Upton is a region in Massachusetts characterized by its diverse natural landscape, including extensive woodlands, river valleys, reservoirs, and glacial terrain. This varied geography provides a suitable environment for several outdoor activities. The area features approximately 1,200 acres of managed Conservation Land and the 2,660-acre Upton State Forest, offering numerous opportunities for exploration. Outdoor enthusiasts can engage in several sports like hiking, mountain biking, touring cycling, road cycling, and more across its varied topography.
Upton…
51
Routes
4.5
(23)
Average rating
624
People visited

5.0
(1)
10
hikers
4.21km
01:10
80m
70m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

2
hikers
6.24km
01:41
80m
80m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

2
hikers
4.86km
01:20
70m
70m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

12
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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3.0
(1)
3
riders
27.0km
01:40
130m
130m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

4.0
(2)
35
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

19
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

4.0
(2)
34
riders
13.2km
00:47
50m
50m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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4.7
(3)
98
riders
15.8km
01:25
180m
180m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

5.0
(2)
75
riders
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

5.0
(1)
32
riders
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

3.0
(1)
16
riders
14.5km
01:15
140m
140m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
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15
runners
11.8km
01:14
110m
110m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

12
runners
11.5km
01:12
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

11
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4
runners
10.2km
01:06
110m
110m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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10
riders
42.0km
02:05
410m
410m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

13
riders
14.3km
00:40
80m
80m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

5.0
(2)
8
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

7
riders
43.9km
02:09
410m
410m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Upton provides opportunities for various outdoor activities, including hiking, mountain biking, touring cycling, road cycling, and jogging. The region features diverse landscapes such as woodlands, river valleys, and reservoirs. More than 1,000 visitors have explored 7 routes in Upton, which have an average rating of 4.67 out of 5 stars.
Upton offers numerous hiking trails across its approximately 1,200 acres of managed Conservation Land and the 2,660-acre Upton State Forest. Notable areas include the Peppercorn Conservation Area, known for its forested trails and glacial features. The town's Land Stewardship Committee maintains trails, including ADA-accessible options. For more information, consult the Hiking around Upton guide.
Yes, Upton features trails suitable for various skill levels, including easier options. The Upton State Forest offers a 2-mile (3.2 km) Healthy Heart Trail. Additionally, the town's conservation areas often provide less strenuous paths. An Easy hikes around Upton guide is available for planning.
Upton is well-suited for mountain biking, with diverse terrain found in areas like Upton State Forest, Peppercorn Hill, and Warren Brook Watershed. Routes such as the "Blackstone 2024 Upton State Forest" and "Pepper Double Loop" offer varied terrain and climbs. The MTB Trails around Upton guide provides further details.
Upton offers both road and touring cycling routes that incorporate scenic paths around water bodies like Louisa Lake and the Upper Westboro Reservoir. Routes connect to regional cycling paths such as the Upper Charles Trail. Examples include the "Silver Lake and Beach – Upper Westboro Reservoir loop" and the "Hopedale Pond and Parklands – Upton State Forest loop." More information is available in the Cycling around Upton and Road Cycling Routes around Upton guides.
Upton provides family-friendly outdoor options, including easy hiking trails and accessible paths. The town's commitment to trail development includes ADA-accessible options, making some areas suitable for families with strollers or young children. Conservation areas and the Upton State Forest offer varied environments for family exploration.
Upton's landscape includes extensive woodlands, river valleys, reservoirs, and glacial terrain. The Peppercorn Conservation Area features cold-water streams, wetlands, vernal pools, and ancient stone walls. A notable glacial feature is the jumble of boulders on the western slope of Peppercorn Hill, deposited over 10,000 years ago.
Yes, komoot offers several guides for outdoor activities in Upton. These include guides for Hiking around Upton, Easy hikes around Upton, MTB Trails around Upton, Cycling around Upton, Road Cycling Routes around Upton, and Running Trails around Upton.
Information about Upton's town services can be found on the official website, www.uptonma.gov. For specific departments, the Upton Public Works Department can be reached at 508-529-3067. The Upton Recreation Department can be contacted at 774-450-5182.
Upton State Forest covers 2,660 acres and offers a mix of nature and history. It features historic structures built by the Civilian Conservation Corps. This state forest is a popular location for hiking, cross-country skiing, and mountain biking, and includes a 2-mile (3.2 km) Healthy Heart Trail.
Yes, Upton offers scenic views, particularly within the Peppercorn Conservation Area, which features vistas. Additionally, cycling routes often incorporate scenic paths around water bodies such as Louisa Lake and the Upper Westboro Reservoir. The diverse glacial terrain also contributes to varied landscapes.

