Plan a trip to see Charles Playhouse

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

By the Sea Guests Bed & Breakfast & Suites

CA $1,245

per person

Aug 2 - Aug 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.2/10 Wonderful! (185 reviews)

Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

Hotel Ivy Boston Common

Bay Village

CA $1,535

per person

Jul 25 - Jul 31

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Boston (BOS)

8.4/10 Very Good! (1,451 reviews)

For the money, can non go wrong with this choice

Reviewed on May 23, 2026

Nantucket Inn

CA $2,298

per person

Aug 2 - Aug 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9/10 Wonderful! (684 reviews)

The shuttle goes downtown so often and the staff is amazing

Reviewed on May 22, 2026

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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Boston: Helicopter Skyline Tour

Free cancellation available

Food, drink & nightlife

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Boston to Martha's Vineyard with Optional Island Tour

Free cancellation available

Classes & workshops

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Italian Dinner with Tiramisu Finale in Boston

Attractions

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Boston CityPASS®: Admission to Top 4 Attractions

Free cancellation available

Popular places to visit

Wilbur Theatre

Enjoy a performance at Wilbur Theatre, a theater with a story to tell in Boston. Discover the fascinating museums in this vibrant area, or seek out the local tours.

Boston Public Garden

In this horticultural wonder, ride an iconic swan boat, pay respects to North America’s very first tulip bed or simply lie back and watch as the world floats past.

Citizens Opera House

Admire the old-world craftsmanship of this vaudeville-era reconstruction while you enjoy a performance in opera, theater or dance.

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

George Washington monument at Public garden in Boston Massachusetts USA

George Washington Statue

Find out about the history of Boston when you spend time at George Washington Statue. Discover the fascinating museums and notable monuments in this vibrant area.