right at home. My local friends, etc., were extremely impressed by the property layout, location, and price. Downtown was within walking distance (about a mile), and the beach was nearby. I will definitely plan a return visit here, but it would be hard to top my last stay.

Reviewed on Jun 5, 2026

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Boston: Helicopter Skyline Tour

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