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Westborough, Massachusetts

Top Spots in and near Westborough

  • Temple, New Hampshire

    Hike the North & South Peaks of Pack Monadnock

    5.0
    8.3 mi / 2290 ft gain
    This route will take you to both peaks and on most of the trails in this section of the park! Take the Wapack Trail (1.4 miles, rocky, challenging) to the summit of South Pack (2290') and climb the fire tower for some incredible views! On a clear day, you can see the Boston skyline. Then continue...
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  • Temple, New Hampshire

    Hiking Pack Monadnock at Miller State Park

    4.0
    2.8 mi
    Miller State Park is the oldest State park in New Hampshire and offers the perfect spring, summer or fall hike. From the parking area, visitors can choose from one of three trails: The Marion Davis Trail (1.4 miles to peak), The Wapack Trail (1.4 miles to peak) or the Auto-road (~ 1.0 miles to pe...
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  • Chaplin, Connecticut

    Hike to Diana's Pool

    4.0
    1.3 mi / 45 ft gain
    The drive to Diana's Pool is worth it in an of itself, taking you through the backroads of Eastern Connecticut. To begin the hike just simply enter the woodland path and follow the trail. In order to go under the bridge just simply take the first left in the path and there will be a stream that f...
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  • Norwell, Massachusetts

    Hike the Norris Reservation Loop

    2.4 mi / 60 ft gain
    Choose from multiple trails in Norris that offer beautiful views of the the North river and marshland. Great spot to do some trail running through the woods and see the river too. There is also a pond a short distance from the parking lot that offers a great fishing spot with a picnic table nearb...
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  • Hampden, Massachusetts

    Goat Rock Trail

    2.67 mi / 659 ft gain
    Goat Rock Trail is an out-and-back trail where you may see beautiful wildflowers located near Hampden, Massachusetts.
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  • Mansfield, Connecticut

    Hike Nipmuck Trail

    5.0
    8.3 mi / 748 ft gain
    Nipmuck Trail is a 8.3 mile out and back hike that takes you past wildlife located near Mansfield Center, Connecticut.
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  • West Greenwich, Rhode Island

    Stepstone Falls via Ben Utter Trail

    5.0
    2.64 mi / 125 ft gain
    Stepstone Falls via Ben Utter Trail is an out-and-back trail that takes you by a waterfall located near West Greenwich, Rhode Island.
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  • Jaffrey, New Hampshire

    Mount Monadnock via White Dot & White Cross Loop

    4.5
    3.7 mi / 1686 ft gain
    The White Dot Trail is the shortest, steepest ascent to the summit, while White Cross has a slightly easier grade down with very little difference in distance.  Therefore, per the park's rangers, the best way to conquer this loop is White Dot up, White Cross down.The White Dot Trail begins at Mon...
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  • Jaffrey, New Hampshire

    Mount Monadnock via White Dot Trail

    4.4
    3.46 mi / 1699 ft gain
    Monadnock State Park is located in and around the 3,165-ft. Mount Monadnock. Mount Monadnock is crisscrossed by many miles of well-maintained hiking trails. The popular White Dot Trail (2.2 miles) is the shortest but steepest ascent to the summit, accessible from the Monadnock State Park headquar...
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  • Jaffrey, New Hampshire

    Hike MT Monadnock via White Arrow Trail

    4.3 mi / 1485 ft gain
    Arriving at the Old Toll Road/Halfway House Trail head you will have $5 entrance fee. Starting on the Old Toll road you'll find yourself walking on a gradual incline into the beautiful New Hampshire wilderness. Everything you see and smell is fresh and vibrant. Following the road for 1.1 miles yo...
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  • Voluntown, Connecticut

    Hike Pachaug State Forest Trails

    5.0
    3.6 mi / 200 ft gain
    Lawden Brook Trail Loop is a 3.6 mile loop hike that takes you by a lake located near Voluntown, Connecticut.
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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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  • Erving, Massachusetts

    Rattlesnake Loop to Red Trail

    1.97 mi / 676 ft gain
    Rattlesnake Loop to Red Trail is a loop trail that provides a good opportunity to view wildlife located near Erving, Massachusetts.
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  • Jaffrey, New Hampshire

    Summit Mt. Monadnock via Marlboro Trail

    5.0
    4 mi / 2300 ft gain
    Start at the Marlboro Trailhead (you can enter this in Google maps) off Shaker Road. There's parking and porta-potty bathrooms. The trail is well-marked with white dashes/M marks all the way up. Once on trail, the initial 800 ft climb is through forested terrain with a few brooks and streams alon...
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