Brookline, Massachusetts

Top Spots in and near Brookline

  • Londonderry, New Hampshire

    Kendall Pond Yellow and Blue Trails

    4.0
    1.18 mi / 223 ft gain
    Kendall Pond Yellow and Blue Trails is a loop trail that takes you through a nice forest located near Londonderry, New Hampshire.
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  • Douglas, Massachusetts

    Hike the Coffeehouse Loop, Douglas State Forest

    3.0
    2.2 mi / 500 ft gain
    Douglas State Forest is located off of Rte 16 in south central Massachusetts. To access trails and the lake, head to the parking area on Wallum Lake Park Road. From the parking lot, you can access the Coffeehouse Loop Trail, as well as a few other shorter trails by the lake. The Coffeehouse Loop ...
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  • Providence, Rhode Island

    Neutaconkanut Loop

    5.0
    1.49 mi / 171 ft gain
    To enter the park, you first have to go through a field and past a baseball park. Next, you will see a high slope, you can either enter the trails through here or the stairs at the side. Some of the trails are overgrown and may have ticks or poison ivy so be careful. This place is good for kids a...
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  • Westminster, Massachusetts

    Summit Mt. Wachusett via the West Side Trail

    5.0
    1.2 mi / 750 ft gain
    Set your GPS to Wachusett Mountain ski area. Coming from Rt. 2 turn onto Mile Hill Rd and look for your first right to take Bolton Rd. Take this road all the way until it intersects with West Princeton Rd. Turn left. and  drive down W Princeton Rd  for 1.2 miles and there should be a small parkin...
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  • Milford, New Hampshire

    Granite Town Rail Trail

    13.24 mi / 761 ft gain
    Granite Town Rail Trail is an out-and-back trail that takes you by a lake located near Milford, New Hampshire.
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  • Ashburnham, Massachusetts

    Summit Mount Watatic via the Wapack Trail

    5.0
    3 mi / 800 ft gain
    Entering Mount Watatic in your GPS will take you to Rindge State Road (119), continue about two minutes down the road past where the GPS tells you. on the Right hand side you will will see a sign for Mount Watatic Parking area or just enter in coordinates: 42.696796, -71.904521 You will begin the...
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  • Bedford, New Hampshire

    Pulpit Rock Conservation Area Loop

    4.8
    2.4 mi / 0 ft gain
    We began our hike at Kennard Trailhead, which is easy to miss if you aren’t looking for it.  The approximate GPS address is 596 New Boston Road, Bedford, NH, though in reality the parking area is about 0.2 miles west of the junction of New Boston Rd and Esther Drive.These trails are very well mai...
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  • Provincetown, Massachusetts

    Explore Hatches Harbor and Race Point

    5.0
    3.3 mi
    Hatches Harbor & Race Point Lighthouse trail is not super long or difficult.  Pretty straight forward, at least up to Hatches Harbor. There is a small parking lot that fits about six cars off Province Lands Rd.  I think we had a good amount of rain leading up to that day and the trail reflect...
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