4.7
(30)
1,451
riders
96
rides
Road cycling around Upton, Massachusetts, features a landscape characterized by well-paved roads, rolling terrain, and picturesque natural features. The region offers a mix of routes with varying distances and elevation gains, catering to different fitness levels. Worcester County, where Upton is located, is known for its rolling hills, forests, and lakes, providing diverse scenery for cyclists. Quiet lanes, fresh greenery, and far-reaching views are common along the routes.
Last updated: July 10, 2026
5.0
(1)
55
riders
85.0km
04:02
1,000m
1,000m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
3.0
(1)
64
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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5.0
(3)
43
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
13
riders
52.1km
02:41
840m
840m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
9
riders
55.7km
03:19
1,140m
1,140m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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The Castle and gardens are open on Sundays Thursdays and Bank Holidays from Easter Sunday to the end of October 2.30pm to 5.30pm last admission at 5pm
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“Tiverton Museum of Mid Devon Life is a treasure trove of fascinating objects and quirky artefacts that weave incredible stories about the people who lived here.” - Tiverton Museum of Mid Devon Life
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climb to the top of the monument hundreds of steps check opening times NT.
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Bampton is a great stop for cyclists, offering a peaceful break with picturesque streets and a friendly atmosphere. Take a moment to explore the charming village, grab a coffee, and enjoy the scenic views before continuing your ride.
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Upton offers a wide variety of road cycling routes, with over 90 distinct tours available. These routes cater to different preferences, ranging from easier, flatter loops to more challenging rides with significant elevation gains.
The spring season is particularly recommended for road cycling in Upton. During this time, cyclists can enjoy quiet lanes, fresh greenery, and far-reaching views across the region's rolling hills and forests.
Yes, Upton has routes suitable for all fitness levels. For an easier, flatter option, consider the Louisa Lake – Upper Charles Trail loop, which is 14.3 km with only 80m elevation gain. This route is great for any fitness level and offers very scenic views around Louisa Lake.
Road cycling around Upton, located in Worcester County, features a landscape characterized by well-paved roads, rolling terrain, and picturesque natural features. You'll encounter a mix of rolling hills, forests, and lakes, providing diverse scenery. While most roads are well-paved, some segments on longer or more challenging routes might be unpaved, requiring good fitness.
Absolutely. For experienced riders seeking a challenge, Upton offers several difficult routes. One such route is the Bampton Village Café Stop – Steep Climb loop from Wimbleball Dam, a demanding 85 km trail with nearly 1000m of elevation gain, typically taking over 4 hours to complete.
Upton and its surroundings are rich in natural beauty. You can cycle past scenic spots like Louisa Lake, Hopedale Pond and Parklands, and the peaceful Upper Westboro Reservoir. The region is known for its rolling hills, forests, and lakes, offering diverse views. For specific natural monuments, you might encounter the Haddon Hill Trig Point or a Waterfall in Western Cliff Wood.
Yes, the area around Upton features several historical sites. Cyclists might pass by landmarks such as Gallox Hill Fort, Ashbrittle Yew and St. John the Baptist Church, or the Bat's Castle Iron Age Hillfort. The All Saints Church, Dulverton is another notable historical site.
Many of the road cycling routes in Upton are designed as loops, allowing you to start and finish at the same point. For example, the Bampton Village Café Stop – Spelt 42 Café & Bakery loop from Morebath is a moderate 34.7 km circular path that offers a balanced ride through the region's characteristic rolling landscape.
The road cycling routes in Upton are highly rated by the komoot community, with an average score of 4.7 stars from over 27 reviews. Cyclists often praise the varied terrain, from rolling hills to scenic lakes, and the overall natural beauty of the region, including quiet lanes and fresh greenery.
Yes, some routes are designed to include stops for refreshments. For instance, the Bampton Village Café Stop – Spelt 42 Café & Bakery loop from Waterrow Touring Park is a 45.3 km route that incorporates a café stop, allowing you to refuel and relax during your ride. You might also find the Bridge Cottage Tea Room along some routes.
For a moderate challenge, you can explore routes like the River Exe Bridge – Bury Castle loop from Brompton Regis. This route covers 52.9 km with over 840m of elevation gain, offering a balanced ride through varied terrain. Another option is the Silver Lake and Beach – Upper Westboro Reservoir loop, a 42 km ride with 400m elevation gain, suitable for those with good fitness.


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