Top 10 Boston Experiences

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Updated: July 25, 2011

If you're looking for the quintessential Boston experience, make sure to fit in these top 10 Boston attractions. From Pizzeria Regina to the Greenway, these Boston attractions are sure to give you the best of Boston. (Photo: Boston Public Library by Amy, Simple Little Bookworm)

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Top 10 Things to Do in Boston

  1. 1 4 Star Rating: Recommended Pizzeria Regina
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    11 1/2 Thacher St, Boston, MA 02113 (map)

    Any Boston trip has to include the North End, which rivals the Little Italy of any other city. You can choose a pricey multi-course meal, or you can go with a pizza from Pizzeria Regina. The flagship location has been in business close to 90 years and is tucked away on a quieter street of the North End. The crust, baked in a gas-fired oven, is medium thickness. All pies are cheesy, very cheesy, with even blistering across the surface. Be prepared to get your pizza fill and make friends. The staff are mighty talkative.

  2. 2 4 Star Rating: Recommended Institute Of Contemporary Art
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    100 Northern Ave, Boston, MA 02210 (map)

    The ICA is so many things in one: fascinating contemporary art museum, beautiful seaside spot, and front-row spectator to Boston's fast developing waterfront. Exhibits range from video to sculpture to photography and more. The stunning views of the waterfront are a work of art themselves.

  3. 3 5 Star Rating: Highly Recommended Esplanade
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    Storrow Dr, Boston, MA 02116 (map)

    Hope for nice weather when you visit, if only to enjoy the Esplanade. The fourteen miles of linear park that runs along the Charles River on both the Boston side and the Cambridge side is fabulous for picnicking, bike riding, or simply reading a book under the shade of a tree. Check summer events calendars for details on films, concerts and festivals that run all summer long.

  4. 4 4.5 Star Rating: Recommended Fenway Park
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    4 Yawkey Way, Boston, MA 02215 (map)

    As you walk along Yawkey Way and Landsdowne Street, you can feel Red Sox fever--long before you step inside the park. Catching a game is part of a quintessential Boston summer. But if you're craving more, guided tours take you behind the scenes, and the Bleacher Bar, located underneath the park, gives you a one-of-a-kind vantage point to the outfield.

  5. 5 4.5 Star Rating: Recommended Frog Pond on Boston Common
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    Beacon St, Boston, MA 02108 (map)

    Yes there are fun things to do in Boston--outside--during winter. When the temperature drops, Frog Pond on Boston Common transforms into an ice rink. Bring your own or rent skates and take in the wintery landscape of the park. If skating isn't your thing, just wait for a perfect snowfall. The Common has hills and slopes that just beg for a sled.

  6. 6 5 Star Rating: Highly Recommended Harvard University
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    12 Holyoke St, Cambridge, MA 02138 (map)

    It's hard to think of Boston and not think of the nation's most famous university. Though the university extends for miles and miles, Harvard Yard, the gated area right outside the Harvard Square T station, is where any visit should begin. The scenic yard features Johnson Gate, gorgeous red brick buildings, and the statue of John Harvard. Feel free to join the ranks of tourists who follow the tradition of rubbing his foot.

  7. 7 Old South Church
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    645 Boylston St, Boston, MA 02116 (map)

    Old South Church, a 350-year-old architectural beauty, is located in bustling Copley Square, at the corner of Dartmouth and Boylston streets. Tourists can take a guided tour of the church but are also welcome and encouraged to join the congregation for a service. If you're more into church acoustics than sermons, check out the concert program.

  8. 8 4 Star Rating: Recommended Rose Fitzgerald Kennedy Greenway
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    1 International Pl, Boston, MA 02110 (map)

    The Greenway is one of Boston's newest and most noteworthy developments. Years of headaches from the Big Dig have resulted in 30 acres of green space spanning the city. There are fountains, gardens, and the most recent and exciting addition, food trucks.

  9. 9 5 Star Rating: Highly Recommended Public Garden
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    Charles St, Boston, MA 02138 (map)

    No first visit to Boston is complete until you've taken a ride on a swan boat. Sure it's cliche, but once you step onto the adorable floating vessels, any stress or concern you have will slowly melt away. The landscaping of the garden is unparalleled, with a wide variety of plant species that create the most beautiful spectrum of colors. Take a picnic and grab a spot under one of the shady willow trees.

  10. 10 4 Star Rating: Recommended Boston Public Library
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    700 Boylston St, Boston, MA 02117 (map)

    The Boston Public Library provides a dramatic backdrop to Copley Square. With its wide stone steps and high arches, it is definitely a sight to see. The greenery of the Copley Square park creates the perfect foil to the refined stone structure. All are welcome inside the stunning interior to peruse the volumes and art. Do not miss the central courtyard, an absolutely magnificent piece of outdoor space. If you're there on a Friday, look for the weekly concerts held in the courtyard.

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