Upton is a region in Massachusetts characterized by its extensive conservation lands and varied natural features, making it suitable for a range of outdoor pursuits. The landscape includes forested terrain with oaks, maple, and pine, cold water streams, wetlands, and unique glacial formations such as boulders and kettle hole lakes. These natural spaces provide opportunities for several sports like hiking, touring cycling, jogging, road cycling, and more, with elevations ranging from 250 to 600 feet.
84
Routes
4.3
(58)
Average rating
759
People visited

9
hikers
3.61km
00:57
40m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

4.4
(17)
89
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

5.0
(1)
24
hikers
5.43km
01:25
40m
40m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

20
hikers
3.37km
00:53
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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5.0
(6)
40
riders
26.1km
01:42
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

33
riders
73.9km
04:21
340m
340m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.0
(5)
27
riders
42.6km
02:57
320m
320m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

8
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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3.0
(1)
19
riders
44.9km
02:00
310m
310m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

12
riders
66.0km
03:19
270m
270m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

9
riders
47.5km
02:20
460m
460m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

9
riders
45.4km
02:15
280m
280m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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19
runners
12.5km
01:19
110m
110m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

14
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

11
runners
14.1km
01:29
120m
120m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

8
runners
6.14km
00:38
40m
40m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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4.0
(1)
10
riders
23.7km
01:40
190m
190m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

4
riders
39.9km
02:28
310m
310m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.

3.0
(1)
2
riders
28.0km
01:39
220m
220m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

3
riders
16.8km
01:04
100m
100m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
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7
riders
19.1km
01:30
170m
170m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.5
(2)
13
riders
40.9km
02:28
300m
300m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.7
(3)
7
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
8
riders
27.5km
01:27
150m
140m
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Upton offers a variety of outdoor activities across its extensive conservation lands. Available sports include Hiking, Touring cycling, Jogging, Road cycling, Mountain biking, and Gravel biking. The region features more than 10 routes for exploration.
Upton provides numerous hiking opportunities across its conservation areas and Upton State Forest. Popular areas include Peppercorn Hill Conservation Area and trails within Upton State Forest. For specific routes, explore the Hiking around Upton guide.
Yes, Upton offers easy hiking options suitable for various skill levels. The town's conservation areas provide accessible paths through forested terrain. Consult the Easy hikes around Upton guide for specific recommendations.
Upton features routes for Touring cycling, Road cycling, and Gravel biking. Cyclists can explore both paved and unpaved paths throughout the region. Detailed routes are available in guides such as Cycling around Upton and Road Cycling Routes around Upton.
Upton offers trails suitable for mountain biking, particularly within its wooded conservation areas and Upton State Forest. These areas provide varied terrain for off-road cycling. For specific routes, refer to the MTB Trails around Upton guide.
Jogging routes are available across Upton's conservation lands and trail systems. The varied terrain, including forested paths, offers diverse running experiences. Find suitable paths in the Running Trails around Upton guide.
Upton's natural features include forested terrain, cold water streams, wetlands, and unique glacial formations. Peppercorn Hill Conservation Area features large glacial boulders, while Goss Pond Conservation Area contains a kettle hole lake with a floating bog mat and rare Black Spruce.
Upton State Forest contains historic structures built by the Civilian Conservation Corps (CCC). These sites offer a glimpse into the area's past alongside natural exploration. The Whitney Conservation Area also preserves land that was once part of a historic farm dating back to the mid-1700s.
Upton actively manages approximately 1,200 acres of conservation land, with ongoing efforts to connect trails for a comprehensive town-wide system. The trail network spans various conservation areas and Upton State Forest, offering numerous paths for different activities.
Komoot offers several guides for Upton, covering various sports and difficulty levels. These include Hiking around Upton, Cycling around Upton, Running Trails around Upton, and Easy hikes around Upton.
Upton is a popular destination on komoot, with more than 15,000 visitors having shared their experiences. The region's 13 routes have an average rating of 4.54 out of 5 stars, indicating high user satisfaction.
For recreation-related inquiries, the Upton Recreation department can be contacted at 774-450-5182. The Upton Land Stewardship Committee, involved in trail development, can be reached at 508-529-6286. Additional information is available on the official website, www.uptonma.gov.
Peppercorn Hill Conservation Area is a 283-acre forested area featuring oaks, maple, and pine. It is known for its cold water streams, wetlands, vernal pools, and scenic vistas. A unique feature is the western slope, which contains a collection of large boulders deposited by glaciers over 10,000 years ago.
Goss Pond Conservation Area is a 23-acre wooded parcel featuring a small kettle hole lake. It is notable for its fringing floating bog mat and a small, rare population of Black Spruce, which has likely been isolated for thousands of years.
Yes, the Whitney Conservation Area features an east-west trail known as Porier Path. This path links Upton State Forest with the Warren Brook Watershed Conservation Area, providing connectivity for longer excursions.

