Ashland, Massachusetts
Looking for the best hiking in Ashland? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Ashland. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Ashland
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Groton, Massachusetts
Catch a Sunset at Gilbert Hill
5.01 miFrom Rt. I-495 Exit 31, Gibbert Hill has one of the greatest sunsets around Groton, MA area. You will see a lot of cows and even a castle. This is a very easy hike and a not so easy place to park, you have to leave you car on the side of the road, which is totally fine, I guess, it is easy.The wa...Read more -
Westminster, Massachusetts
Summit Mt. Wachusett via the West Side Trail
5.01.2 mi / 750 ft gainSet 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...Read more -
Andover, Massachusetts
Haggetts Rail Trail to Haggetts Pond
5.02.08 mi / 16 ft gainHaggetts Rail Trail to Haggetts Pond is an out-and-back trail that takes you through a nice forest located near Lawrence, Massachusetts.Read more -
Providence, Rhode Island
Neutaconkanut Loop
5.01.49 mi / 171 ft gainTo 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...Read more -
Andover, Massachusetts
Deer Jump Reservation Loop
5.02.09 mi / 171 ft gainDeer Jump Reservation Loop is a loop trail that takes you by a river located near Andover, Massachusetts.Read more -
Hanson, Massachusetts
Burrage Pond Indian Trail
5.03.39 mi / 194 ft gainBurrage Pond Indian Trail is an out-and-back trail where you may see beautiful wildflowers located near Hanson, Massachusetts.Read more -
Norwell, Massachusetts
Hike the Norris Reservation Loop
2.4 mi / 60 ft gainChoose 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...Read more -
Ashburnham, Massachusetts
Summit Mount Watatic via the Wapack Trail
5.03 mi / 800 ft gainEntering 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...Read more -
Milford, New Hampshire
Granite Town Rail Trail
13.24 mi / 761 ft gainGranite Town Rail Trail is an out-and-back trail that takes you by a lake located near Milford, New Hampshire.Read more -
Londonderry, New Hampshire
Kendall Pond Yellow and Blue Trails
1.18 mi / 223 ft gainKendall Pond Yellow and Blue Trails is a loop trail that takes you through a nice forest located near Londonderry, New Hampshire.Read more -
Plainfield, Connecticut
Hike Sugar Brook Loop Trail
4.03.3 mi / 200 ft gainSugar Brook Loop Trail is a 3.3 mile loop hike that takes you by a river located near Plainfield, Connecticut.Read more -
Temple, New Hampshire
Hike the North & South Peaks of Pack Monadnock
5.08.3 mi / 2290 ft gainThis 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...Read more -
Temple, New Hampshire
Hiking Pack Monadnock at Miller State Park
4.02.8 miMiller 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...Read more -
West Greenwich, Rhode Island
Stepstone Falls via Ben Utter Trail
5.02.64 mi / 125 ft gainStepstone Falls via Ben Utter Trail is an out-and-back trail that takes you by a waterfall located near West Greenwich, Rhode Island.Read more -
Newbury, Massachusetts
Hellcat Dunes Loop
4.50.98 mi / 20 ft gainPark in the parking area off of Refuge Rd. Take the Dunes Trail, a boardwalk path for the ~1-mile loop. Enjoy the views from an observation deck on three-story-high dunes. This trail is accessible from April-October.Read more -
Chaplin, Connecticut
Hike to Diana's Pool
4.01.3 mi / 45 ft gainThe 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...Read more