The City's Best Outdoor Spots

Updated: March 12, 2009

Explore the outdoors at these popular parks, trails and golf courses.

On this page:Parks, Bike Trails, Dining and Drinking Spots, Golf Courses, Hiking Trails.

Parks

  1. 1 5 Star Rating: Highly Recommended Esplanade
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    Storrow Dr, Boston, MA 02116 (map)

    Boston's own, small answer to the French Riviera.

  2. 2 5 Star Rating: Highly Recommended Castle Island Park
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    William J Day Blvd, South Boston, MA 02127 (map)

  3. 3 4 Star Rating: Recommended Walden Pond State Reservations
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    915 Walden St, Concord, MA 01742 (map)

  4. 4 5 Star Rating: Highly Recommended Boston Common
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    South side of Beacon Hill, Boston, MA 02108 (map)

    Every city needs a grassy patch of tranquility.

  5. 5 4 Star Rating: Recommended Blue Hills Reservation
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    1904 Canton Ave, Milton, MA 02186 (map)

    Great views, hiking, biking and fishing close to the city.

Bike Trails

  1. 6 Middlesex Fells
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    Fellsway West, Stoneham, MA 02180 (map)

    An urban escape close to Boston for hiking, biking, rock climbing, picnicking and more.

  2. 7 Cape Cod Rail Trail
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    Route 134, Dennis, MA 02638 (map)

    Paved bike path stretches from Dennis along the old Penn Central Railroad into Wellfleet.

  3. 8 5 Star Rating: Highly Recommended Lynn Woods Reservation
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    106 Pennybrook Rd, Lynn, MA 01905 (map)

Dining and Drinking Spots

  1. 9 4 Star Rating: Recommended Z Square Cambridge
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    14 JFK St, Cambridge, MA 02138 (map)

    All-purpose eatery sits at the heart of Harvard Square and offers a shady, hidden patio.

  2. 10 2.5 Star Rating: Below Average Barking Crab
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    88 Sleeper St, Boston, MA 02210 (map)

  3. 11 3.5 Star Rating: Average Stephanie's on Newbury
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    190 Newbury St, Boston, MA 02116 (map)

  4. 12 4 Star Rating: Recommended Bouchee
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    159 Newbury St, Boston, MA 02116 (map)

  5. 13 4 Star Rating: Recommended Parish Cafe Inc
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    361 Boylston St, Boston, MA 02116 (map)

  6. 14 5 Star Rating: Highly Recommended Devlin's Restaurant and Bar
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    332 Washington St, Brighton, MA 02135 (map)

    One of Brighton Center's most popular outdoor options, serving dependable comfort fare.

  7. 15 3 Star Rating: Average Tavern On The Water
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    1 8th Street, Pier 6, Charlestown, MA 02129 (map)

    Low-key bar provides Charlestown residents with great views of the city and a relaxed spot for a bite.

Golf Courses

  1. 16 4 Star Rating: Recommended Poquoy Brook Golf Course
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    20 Leonard St, Lakeville, MA 02347 (map)

    Nearly perfect course with wonderful views, superb layout and a classic test of shotmaking.

  2. 17 3 Star Rating: Average Stow Acres Country Club
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    58 Randall Rd, Stow, MA 01775 (map)

  3. 18 4 Star Rating: Recommended Cyprian Keys Golf Club
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    284 E Temple St, Boylston, MA 01505 (map)

  4. 19 4 Star Rating: Recommended Shaker Hill Golf Club
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    Shaker Rd, Harvard, MA 01451 (map)

  5. 20 5 Star Rating: Highly Recommended Captains Golf Course
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    1000 Freemans Way, Brewster, MA 02631 (map)

Hiking Trails

  1. 21 5 Star Rating: Highly Recommended Mount Monadnock
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    Rte 124, Jaffrey, NH 03454 (map)

    This lone massif with stunning views attracts teeming crowds. And with good reason.

  2. 22 5 Star Rating: Highly Recommended Arnold Arboretum
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    125 Arborway, Jamaica Plain, MA 02130 (map)

  3. 23 Great Meadows Natl Wildlife
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    Weir Hill Rd, Sudbury, MA 01776 (map)

  4. 24 The Presidentials
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    Rte 302, Bartlett, NH 03812 (map)

    Only very experienced hikers should tackle this exposed granite ridge.

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